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Holiday Rentals with Pools in Winter Park

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    Travellers to Winter Park are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    305 Matching Rentals in Winter ParkView all 511 rentals
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    Ski In/Out Resort Village #3307 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 34
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Slopeside 3 Story Luxury Villa - FREE Activities/Fantastic Views/Ski Shuttle1 / 43
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Ski In/Out Resort Village #4283 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    New Downtown Winter Park Villa On A Pond - FREE Activities/Great View/Hot Tub1 / 39
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Shared Indoor Pool
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2017
    Nice location, clean, adequate, could use whole stay worth hygiene products, shampoo, conditioner, soap:)Nicely decorated. Clean furnishings. The location was great for...
    Reviewed 24 July 2017
    This was our first trip to Winter Park and loved the area of the condo. Staying at Winter Park Village was very convenient. Condo was very nicely furnished and comfortable.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    80442, Winter Park, Grand County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Ski In/Out Resort Village #3133 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 32
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Wi-Fi
    • Sauna
    • Shared Indoor Pool
    • Mountain Views
    • Cable/satellite TV
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Stayed here July 2018 for the Winter Park Jazz Festival. There were 5 of us. With two bedrooms and 2 full bathrooms and a pullout couch, there was plenty of room for all of us...
    Reviewed 17 July 2017
    Great place to stay during the summer for the Winter Park Jazz festival, location to the base of the mountain. This is a little distance from Hideaway Park, but transportation...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3301 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 32
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2017
    3301 is a beautifully decorated unit in a mountain motif. From the stacked stone fireplace to the elk dinnerware - no details left out! Third floor walk out access to the...
    Reviewed 25 July 2017
    We had a wonderful stay at Frazier Crossing. The accommodations were fabulous! The condo was exceptionally clean and well appointed. We had absolutely everything we needed. The...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Sauna
    • Housekeeping Included
    • Central Heating
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    80442, Winter Park, Grand County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3235 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 31
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Shared Indoor Pool
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    We enjoyed our stay in this well constructed condo. Located within walking distance of shops, alpine slide etc it was super convenient! Care has been taken in selecting the...
    Reviewed 30 July 2017
    We are longtime visitors to Winterpark and we loved the location close to the base area were all the things we wanted to do were located. The hiking, biking, and skinny here are...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4474 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 30
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    My sister, niece, and I enjoyed our time in Winter Park immensely. The condo's location was perfect to enjoy hiking and activities at the resort. The hot tub was amazing!
    Reviewed 6 June 2017
    We have had a lovely stay in this lovely 2bedroom with patron condo. Would definitely return and might have to permanently move here!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3129 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 37
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    We stayed at this condo in July and it was perfect! We had such a nice time. Extremely clean and was even nicer in person then i expected!
    Reviewed 12 August 2017
    Our family of 6 had a great time in Winter Park staying at this condo. It was across the street from all the action of the resort. Logan was helpful on the day of check in.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3302 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 30
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Housekeeping Included
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    The location is amazing - just a short walk over to Winterpark Village. This condo had plenty of space for our family of 4. The kitchen is fully stocked with cooking...
    Reviewed 30 July 2017
    Our week in Winter Park was wonderful. The condo was roomy and comfortable for our summer vacation. We enjoyed the great restaurants within walking distance and the constant...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
    View all property information
    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Ski In/Out Resort Village #4654 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 31
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This location is a beautiful place to stay in the autumn, without the crowds, and astounding fall foliage to absorb, indescribable. One note: if you are looking to include...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3313 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 30
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2017
    Fraser Crossing unit 3313 features luxurious furnishings and mountain decor throughout. We enjoyed the well appointed kitchen with signature touches and granite countertops...
    Reviewed 12 August 2017
    Inviting and very comfortable place! Great location! We had a wonderful time and we will be back for sure! Thank you!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Ski In/Out Resort Village #3509 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    This was a great condo for two couples. We were so close to the Winter park base. They have a great hot tub, also. Will definitely stay here again when coming to Winter Park.
    Reviewed 11 March 2017
    Our stay was great!! The hot tub was good and HOT!! Couldn't be happier!! Will stay there again without a doubt !!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Hot Tub
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4475 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 31
    (37)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Sauna
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2017
    We stayed at Founders Point Village in Winter Park. It was amazing views, close to everything if you enjoy having something to do between 10 a.m. and 5 p.m. If you are a night...
    Reviewed 1 July 2017
    Loved this place only small issue was it's a 4th floor and elevators to far so we used stairs, loved view to the mountains and the resort, very quite place, shopping...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fresh In-town condo w/W&D, pool, spa, hi-tech toys1 / 22
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2018
    This condo is very comfortable and has every amenity one (or 6) could need. We joined our kids and 3 other families for a few days in winter park- there were 20 of them in 1...
