Town of Woodstock Rentals
- From $211 per night (USD)
VRBO
Woodstock Cooper Lake Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Woodstock country cottage walking distance to Cooper Lake. Minutes to center of Woodstock and the Bearsville Theater. Su ...
From $211 per night (USD)VRBO
- From $425 per night (USD)
VRBO
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
WALK TO EVERYTHING IN THE VILLAGE FROM THIS COTTAGE WITH GORGEOUS VIEWS! Located in the center of the village, this ...
From $425 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Stunning Woodstock NY Chalet with panoramic Catskill Mountains Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mt. Guardian Guest House is a serene designer space in the Woodstock region of the New York Hudson Valley. We host as we ...
From $149 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Streamside Cottage Walking Distance to Town of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our stream side cottage is privately located on five park-like acres that are landscaped with beautiful gardens. Guests ...
From $189 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $149 per night (USD)
VRBO
Margaret's Cottage New listing Woodstock Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Woodstock Village- country cottage offers in town connivence with private fenced yard, surrounded by woods. Walk to ever ...
From $149 per night (USD)VRBO
- From $567 per night (USD)
VRBO
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Bearsville Retreat is a secluded bucolic compound nestled in the trees of Bearsville, a quarter mile from the gourme ...
From $567 per night (USD)VRBO
- 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 $195 per night (USD)
VRBO
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)VRBO
- From $575 per night (USD)
VRBO
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
We are pleased to announce this beautiful, rustic, four-bedroom, luxury mountain getaway home is NOW being offered at un ...
From $575 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Woodstock Sanctuary Spa Retreat - walk to town!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mountain Views | Cedar Hot Tub & Cold Plunge | Wood Stove | Walk to Town | Private Surrounded by towering pines and mou ...
From $360 per night (USD)VRBO
- From $638 per night (USD)
VRBO
Woodstock Retreat Vacation Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Unique and contemporary in quiet woodsy coveted area. Huge multi-level deck with kids playground and fire pit, 6 acres t ...
From $638 per night (USD)VRBO
- From $605 per night (USD)
VRBO
Beautiful Woodstock Mountain Home - Sunset Views, Woods - 4 adults, 6 children
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 10
Open floor-plan log home, with spectacular sunset views, surrounded by gardens and huge state forest preserves. 5 miles ...
From $605 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Charming, Comfy House in Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**2024 special: Book 6 nights, get the 7th night free!** Enjoy the tranquility of the mountains when you come and rela ...
From $225 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Charming Cabin With Rushing Stream In Backyard For Peaceful Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Charming cabin in beautiful catskill mountains has Queen size bed and single bed for extra guest in alcove. Kitchen ha ...
From $175 per night (USD)VRBO
- From $657 per night (USD)
Expedia
Bearsville Barn: Featured in Vogue - Renovated Barn w\/ 30 ft Ceilings and Historic Wood Beams
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Bearsville Barn is a beautifully restored 1889 gem—featured in Vogue and “Woodstock Handmade Houses—located just 8 m ...
From $657 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 1920 Woodstock cottage is a five-minute walk to the center of Woodstock and the Trailways bus stop and an equal dis ...
From $279 per night (USD)VRBO
- From $199 per night (USD)
VRBO
LIVE IN NATURE - WALK TO TOWN- CHILDREN LOVE US- SIT BY THE CAMP FIRE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The Pike Lane Cabin is nestled in the woods situated on seven acres of quiet natural beauty yet minutes waking distance ...
From $199 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Gracious Woodstock Retreat -Walking Distance to Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Elegant yet comfortable home in a rural wooded setting on 2 private acres, and only a 10 minute walk from town. King Be ...
From $466 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $355 per night (USD)
VRBO
Stylish & Secluded Woodstock Country Home With Pool - Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to country living at its best: inspiring architecture, comfortable and tasty atmosphere, seclusion and convenien ...
From $355 per night (USD)VRBO
- From $375 per night (USD)
Expedia
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to a romantic getaway or relaxing retreat in your own newly-renovated historic farmhouse, ideally located ...
