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Holiday Rentals with Pools in Ludlow

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    Travellers to Ludlow are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    25 Matching Rentals in LudlowView all 80 rentals
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    Walk to Okemo Ski Lifts! Private 5 bedroom home.1 / 25
    (2)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Okemo Trailside 8E Treat your loved ones to an incredible ski vacation in Vermont! With walking access to the slopes, amenities like a shared seasonal pool and tennis courts, and one bedroom and bathroom for six, this cozy home is a great place to return to after a long day out. Your home is...
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    05149, Ludlow, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winterplace G101 Whether you're planning on skiing, rock climbing, trying another sport, or just getting out of town with your family for some quality time, this ski-in/ski-out condo in Okemo Mountain Resort is a great option. Between the proximity to the slopes, a shared seasonal pool and hot...
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    05149, Ludlow, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Okemo Trailside 21A Treat yourself and nine of your family and friends to an amazing Vermont getaway in Okemo Trailside Village! Ski-in/ski-out access to the slopes, along with a seasonal shared pool makes this perfect for your next vacation! Just steps from the beginning Sachem trail, you and...
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    05149, Ludlow, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Ski-in/out Luxury 3 Bedroom & 3 Bathroom Okemo Penthouse Condo at Jackson Gore1 / 11
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • Sauna
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2015
    Recently stayed at this spacious condo at Adams House. Steps from the ski trail, snow tubing, and a great outdoor hot tub. This location is close to the Jackson Gore Inn but...
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    About this property
    This spacious condominium is 'top of the line' for Okemo Mountain Resort. Park in the heated underground garage and board the express elevator to the top floor where you will be surrounded by the elegance of a deluxe full kitchen, 3 bedrooms, 3 bathrooms, an entertainment center with TV/DVD, a...
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    05149, Ludlow, Vermont
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winterplace P105 After some time on the slopes, you'll never want to leave this ski-in/ski-out Ludlow vacation condo with a shared pool, hot tub, and more! With a chairlift very close by, you're right by the ski runs of Okemo Resort. If you're heading into Ludlow, it's just three miles to the...
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    05149, Ludlow, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful mtn home w/ seasonal shared pool & private sauna - near slopes!1 / 39
    (1)Average
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 2018
    This is a typical on-resort rental ski condo. On the compact side, average furnishings, some wear but decent maintenance and property condition. One minute walk to slope...
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    About this property
    Okemo Trailside 34C Leave behind your stresses and worries and escape to this welcoming home in Okemo! Between instant access to amazing skiing slopes and a shared seasonal pool, you - along with seven of your family and friends - are sure to fall in love with this three-bedroom, two-bathroom home....
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    05149, Ludlow, Vermont
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Okemo Trailside 23C, Lower Level With easy ski access and surrounded by the great outdoors, this mountainside, ground-level Okemo condo is perfect for small families that want to enjoy Vermont's natural beauty and shared seasonal amenities in the community. Tucked in the quiet Trailside...
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    Location Information
    05149, Ludlow, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Okemo Trailside 6A Enjoy easy access to Okemo Mountain Resort at this Trailside condo, a recently renovated escape with two levels of living space! Thoughtfully updated with radiant floor heat, stainless steel appliances, and new countertops and fixtures, this condo offers a warm welcome after a...
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    05149, Ludlow, Vermont
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Wi-Fi
    • DVD Player
    • Washer
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brookhaven B3 Have your next Vermont mountain getaway at this three-bedroom, two-bathroom condo for eight that has all you need for relaxation and excitement! Enjoy a shared seasonal swimming pool and winter shuttle access to Okemo. Located in downtown Ludlow in the Brookhaven condominiums,...
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    05149, Ludlow, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Mountain Views
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Okemo Trailside 45C Looking for a great ski home for your next Vermont vacation? Look no further than this three-bedroom, three-bathroom home for eight on Okemo Mountain, featuring access to skiing, swimming, and more! All that stands between your home and a fun day on the slopes is a relaxing...
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    05149, Ludlow, Vermont
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Shared Indoor Pool
    • Parking
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    B303 is a non air-conditioned 1 bedroom/1 bath unit on the third floor of building B in the Mountain Lodge. This unit sleeps 4, with a King bed in the bedroom, plus a queen sleep sofa in the living room. With a wood burning fireplace, this is a great family unit. Just steps away from all the main...