    Reviewed 24 January 2017
    The condo was great. Within walking distance to town. The owners were very responsive to our questions. I would highly recommend you stay at this condo. I will be booking it again!
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    About this property
    A memorable and fun Winter Park vacation is assured when you stay at this beautiful and newly transformed 2 bedroom, 2 bathroom mountain home at Beaver Village Condominiums. Under new ownership, this home has been extensively remodeled just in time for your ski vacation! Improvements include: •...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Special Rates for Springtime!1 / 18
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Sauna
    • Central Heating
    • Shared Indoor Pool
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2017
    We have stayed at Beaver Village Condominiums three times now, and our family loves it. It's a great location being so close to the slopes. This unit has been the nicest one...
    Reviewed 25 July 2016
    I have stayed in Winter Park for years, and this was probably the best place so far! The condo was clean, very well furnished with nice, new furniture and appliances. The...
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    About this property
    Hideaway is an updated, quiet 2 bedroom, 2 bathroom condo in an ideal location. Relax in front of the natural gas fire and create memories around a beautiful log table. The living area has lots of natural light and the tall pines help create that cozy mountain feel. Admire views of Winter Park...
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    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Newly Remodeled Studio/Think Snow!1 / 16
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Indoor Pool
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    • Sauna
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2018
    We stayed in Building D, unit 6084, Condo Corridor, and the owner, Denney, was exceptionally helpful before and during our vacation to assure that our stay was pleasant. It...
    Reviewed 3 February 2018
    This condo is clean, comfortable, and has everything you need! The owner is very accommodating and informative.
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    About this property
    Condo Corridor is a penthouse STUDIO condo at Iron Horse Resort. Located on the 6th floor of the D Building, on the far end, up against the Mary Jane Corridor Ski Run. Nothing matches the convenience and luxury of a ski/hike/bike FROM/TO to location, especially when you can return for lunch and...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Parking
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trailhead Lodges is located in the heart of downtown Winter Park, with access to multiple trail systems. Sleeping up to ten, this unit faces the open space behind Trailhead lodges building 5, so you will be centrally located for your stay with a mountain view. The Lift, the local free...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ski In/Out Resort Village #3613 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Housekeeping Included
    • Sauna
    • Shared Indoor Pool
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    This condo was just what we needed and its proximity to activities made our short trip out of town wonderful!
    Reviewed 3 April 2017
    Our stay at the Frazer Crossing Condos was amazing, the location is awesome and the size of the condo was perfect. The condo was also very clean with new appliances and modern...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Bright, Updated Top Floor Unit With Great Views1 / 18
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Sauna
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2018
    This condo was a very clean end unit with up to date kitchen. The condo is very close to the mountain that use of the free shuttle came right to the parking lot of the condo. We...
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    About this property
    This bright 952 sq. ft. two bedroom two bath condo has been updated and offers all that you need for your vacation. It is nestled in the back of the complex next to the national forest. This is a desirable end unit on the top floor which features vaulted ceilings and extra windows for lots of light...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Hot Tub
    • Shared Indoor Pool
    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Waterfront
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the ultimate Rocky Mountain experience when you stay at this rare slope-side paradise located right on the river, just outside the bounds of Winter Park's Resort's ski slopes and the esteemed Base Village. Outfitted with all the modern comforts of home and much more, the exquisite blend of...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Shared Indoor Pool
    • Central Heating
    • Sauna
    • Housekeeping Included
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
    View all property information
    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Housekeeping Included
    • Mountain Views
    • Shared Indoor Pool
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Central Heating
    • Shared Indoor Pool
    • Sauna
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedroom End Unit at Beaver Village-Views, Pool, Hot Tubs1 / 20
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Sauna
    • Wi-Fi
    • Mountain Views
    • Grill
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2017
    Thank you for a wonderful stay. We enjoyed your condominium. Everything we needed for a comfortable stay; Winter Park is a nice little town that has everything a visitor may...
    Reviewed 17 February 2017
    This condo was very convenient to downtown and Winter Park Resort. If you don't have a car, the ski shuttle picks up a few steps from the doorstep as this condo is located in a...
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    About this property
    Welcome to our bright remodeled 2nd floor end unit at Beaver Village located in the town of Winter Park, Colorado. Beaver Village Condominiums are a perfect in town location, surrounded by acres of tree studded hills and features decks for nature viewing and relaxation. Beaver Village is ideally...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Iron Horse Resort 30941 / 32
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Mountain Views
    • Cable/satellite TV
    • Balcony
    • Washer
    • DVD Player
    • Private Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    Parking, pool, bedrooms and living area were all good. The bathrooms did not have grab bars, but otherwise all was good.