From $375 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Spacious, Private, Close to Town, Work From Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious, modern ranch-style house on 1.9 acres, atop a hill, with plenty of natural sunlight. Designed and decorated fo ...
From $416 per night (USD)VRBO
- From $1171 per night (USD)
VRBO
Gorgeous Designers Home With Award Winning Gardens And A Fabulous Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
. This home and acres of gardens surrounding it, are our life's work - and have been featured in news papers and magazi ...
From $1171 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Village Center: Gracious & Spacious Retreat \"Above the Books\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to a luxurious and inspiring getaway "Above the Books", just up the stairs from Woodstock’s legendary MIR ...
From $195 per night (USD)VRBO
- From $2200 per night (USD)
VRBO
Walk To Woodstock, Streamside W\/In Ground Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning country home with all the modern amenities & interior design you would want to have during your stay. Enjoy th ...
From $2200 per night (USD)VRBO
- From $250 per night (USD)
VRBO
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Woodstock (Glasco Tpyk & Ricks Rd.) this cabin is the perfect romantic getaway. With forest and ...
From $250 per night (USD)VRBO
- From $510 per night (USD)
VRBO
Luxurious stream-side farmhouse with spectacular mountain views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This exciting, newly listed property just came on the market. Our locally based property manager lives just minutes away ...
From $510 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Relaxing Catskills Cottage in Nature
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
⭐️⭐️⭐️⭐️⭐️ About this space: Beautiful spacious Cottage in historic Woodstock surrounded by nature. The Cottage is nea ...
From $176 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock\/Phoenicia.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Comfortable tri-level house nestled in the woods with seasonal mountain views. Each bedroom has en suite bathroom. Hikin ...
From $279 per night (USD)VRBO
- From $190 per night (USD)
VRBO
BLUEBERRY HILL CABIN
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Blueberry Hill Cabin is located in Willow NY, seven miles from the heart of Woodstock. I can tell you this cabin ha ...
From $190 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Charming Countryside Cottage in woodstock with outdoor hottub. Very private.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful well-kept cottage in Willow, next to Woodstock.. 1 bedroom + 1 loft bedrooms, large outdoor hot tub. Air Condi ...
From $239 per night (USD)VRBO
- From $700 per night (USD)
VRBO
1876 Eyebrow Colonial Home on 36 acres, with pool and fully loaded game room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully Appointed 1876 country house with sweeping lawns and an expansive, enclosed bluestone patio that is perfect ...
From $700 per night (USD)VRBO
- From $893 per night (USD)
VRBO
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Located just a three-minute drive or a leisurely stroll to the center of Woodstock, this stunning five bedroom contempor ...
From $893 per night (USD)VRBO
- From $273 per night (USD)
VRBO
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bridge House is a true gem of mid-century modern styling. Furnished with iconic pieces by Charles Eames, Jens Risom, Pa ...
From $273 per night (USD)VRBO
- From $432 per night (USD)
VRBO
Beautiful, private home - heated pool, year round hot tub & close to all
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Woodstock and our family oasis! Located on a private road, at the base of Overlook Mountain, on more than 5 s ...
From $432 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
..........The Teahouse Cottage is on an estate that was the home of Woodstock artist Judson Smith. He used the Teahous ...
From $180 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 $850 per night (USD)
VRBO
Special Summer Offer: Private Central Woodstock w\/ Heated Saltwater Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
For Summer 2024 only: This is a unique opportunity to stay within walking distance to the center of Woodstock (less than ...
From $850 per night (USD)VRBO
- From $70 per night (USD)
Expedia
Woodstock Cabin in the Woods
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Charming A-frame cabin in lovely private wooded setting. This stone and wood constructed cabin features a gorgeous work ...
From $70 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Cozy Woodstock Home w\/ Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Plan your next getaway with your loved ones to this charming Catskills retreat in Woodstock New York! Located near Tinke ...
From $241 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Iconic Byrdcliffe estate property with in-ground pool on 10 acres.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Take it easy at this tranquil getaway in the Catskills. This historic Byrdcliffe property was built in 1898 by an artisa ...
