Woodstock Rentals
From $1072 per night (USD)VRBO
Luxury Woodstock Family Retreat with pool/hot tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
I will work with you on pricing! I have bee. A superhost on the other site for 7+ years. Yoy can find me on Insta at ren ...
From $1072 per night (USD)VRBO
From $397 per night (USD)Expedia
NEW! ROMANTIC STORYBOOK COTTAGE Peaceful, Historic, Private, Charming
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in Woodstock, this oh-so-charming home is a lovely choice for a couple or a couple of friends who want to get aw ...
From $397 per night (USD)Expedia
From $135 per night (USD)VRBO
Renovated home seconds from town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this newly renovated Woodstock Home (3BR/2.5 BA/1,595 sq ft). A dream getaway for those looking to fall in l ...
From $135 per night (USD)VRBO
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Charming 1-bedroom cottage in Woodstock with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this cottage your home away from home while you visit Woodstock. This cozy retreat features 1 serene bedroom wi ...
Click For PricingExpedia
From $610 per night (USD)VRBO
Woodstock Secluded Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
About this space: Our beautiful family vacation home is a 1/2 mile to town and sits on a 3 acre parcel with a stunning M ...
From $610 per night (USD)VRBO
From $299 per night (USD)Expedia
Mtn. RETREAT Watch Leaves Change From Hot Tub on the Deck. Min to Town, Pvt
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home in the Shady hamlet of Woodstock, less than 10 minutes from Town, is the perfect Retreat. There are 4 bedrooms ...
From $299 per night (USD)Expedia
From $230 per night (USD)VRBO
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome To Your Colorful Modern Hideaway In The Heart Of Downtown Woodstock Part of a fully renovated property, this br ...
From $230 per night (USD)VRBO
From $202 per night (USD)VRBO
Serene Woodstock home with birdsong
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on nearly an acre of land, this beautiful home boasts and abundance of natural light that floods its spacious, h ...
From $202 per night (USD)VRBO
From $326 per night (USD)VRBO
Chronogram featured, Modern Mountain Family Home above Woodstock. Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Featured in Chronogram Magazine as a modern eco-friendly mountain home with geo thermal heating and cooling and solar po ...
From $326 per night (USD)VRBO
From $316 per night (USD)VRBO
Charming 3 Bedroom Cabin with Mountain Views in Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect mountain retreat! Nestled on 15 private acres, this whimsical rustic cabin offers a magical esca ...
From $316 per night (USD)VRBO
From $939 per night (USD)VRBO
Modern Farmhouse w/ Heated Pool & Creek Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to a beautifully restored farmhouse that blends timeless charm with modern comforts. Nestled in a peaceful, sceni ...
From $939 per night (USD)VRBO
From $393 per night (USD)Expedia
CLASSIC WOODSTOCK Minutes to Town, Heated Pool, Pond, Views, AC, WiFi, Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A classic Woodstock home on 4 private acres just minutes from the center of town. Heated pool in summer, views all year ...
From $393 per night (USD)Expedia
From $415 per night (USD)VRBO
Cozy Escape in Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Find complete country zen within walking distance of the village of Woodstock. This charming 3-bedroom has all ...
From $415 per night (USD)VRBO
From $278 per night (USD)Expedia
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Groovy Getaway in Woodstock – Vinyl Vibes & Retro Style! Step back in time to a groovier era in this colorful, music-lo ...
From $278 per night (USD)Expedia
From $774 per night (USD)VRBO
Raybrook Ridge Raybrook Ridge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights: If your ideal escape includes sleek, nature-immersive architecture, seamless single-level living, a shimmeri ...
From $774 per night (USD)VRBO
From $656 per night (USD)VRBO
Secluded 3BR w/ Private Pool & Epic Views – 10 Mins to Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Craving space, quiet, and fresh mountain air? This 3-bedroom cliffside retreat is your ideal upstate escape—just two hou ...
From $656 per night (USD)VRBO
From $154 per night (USD)VRBO
The Woodstock Retreatment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step into a little time machine into 1968, in a vintage Airstream trailer nestled in the heart of Woodstock, NY half a m ...
From $154 per night (USD)VRBO
From $414 per night (USD)Expedia
Woodstock Mtn Lodge- pvt 2 acres w/saline pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Magical upstate cottage on 2 acres in the heart of Woodstock. Pvt heated saline pool & beautifully landscaped gardens w/ ...
From $414 per night (USD)Expedia
From $234 per night (USD)VRBO
Modern Woodstock Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of Woodstock, Cannon House offers ...
From $234 per night (USD)VRBO
From $631 per night (USD)VRBO
Woodstock Family Home w/ Tree House + Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Town of Woodstock Special Use (aka STR) Permit #23-0683. Featured in Hudson Valley Style Magazine, this fully ...
From $631 per night (USD)VRBO