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    About this property
    This two bedroom, two bathroom vacation condo at the Iron Horse Resort is just steps from the Winter Park ski area. This unit provides a gas fireplace, fully stocked kitchen, and a private balcony. The master bedroom offers a queen bed and a full bath with separate vanity area. The additional...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cozy, Family-Friendly, End Unit1 / 17
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Shared Indoor Pool
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    Our stay at Winter Park was great! The condo was clean and every neat. Everything thing stated in the description was right on point. It was of walking distance to the venue we...
    Reviewed 6 April 2017
    My family and I had a great vacation and the condo was a perfect place to rest after a long day of skiing. Literally right next to the amazing rec center with three hot tubs...
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    About this property
    2 bedroom, 1.25 bathroom, quiet, top floor end unit. Great for families looking for affordability and easy access to amenities. Front-loading washer and dryer in unit. Next to clubhouse with pool, hot tubs and a rec center. Sledding hill, playground, restaurants and bakery all within walking...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Internet Access
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Parking
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom condo is located at the Snowblaze Complex in downtown Winter Park. Cozy up around the wood burning fireplace in the living room. The kitchen is fully equipped and offers a breakfast bar and is open to the dining room. Down the hallway is the main bathroom and bedroom with...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Snowblaze Condominiums C141 / 39
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Indoor Pool
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 January 2015
    Snowblaze Condo C14 was wonderful! The view was beautiful. Entire condo was excellent. The covered parking was great since it snowed everyday during our stay. I will...
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    About this property
    Immerse yourself in the mountain lifestyle in this beautifully updated 2 bedroom, 2 bathroom Winter Park condo. Hop aboard the free shuttle to Winter Park Resort, and finish up your day by relaxing in your private sauna. Walk to downtown Winter Park to enjoy an exciting festival, delicious meal,...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Newly remodeled Winter Park condo1 / 9
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Wi-Fi
    • Shared Indoor Pool
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great deal on a fully-furnished downtown Winter Park condo in the Hi Country Haus condo complex This condo in the High Country Haus complex is newly remodeled. One of the best features is that it is only a block off Main Street - some of the best restaurants and bars in Winter Park are right...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Trailhead Lodges 3231 / 32
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2016
    The condo is very nice, new, clean, well equipped with a very lovely view. There are no other structures in sight so from the interior of the condo you feel are in a home alone...
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    About this property
    This brand new building is in one of the most sought after locations in downtown Winter Park. The high end touches and wrap around deck make this property perfect for your mountain getaway! Sleeping Arrangements: King bed in the master, king in the second bedroom, two sets of twin bunks in the...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Balcony
    • Private Indoor Pool
    • Mountain Views
    • Parking
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, double sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) , and a full bath with separate...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Snowblaze Condominiums 2111 / 26
    (2)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Private Indoor Pool
    • Cable/satellite TV
    • Internet Access
    • Mountain Views
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 November 2016
    Resonably priced, clean unit, walking distance to downtown and close to the mountain, we would stay here again!
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    About this property
    This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Winter Park Resort. There is a Queen murphy bed. When staying at Snowblaze, you will have access to the clubhouse; it has an indoor pool, hot tub, game room, athletic equipment, and laundry facilities,...
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    Location Information
    80446, Winter Park, Grand County
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Snowblaze C241 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Sauna
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2016
    Snow blaze was a prefect little getaway in the Rockies. We were a little reluctant going with a condo instead of a cabin but snowblaze ended up being great. It was quiet yet...
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    About this property
    Enjoy this fully-remodeled, second-floor condo with it's bright and open living space, updated kitchen, large picture windows, and private deck with views. The prime location and modern mountain feel is perfect for your getaway. You'll also appreciate the covered parking and close bus shuttle stop...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Trailhead Lodges 5121 / 35
    (47)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of downtown Winter Park and just built in 2010, this new and conveniently located townhome has everything you need and more. Enjoy the shared outdoor hot tub and heated pool, or sink into the couch next to the gas fireplace. Sleeping Arrangements: 1 King bed, plus a new...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Sauna
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful town home is located close to downtown Winter Park. A short drive will bring you to shops, restaurants, and more, yet this property feels private and features nice views! There is a heated garage for your vehicle and gear, a gas grill for your food, and a private hot tub for your...
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    Location Information
    80468, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Winter Park CO from $65.00 per Ski Season night !!1 / 14
    (4)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Hot Tub
    • Cable/satellite TV
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2018
    Well stocked, clean and cozy end unit studio. 5 minutes to the ski area and walking distance to downtown. Priced right. Has some wear and tear, but a great place to crash after...
    Reviewed 21 July 2017
    This vacation rental was perfect for what we needed. It was less than a 5 minute drive to the Winter Park resort and to the local grocery store. The studio had everything we...