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    05149, Ludlow, Vermont
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Parking
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1 bedroom/ 1 bath non air-conditioned unit is located on the 1st floor of A building in the Mountain Lodge at Okemo. This newly remodeled unit has a King bed in the bedroom, a queen sleep sofa in the living room, a full kitchen with breakfast bar and living room with fireplace. Walk onto the...
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    Location Information
    05149, Ludlow, Vermont
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Shared Indoor Pool
    • Central Heating
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1 bedroom/ 1 bath non air-conditioned unit is located on the upper end of the first floor of C in the Mountain Lodge at Okemo. This is a newly renovated unit! New kitchen and appliances, new King bed, new carpeting and new TV's! Queen sleep sofa and a twin sleeper in the living room allow...
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    05149, Ludlow, Vermont
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Balcony
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1 bedroom/ 1 bath non air-conditioned unit is located on the 1st floor of C building in the Mountain Lodge at Okemo. This newly remodeled unit has a Queen bed in the bedroom, a queen sleep sofa in the living room, a full kitchen with breakfast bar and living room with fireplace. Walk onto the...
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    Location Information
    05149, Ludlow, Vermont
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Shared Indoor Pool
    • Parking
    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    C305 is a non air-conditioned 1 bedroom/1 bath unit on the third floor of building C in the Mountain Lodge. This unit sleeps 4, with a King beds in the bedroom, plus a queen sleep sofa in the living room. With a newly remodeled kitchen and a wood burning fireplace, this is a great family unit. Just...
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    Location Information
    05149, Ludlow, Vermont
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Central Heating
    • Sauna
    • Washer
    • Wi-Fi
    • Shared Indoor Pool
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one-bedroom, 1 and 1/2-bathroom ski-in/ski-out Grand Suite features 2 tv's, an extra ½ bath, boot dryer, and direct access to the Promenade ski trail. Bedding consists of a King in the bedroom and a queen sleeper in the living room. Guests also have access to the Solitude Rec center, with...
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    05149, Ludlow, Vermont
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Shared Indoor Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bedding is a Queen in the master bedroom, and 2 twins in the 2nd bedroom, and a queen sleeper sofa. Units sleep 6 depending on the bedding. Winterplace boasts a recreation center with two Jacuzzi tubs (ski season only) and a heated indoor pool open year round. Spacious and convenient ...that’s...
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    Location Information
    05149, Ludlow, Vermont
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Wi-Fi
    • Shared Indoor Pool
    • Sauna
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Solitude 2BR Grand Suite, ski-in/out, K102, a nicely renovated unit. Featuring a King bed in the master bedroom, two bunk-beds in the second bedroom, and a queen sleep sofa in the living room, this unit sleeps 8. The Moonshadow trail is directly accessible, or the Promenade ski trail is just a...
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    05149, Ludlow, Vermont
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Sauna
    • Cable/satellite TV
    • Shared Indoor Pool
    • Washer
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This two bedroom, two and ½ bathroom ski-in/ski-out Grand Suite features a 2 person jacuzzi bathtub in the master bathroom, 2 tv's, and a boot dryer, and direct access to the Sidewinder ski trail. Bedding consists of a King in the master bedroom, a queen and a set of bunk beds in the 2nd bedroom,...
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    05149, Ludlow, Vermont
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful mountainside, located a short walk from the top of the A+B Base Quads can sleep up to 11. There is a King bed in the master bedroom, a queen in the second bedroom and the third bedroom has 1 set of Queen over Queen bunk beds plus a twin bed, and a queen sleep sofa in the living room....
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    05149, Ludlow, Vermont
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Sauna
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom/ 2 bath non air-conditioned unit is located in the B building in the Mountain Lodge at Okemo. This newly remodeled unit has a King bed in the first bedroom, a queen in the second room, and 2 sets of bunk beds in the third bedroom. This room has a full kitchen with breakfast bar and...
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    05149, Ludlow, Vermont
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Shared Indoor Pool
    • Cable/satellite TV
    • Hot Tub
    • Sauna
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION! LOCATION! This 3BR, 2BA unit is located an easy slide away from the Solitude Express Quad chairlift. Sleeping 9, this unit has a Queen in the master bedroom, 2 twins in the second bedroom, 1 set of bunk beds plus a trundle in the 3rd bedroom, and a queen sleep sofa in the living room....
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    05149, Ludlow, Vermont
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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