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Windham House Rentals

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    Travellers to Windham are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    17 Matching Rentals in WindhamView all 32 rentals
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    *4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw1 / 25
    (40)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Secluded Charming Water Front Log Home1 / 53
    (6)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    Mountain House Retreat1 / 27
    (5)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain1 / 52
    (22)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Balcony
    • Mountain Views
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2019
    We had an amazing experience at Ella's. She was super responsive to our questions. The house was cozy. We had a great time stay over. Neighbors were friendly. Overall a great...
    Reviewed 7 January 2019
    The place was great, everything we wanted and more. Ella was a great host and communicated well and on time. Also the cottage is in a great location.
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    About this property
    CONTACT US IF CALENDAR SHOWS BOOKED. We also offer other vacation rentals. Get away from everyday city noise and enjoy the outdoors and the beautiful Catskill Mountains region! Breathe in the fresh mountain air. If you're looking for a Catskills weekend cabin rental, week long getaway, or seasonal...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Washer
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in windham just 3- miles from town. Luxury home on 4-fenced acres overlooking the lake, farm meadow and the Thomas cole mountain range. 4-bdrms, 3-baths, 20' vaulted open living, dining and kitchen with fireplace. Finished lower level with billiard table, TV and bar. Ski room. Boulder...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    WINDHAM MAGNIFICENT HOLIDAY GETAWAY1 / 54
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Patio
    • Washer
    • Housekeeping Included
    • Hot Tub
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2017
    Rented this house from Mike with a group of friends for Mountain Jam festival. The house has a ton of space and the backyard was perfect for an evening fire and BBQ.
    Reviewed 12 January 2017
    Me and the Fiance rented the house to usher in the New Year and I have to say I was floored by the amount of amenities / how well kept the house was ! View of the Mountain is...
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    About this property
    We are looking for families to treat this nice place like their own. Enjoy some quality time with family and friends!One of the loveliest homes in Windham not only for its quality and style but for its direct views of Windham Mt ski slopes. Views are so spectacular they'll take your breath away....
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 18
    Amazing Mountain Views, Total Privacy1 / 20
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Grill
    • Secure Parking
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2018
    We had a fantastic weekend away at this home just outside Windham. Hoda was very easy to deal with in the lead up to our trip and provided us with lots of useful information...
    Reviewed 25 March 2018
    Last weekend we spent a weekend at this rental. Location was great, five minutes drive to the ski resort. The view is stunning and the house has a great cozy warmth to it. The...
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    About this property
    Wake up to amazing views of Windham Mountain & enjoy the peace and quiet that surrounds you. The house sits on 15 beautiful acres. You will enjoy absolute privacy. You can explore on property. There is a private pond where you can fish. Also tons of nearby activities which include hiking, fishing,...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
    ***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Mountain Views
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2014
    We rented this house for the July 4th weekend and just loved it. The location is just perfect and very close to a lot of activities. The place is very comfortable and can easily...
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    About this property
    Available for weekends and short-term rentals during Spring, Summer, & Fall. Charming and cozy 2 bedroom/2 bathroom house with gorgeous views of Windham Mountain and the best of both worlds--a 1.5 mile drive to the mountain (10 miles to Hunter) and less than a minute drive to town (10-15 min...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Balcony
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Central Heating
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE XENIA in Windham The many famous reasons for visiting Windham in the Catskill Mountains are all within short driving distances from this spacious, quiet and private mountain home. Whether hiking, bicycling, strolling to the neighbor's animal farm, skiing, hunting, seeking nature at its...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Parking
    • Patio
    • DVD Player
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large beautiful home on 6 acres of land only a couple minutes to Ski Windham Mountain and snow tubing park. Large outdoor fire-pit surrounded by huge rocks with Adirondack chairs. Nice outdoor hot tub. Out side cooking grill and outside deck looking at Ski Windham Mountain. Home has 5 bedrooms...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Terrace
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The chic, laid-back beauty and authentic comfort of our farm, house & gardens, will inspire you! Enjoy the soothing, peaceful and relaxing rural countryside. Just 25 min. driving to Albany and 35 min. to Hudson. - THE HOUSE .- Originally built in the mid to late 19th Century, the farmhouse was...
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    Location Information
    12193, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great views of Windham Mountain and the valley left and right. The house is 1.3 miles from Ski Windham. Large living room/dinning area with birds eye view of mountain and valley from a wraparound deck. Enjoy an adult cocktail watching the New Years Fire works or the stars. BBQ grill on the deck....
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • DVD Player
    • Parking
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable, two-story, 7-room family home on an acre of land. Recently redecorated, new carpeting, new appliances. Master bedroom has king-size bed, 2nd and 3rd bedrooms each have a twin bed. Living Room, separate Dining Room, Kitchen, and Playroom. Full Bath. Front and back porches. Ample...
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    Location Information
    12454, Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!1 / 45
    (3)Excellent
    12 Bedrooms, 10 Bathrooms, Sleeps 33 Quick View
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    Amenities & Details
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Recently I was invited to Windham Manor because I was interested in seeing Susan and Barry’s place for a future Yoga/Meditation retreat and I was blown away by the beautiful...
    Reviewed 28 October 2019
    What a great place! It's sprawling yet cozy. The house can accommodate lots of people and yet everyone has their own beautiful space. We absolutely love the views and location...
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    About this property
    A one-of-a-kind experience in the 'Gem of the Catskills' awaits at this spectacular Windham mansion. Spanning over 11,000 square feet, this massive vacation rental home sits on a 45-acre property lined with beautiful trees and views of the Catskill Mountains in the distance. With 12 bedrooms and 10...
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    Location Information
    13132, Windham, Catskill Region
    Holiday Rental House - 12 Bedrooms, 10 Bathrooms, Sleeps 33
    8 Bedrooms, 3 Bathrooms, Sleeps 23 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Local wineries, delicious eateries, and all the beauty of the Catskill Mountains will be right at your fingertips at this lovely 6-bed, 3-bath family home. Along with an ideal location within walking distance to everything - including Windham Mountain Resort and Windham’s main drag - this vacation...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 8 Bedrooms, 3 Bathrooms, Sleeps 23
    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Mountain Views
    • Patio
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clear the calendar for a trip to the Catskills and stay at this spacious vacation rental property! With 5 bedrooms and 2 bathrooms, this house is perfect for groups of 13 - whether it be a getaway with friends or grand family retreat! Enjoy a location perched on a peaceful hillside, yet just a mile...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 13
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the hills of the rolling Catskills is where you’ll find this 3-bedroom, 2-bath Windham vacation rental. Towering trees provide privacy and serenity at home, with all the excitement of Windham Mountain Resort just a 5-minute drive away! Enjoy family-friendly fun with the year-round...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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