From $450 per night (USD)VRBO
- Click For Pricing
VRBO
Sioux Tipi is no longer available, prohibited by [republican?] town government.
- Bedrooms:
- 500
- Bathrooms:
- 5
- Sleeps:
- 4
--------We cannot, for the time being, offer the Authentic 18 foot Sioux Tipi for booking by guests. /sorry the town ...
Click For PricingVRBO
- Click For Pricing
Expedia
Eco-friendly Modern Mountain Home near Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This home is a perfect escape for both work and play. Nestled in the Catskill Mountains, our 3-bedroom, 2.5-bathroom hom ...
Click For PricingExpedia
- From $135 per night (USD)
VRBO
A Wonderful House. High on a hill overlooking the mountains and valleys.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
We want to rent only for the season, from November 15th until March 31st. We have a beautiful, light-filled modern hous ...
From $135 per night (USD)VRBO
- From $235 per night (USD)
VRBO
The CubHouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
WOODSTOCK/BEARSVILLE Escape to a little healing magic in this 1909 built cottage. Originally owned by a medicine woman i ...
From $235 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Willow-Brook cottage is a newly renovated stream-side cabin with a river on both sides next to a swimming hole, looking ...
From $250 per night (USD)VRBO
- From $499 per night (USD)
VRBO
NEW! Woodstock-Private-Exquisite-Modern A-Frame-Minimum Stays are Monthly!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Style meets convenience for a relaxing and peaceful stay. Plan your MONTH-LONG visit to the Hudson Valley and use Wood ...
From $499 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Log Cabin\/screened porch, 9 Acres\/ Mountain views\/swimming hole
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
9 year new Log cabin, hand built by Amishcraftsman, located in the Catskill Recreation Park, with preserved land in the ...
From $285 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Modern House In The Woods, Yet Close To Downtown Woodstock
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 6
This is a three bedroom modern home sitting on a small hill. The location is perfect, private yet convenient. It is walk ...
From $275 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Spa ranch | hot tub, steam, wetroom, chef kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Ranch is in the heartbeat of the small Catskill town of Woodstock. All that transpired in this small hamlet on the e ...
From $750 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Privacy & Luxury @ Heart of Woodstock w\/ Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect romantic getaway, totally private. Beautiful 1600 sq. ft modern house, newly constructed, 2 bedrooms/2 baths, tu ...
From $285 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Romantic Luxury Chalet With Private Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Dear Traveler, Look no further. This quiet, private and very romantic chalet exudes character, luxury and charm. P ...
From $395 per night (USD)VRBO
- From $126 per night (USD)
Expedia
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 $126 per night (USD)Expedia
- 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
- Click For Pricing
Expedia
Spa Cabin Close to Woodstock Center with Full Service Options
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Sounds of nature at all times. You can hear water falls, birds, occasionally the owl. Here you get to stay in comfort, n ...
Click For PricingExpedia
- From $188 per night (USD)
VRBO
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You will be Catskillin' it in this newly remodeled, over 500 sq. ft., design-forward 1BR cottage, bright and snug with p ...
From $188 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Woodstock Waterfall Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Waterfall Cottage is on 2 1/2 privet acers and 2 1/2 miles to the center of the town of Woodstock. The Sawkill and ...
From $190 per night (USD)Expedia
- 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)
Expedia
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)Expedia
- Click For Pricing
VRBO
Perfect Catskills Getaway, 12 Minutes to Town of Woodstock.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming weekend getaway is 12 minutes from the center of Woodstock. On 8+ acres, furnished with comfortable elegan ...
Click For PricingVRBO
- From $165 per night (USD)
Expedia
Mountain view, mid-century style, 1 mile to town. New Listing 4.9 on other sites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious Mountain Studio, mid-century style, on 4 acres. Wake up to a gorgeous view of the Catskill Mountains, seen thro ...
From $165 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Modern Cottage w\/ Amazing Views & Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Modern 2 Bedroom Cottage with Stunning Mountain Views & Open Forest surroundings, with 200 Acres of Conservation Land. V ...