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    About this property
    This studio unit contains a Queen Size Murphy Bed, a futon which folds out and a sofa sleeper. Free WIFI and 32' flatscreen Cable TV. It also has a full kitchen and a full bath. It is very conveniently located within easy walking distance of all restaurants and shops in Winter Park, as well as...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Wi-Fi
    • Grill
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the picturesque Rocky Mountains when you book this updated 1-bedroom, 1-bathroom Winter Park vacation rental condo, which sleeps 3 guests comfortably! This property boasts numerous amenities - both shared and private - and a top-notch setting beside a peaceful mountain stream. Just...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Hot Tub
    • Sauna
    • Skiing: Property Is In A Ski Resort
    • Shared Indoor Pool
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    548 square feet. 2 min drive to skii slope and free shuttle bus in the front of my condo. Location: Winter Park, Colorado,U.S.A. The Space This nicely furnished studio is ideally located on the main street of Winter Park. A queen murphy bed and a queen pull-out sofa will comfortably sleep a total...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Iron Horse Resort 50641 / 22
    (2)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Balcony
    • Private Indoor Pool
    • Mountain Views
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2018
    Cozy room with a great location! This was my second trip to Iron Horse and this room met and exceeded my expectations once again.
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    About this property
    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, double sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) , and a full bath with separate...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Central Heating
    • Balcony
    • Grill
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My condo is located in the town of Winter Park, Colorado. It is within walking distance to everything in town. Hiking/biking/snowshoe trails just steps away. Free shuttle bus to the ski resort. Condo is on the 2nd floor, with views & sounds of the river from the balcony and even the condo in the...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Trailhead Lodges 4321 / 26
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A great spot for families and groups who want comfort and convenience!  Trailhead Lodges is one of the newest neighborhoods in the heart of Downtown Winter Park with higher end amenities and easy access to everything you need for your Rocky Mountain getaway. This condo sits on the top level, and is...
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    Location Information
    80842, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Trailhead Lodges 7231 / 26
    (24)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2016
    My wife and teen daughter and I spent a long weekend at this property.Everything that was needed was there and all in great condition. Clean, comfortable and definitely a place...
    Reviewed 11 December 2014
    Winter Park Lodging is absolutely the greatest! They are ridiculously accommodating and I would absolutely book with them again!
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    About this property
    Property Description: Enjoy a perfect view of Hideaway Park from your porch, walk downtown for dinner, or relax in the outdoor heated pool and hot tub. Trailhead Lodges is the most in demand location in downtown Winter Park. Inside, enjoy the fireplace, fully equipped kitchen, and plush...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hi Country Haus 21-151 / 39
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Indoor Pool
    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • Grill
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2018
    We had a wonderful time staying at this beautiful condo. The pictures dont do this place justice. The river is directly out the rear end of this condo and it is wonderful to...
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    About this property
    This beautiful 3-bedroom, 2-bathroom condo is located in Hi Country Haus, within easy walking distance to all shops, restaurants and Hideaway Park in downtown Winter Park! There are queen beds in both the master and front bedroom. The additional bedroom offers 2 twin beds and there is a queen sofa...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Trailhead Lodges 7341 / 29
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2016
    All our needs were met at this facility. Like a home away from home. Would highly recommend this condo.
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    About this property
    Trailhead Lodges 734 is located in the heart of Winter Park- newly built and snuggled into a quiet neighborhood. Beautifully modeled and equipped with everything you want and need- hardwood floors, granite counters, vaulted ceilings, fully equipped kitchen, and more! Outside, you can enjoy the...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cozy ski condo.Winter Park,CO,USA1 / 41
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Payment Protection
    Amenities & Details
    • Internet Access
    • Sauna
    • Hot Tub
    • Central Heating
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2017
    A friend and I took 2 rooms in this lovely B&B in the forested hills outside Vienne, France. We were delighted with the friendliness of the two generous fellows who own and...
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    About this property
    548 square feet. 2 min drive to skii slope and free shuttle bus in the front of my condo. Location: Winter Park, Colorado,U.S.A. The Space This nicely furnished studio is ideally located on the main street of Winter Park. A queen murphy bed and a queen pull-out sofa will comfortably sleep a...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern, bright two bedroom condo has an enviable location in one of Downtown Winter Park's most popular complexes: Trailhead Lodges. Situated close to the complex clubhouse & pool, yet backing onto open woodland, this family friendly home offers you privacy and convenience in one neat package....
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Snowblaze Condominiums C111 / 26
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Mountain Views
    • DVD Player
    • Balcony
    • Private Indoor Pool
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom condo rental is located at SnowBlaze, in downtown Winter Park, Colorado. There is a queen bed in the master bedroom and 2 twins in the second bedroom. There is also a queen sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) in the living area. There is a sauna in the...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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