Beetree Hill Unit Rentals
- From $274 per night (USD)
VRBO
Mountainside Japanese Teahouse with heated salt water pool and tennis court
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come and stay at the Hudson Valley's only Japanese Teahouse, our hidden gem sits on the south facing side of a mountain ...
From $274 per night (USD)VRBO
- From $285 per night (USD)
Expedia
WOODSTOCK CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Close to beautiful hiking and lakes. Cozy artistic house on mountain foothills in scenic Bearsville, 10 mins from Woodst ...
From $285 per night (USD)Expedia
- From $138 per night (USD)
VRBO
Updated\/Pet-Friendly Cabin By Hikes and Woodstock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Your Bearsville retreat begins at this 2-bedroom, 1-bathroom vacation rental cabin. The perfect home-base for a group of ...
From $138 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Sunset Mountain Retreat - mins from Woodstock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Luxurious retreat on 15 acres with mountain views, Chef's kitchen, fireplaces, and serene porch. Designed by architect B ...
From $474 per night (USD)Expedia
- From $712 per night (USD)
VRBO
Gorgeous Tuscan inspired private oasis, Heated pool, 5 min to Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Woodstock Villa is a stunningly elegant secret gem nestled in the heart of the Catskills Mountains. Located on one o ...
From $712 per night (USD)VRBO
- Click For Pricing
VRBO
Cricket Ridge Mountain View Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Cricket Ridge, a private home on 57 acres with hillside walks, a stream and waterfall. This 4-bedroom, 3.5-ba ...
Click For PricingVRBO
- From $850 per night (USD)
VRBO
Private Mid Century Retreat with Pool & Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
OUR MAGICAL BEARSVILLY PROPERTY OVERVIEW *Newly Listed* Sitting on 3 acres, including a fern-lined stream, pine forest, ...
From $850 per night (USD)VRBO
- From $398 per night (USD)
VRBO
Mid-Century Artist Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience fall and winter in our comfortable mid-century home located in this hamlet of Woodstock. Close to town for co ...
From $398 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Treehouse Woodstock Retreat on a hill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Woodstock treehouse, perfectly situated between Phoenicia and Woodstock center. A ten minute drive to shopping, restaura ...
From $360 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Luxury Cottage for 2. Very close to Woodstock, NY.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a luxurious newly-renovated 1 BR, 1 bath, modern guest cottage privately sited away from the main house. It has ...
From $225 per night (USD)VRBO
- From $1114 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 $1114 per night (USD)VRBO
- From $671 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 $671 per night (USD)Expedia
- 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 $588 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 $588 per night (USD)VRBO
- From $595 per night (USD)
VRBO
Modern Farmhouse Getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Shula Getaway sits on three acres of serene nature and rolling stone walls. Take full advantage of this 1,800 sq ft ...
From $595 per night (USD)VRBO
- From $695 per night (USD)
VRBO
Classic 12 acre Woodstock Artists Estate w\/ shared saline pool and tennis court
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The Peacock House is perched atop a private road on a sprawling 12-acre south facing mountain side estate, super seclude ...
From $695 per night (USD)VRBO
- From $70 per night (USD)
VRBO
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)VRBO
- 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 $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
- 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 $254 per night (USD)
VRBO
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 $254 per night (USD)VRBO
- From $376 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 $376 per night (USD)VRBO