From $375 per night (USD)VRBO
- Click For Pricing
Expedia
Unique Woodstock House with Swimming Pool - walk to town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Secluded on a private lane. 1800 square feet of over 2 acres of custom stonework, gardens bursting with flowers and a f ...
Click For PricingExpedia
- 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
- Click For Pricing
Expedia
NEW! The Joyful Cabin - Modern Upstate Cabin Vibe
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our joyful cabin is nestled on 6 wooded acres - this is the perfect place to rest and recharge. Soak in the sights in th ...
Click For PricingExpedia
- Click For Pricing
VRBO
Woodstock Luxury Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BRAND NEW / Completely Renovated 3 Bedroom (2 Queen Beds & 2.5 Bath w bidets). For May - $5000/month For June-October - ...
Click For PricingVRBO
- From $260 per night (USD)
VRBO
Fall Miracle! Price Reduced! Idyllic Chalet on 36 acres, sleeps 19
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 20
Friends and family love escaping to this majestic, expansive six-bedroom log home (Sleeps 19) with gorgeous mountain vie ...
From $260 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Woodstock retreat w\/hot tub, 5 min from Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Peaceful, cozy country house, prime location, private deck with hot tub and proximity to the towns of Woodstock and Saug ...
From $257 per night (USD)VRBO
- From $281 per night (USD)
Expedia
The Chapel at Upland, with heated salt water pool and new tennis\/bball court
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Indulge in the serenity of private and secluded country house, once a monk's sanctuary now a blend of history and luxury ...
From $281 per night (USD)Expedia
- Click For Pricing
VRBO
Chestnut Hill Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
ecently renovated artist studio located in Woodstock, the Country's Most Famous Small Town in America! Everything is bra ...
Click For PricingVRBO
- From $480 per night (USD)
Expedia
Cheerful, renovated 4 bedroom, 10 min walk to town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
The perfect Hudson Valley home! Enjoy the sounds of nature from the backyard, centrally located walking distance to town ...
From $480 per night (USD)Expedia
- From $374 per night (USD)
VRBO
Family Oasis - Minutes from Hiking & Skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Town of Woodstock Special Use (aka STR) Permit #23-0683 Featured in Hudson Valley Style Magazine, this fully renovated ...
From $374 per night (USD)VRBO
- Click For Pricing
Expedia
Mountain Home with a View\n\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Find refuge and relaxation when you stay at "Hickory House;" a newly renovated mountain home on 4 secluded acres in Will ...
Click For PricingExpedia
- From $450 per night (USD)
VRBO
NEW LISTING Woodstock secluded mountain retreat with beautiful pool and sauna.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning, tranquil mountainside retreat with exposed beams, saltwater swimming pool, sauna, fireplace, soaking tubs and ...
From $450 per night (USD)VRBO
- Click For Pricing
Expedia
Light filled Architect Beauty With Total Privacy\n
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Middle Way, the most bucolic private road, (right off famed Abbey Road), in Mount Tremper. We are so plea ...
Click For PricingExpedia
- From $1299 per night (USD)
VRBO
Woodstock Oasis 3 br 3 bath pool, monthly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A designer dream home. Rented month to month. 10 min walk to the town center This house is like no other. Centrally loca ...
From $1299 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Mid-Century Modern House Convenient to All that Woodstock has to Offer.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Marko Grove is a Mid-Century Modern Raised Ranch house on a large lot in Woodstock’s well-known Bearsville Flats neighbo ...
From $153 per night (USD)Expedia
- From $994 per night (USD)
VRBO
Luxury Woodstock Retreat: 11 Acres of Bliss w Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Accommodating up to 8 guests in 4 bedrooms + 3 bathrooms. It combines the rustic charm of a log cabin w an updated inter ...
From $994 per night (USD)VRBO
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VRBO
Noorden House - Spacious and Private, Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Welcome to Noorden House, a beautiful 3 Bed, 3.5 Bath haven just 15 minutes from Woodstock. Contemporary luxur ...
