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Woodstock Rentals with Pools

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    Travelers to Woodstock are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    9 Matching Rentals in WoodstockView all 46 rentals
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    New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home1 / 82
    (3)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Woodstock Mediterranean Retreat1 / 26
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski1 / 33
    (8)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Woodstock Modern House with a Pool1 / 37
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Parking
    • Mountain Views
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 5, 2018
    Love everything about this house. It is specious, bright, modern and very comfortable. The house is very clean and has everything you need. You can relax in the living room or...
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    About this property
    Welcome! Note: We have plenty of 5 star reviews, please asks and we can send you a link. This beautiful 2,000 sq. ft house is modern and clean. It sits on 3 acres of beautiful landscape and has a great 18 yard pool. The house, recently renovated and conveniently located between Woodstock and...
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    Location Information
    Woodstock, Catskill Region 12477
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated by a respected designer and replete with brand new furnishings, hardwood floors and a gorgeous salt water pool surrounded by landscaped gardens, this beautiful Villa boasts awesome mountain views and absolute privacy. Relax in the new spa hot tub from the lower deck & enjoy the...
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    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Yard
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ”. The home is a classic saltbox contemporary and sits on approx. 5 private acres. The area is dotted with waterways and rock outcroppings that are part of the local landscape. This is a beautiful time of year to be here. The summer months are special and the area has a wonderful assortment of...
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    Location Information
    Woodstock, Catskill Region 12401
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two miles from the center of the renowned artist colony of Woodstock, New York, a long driveway off a peaceful country road leads you to the grace and charm of this turn of the century farm house.Set amidst acres of rolling meadows and magnificent pines, encircled by the Catskill Mountains, the...
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    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Woodstock New York--- Sunset cottage is an award winning vacation home. This home has been featured in NY Magazine and architectural Digest It is fully furnished, has a completely equipped stainless steel kitchen, wifi, cable TV DVD, AC & HEAT, tile bathroom with tub & shower, hand hewn beams,...
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    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1964, this classic mid century modern boasts its original kitchen cabinets as well as a wall of Danish storage units in the living room. It comfortably sleeps 8 in its 5 air conditioned second floor bedrooms, all of which have access to the balconies on both sides of the house. The master...
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    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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