Overlook Mountain Wild Forest Rentals
From $128 per night (USD)VRBO
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 2
Treat yourself to a relaxing, rejuvenating and inspiring retreat in your own private historic studio cottage in the hear ...
From $128 per night (USD)VRBO
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Wydeclove Artist Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a secluded retreat in an original Birdcliff-style artist cabin: completely updated with air conditioning, Wifi and ...
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From $145 per night (USD)VRBO
Country Cabin in Woodstock, NY- Cozy and Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Two night minimum stay. Please do not request a one night stay as that is not an option. Country Cottage Retreat in be ...
From $145 per night (USD)VRBO
From $195 per night (USD)Expedia
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the essence of Woodstock in this former home to Anita M. Smith — artist, historian and “Herb Lady of the Cats ...
From $195 per night (USD)Expedia
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Byrdcliffe Retreat, Woodstock, NY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Located in historic Byrdcliffe, surrounded by forever wild land, attached studio cabin features rustic charm, a single b ...
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From $385 per night (USD)VRBO
Woodstock Mid-Century Gem in the Woods - Secluded Getaway Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
You will have total privacy and safety on four wooded acres, 1.1 miles from the Woodstock village green. Enjoy the eclec ...
From $385 per night (USD)VRBO
From $295 per night (USD)VRBO
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The home is secluded and warm but with all the modern amenities. It sits in the middle of four wooded acres, with no ot ...
From $295 per night (USD)VRBO
From $610 per night (USD)VRBO
Mountainside home, with pool , deck & 3mins to Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This charming home sits on 5 acres and walking distance to the Village of Woodstock. It is stylishly decorated & include ...
From $610 per night (USD)VRBO
From $770 per night (USD)VRBO
Exceptional Property, Saline Pool, Waterfall, Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely home is available August through Labor Day. Beautifully updated farmhouse featured in Good Housekeeping & Co ...
From $770 per night (USD)VRBO
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Moutain home in world famous Woodstock, NY, great views, 2 hours from NYC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
30 mile view of Hudson Valley, Taghkanic mountains in Massachusetts, Mount Overlook in backyard Six acres, private road, ...
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From $116 per night (USD)VRBO
Private apartment suite, dedicated WiFi, easy access to Woodstock village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private apartment in a country setting, 1 mile from town center, along popular walking and bicycling road. Near restaura ...
From $116 per night (USD)VRBO
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Celebrate Woodstock & the Surrounding Area, Walk To Town, Swimming Pond.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PEACE and TRANQUILITY, My place is a short walk to the village center, dinning, art, shopping, public transport, and p ...
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From $114 per night (USD)VRBO
Pure Inspiration
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain view’s. Spectacular sunrises. Each season holds special beauty on this magical, family property. Enjoy a month ...
From $114 per night (USD)VRBO
From $775 per night (USD)VRBO
Peaceful, stunning property 3 min to Woodstock-truly a \"Blissful Getaway\"
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located, this spectacular home is a 2-minute drive or a 10-minute walk into the heart of our town – Woodstock’ ...
From $775 per night (USD)VRBO
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Stunning 2 bedroom on gated property — 10 minute walk to downtown Woodstock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This pristine 2 bedroom/1 bath guest house is privately nestled in the pines on a gated private 7-acre property, but lie ...
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From $607 per night (USD)Expedia
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Picture yourself in an Arts-and-Crafts-style home, on 3.3 acres, just a short walk from Woodstock’s Village Green. We've ...
From $607 per night (USD)Expedia
From $500 per night (USD)VRBO
Mid-Century Gem with Heated Pool 1 Mile from Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Modern Gem in Woodstock. 1960 stone and glass mint condition 3 bedroom immaculate home. Private yet less than a mile fro ...
From $500 per night (USD)VRBO
From $350 per night (USD)Expedia
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A Broadway music director purchased this Woodstock home in 2015, and since then it's become the favorite getaway for man ...
From $350 per night (USD)Expedia
From $360 per night (USD)VRBO
Beautiful Home in Woodstock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious and modern four bedroom, three (FULL) bath home, just 5 minutes from the center of Woodstock! The first floor ...
From $360 per night (USD)VRBO
From $315 per night (USD)Expedia
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Creek Cottage was built in 1939. A charming 2 bedroom, 2 bath home that has been updated with the aim of keeping the or ...
From $315 per night (USD)Expedia
From $346 per night (USD)VRBO
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Note: though our property is still one of the most private (short) walking distance to town, a single-family home constr ...
From $346 per night (USD)VRBO
From $400 per night (USD)Expedia
Woodstock Artist's Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Relax, create, and enjoy the Woodstock Artist's Retreat. 6 serene acres hugged by magical Overlook Mountain, Lewis ...
From $400 per night (USD)Expedia
From $140 per night (USD)VRBO
Private home. Monthly only. Gorgeous renovation.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Live in the house where legend says rock stars played. Beautifully appointed, newly renovated and a cook's kitchen. Rela ...
From $140 per night (USD)VRBO