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- From $697 per night (USD)
VRBO
Cozy Silo with Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Willow Silo nestled amongst the trees 10 minutes away from Woodstock and 15 minutes away from Phoenicia, this w ...
From $697 per night (USD)VRBO
- From $489 per night (USD)
VRBO
Cozy Retreat Near Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the ultimate getaway in Willow, NY, just outside of Woodstock. This stunning home accommodates up to 8 guests ...
From $489 per night (USD)VRBO
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VRBO
Savor Dreamy Treetop Views Under Whitewashed Beams
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Escape to your private, treetop hideout right in the village of Woodstock. Peaceful & private, this upper unit has an ea ...
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VRBO
Explore Woodstock from an Exceptional Home
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Sit by the fire in a living room with hardwood floors, relaxed furnishings, and distressed wood accents. Have a cookout ...
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- From $407 per night (USD)
VRBO
Beautiful & Spacious Woodstock Home w\/ Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This peaceful home is 4 miles from Tinker St, offers two acres of serene woodlands, a fire pit, pool & porch for bird wa ...
From $407 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Serene Woodstock Cottage & Studio - Right In Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Totally renovated 3BR/2BA mid-century modern in the Catskills and heart of Woodstock village - walk everywhere! Open con ...
From $245 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Frolic & Focus in this Bright Stylish Woodstock Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This bright stylish guest house is 5 minutes from fresh croissants in downtown Woodstock and 10 minutes from the gloriou ...
From $198 per night (USD)VRBO
- From $347 per night (USD)
VRBO
Renovated farmhouse, dogs friendly/ hot tub with a mountain view.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This tranquil Catskill farmhouse is perfectly situated on a 1.3-acre secluded mid-mountain hill, between the towns of Ph ...
From $347 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Imagine The Woodstock House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Woodstock House is distinctive and gracious. The Woodstock house is ideally located within walking distance to the ...
From $185 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Brand new magical cottage in the Woodstock woods with w\/heated pool and firepit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Magical cottage in the woods just outside of Woodstock. Relaxed and charming, meticulously appointed and newly renovated ...
From $360 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Beautiful cottage with HOT TUB in Kingston\/Woodstock Catskills, Hudson Valley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
I offer you our Guest house which sits on a wooded dead end street in the Town of Woodstock. Close to Kingston, minutes ...
From $150 per night (USD)VRBO
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VRBO
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 $395 per night (USD)
VRBO
\"Blissful Retreat\" Elegant , Charming & Peaceful
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Permit # 20H-095 Brand new, stylish, elegant, 1 bedroom apartment with office above a garage, located on 10.5 acres and ...
From $395 per night (USD)VRBO
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VRBO
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 $325 per night (USD)
VRBO
Stunning Historic Church
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
"The Little Church on the HIll." Find your refreshing and peaceful retreat away at a stunning church transformed into c ...
From $325 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Peace Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sweet Streamside Cottage in the magical hamlet of Willow in the town of Woodstock NY. Stone yoga deck on the water to m ...
From $203 per night (USD)VRBO
- From $356 per night (USD)
VRBO
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Our well-equipped cabin sits at the end of a dead-end road on three secluded acres including rolling lawn, woodlands, an ...
From $356 per night (USD)VRBO
- From $768 per night (USD)
VRBO
Private Luxury Woodstock Cabin In the Woods - Welcome to The Velvet Antler!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
The Velvet Antler is the ultimate cabin in the woods! Sit by the fire or read on the porch as endless light flows in thr ...
From $768 per night (USD)VRBO
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VRBO
Cozy and spacious apartment in tree-lined neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We offer a complete garden apartment with a separate entrance on the first level of our family home. The floor plan of t ...
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- From $254 per night (USD)
Expedia
'Casa Reál' ~ Expansive Woodstock House w\/ Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to 'Casa Reál,' an exquisite 4-bedroom, 4-bathroom ranch vacation rental in the iconic upstate town of Woodstock ...
From $254 per night (USD)Expedia