Town of Woodstock, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Woodstock, New York on RentalSaver.com!

Town of Woodstock Rentals

Filter

Popular Areas

$Mountain Home with a View\n\n$
Click For Pricing
VRBO
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 Pricing
VRBO
From $406 per night (USD)
VRBO
Abbey Rd Farmhouse: Pool, Firepit + Stunning Views
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Summary: Nestled in the heart of tranquil upstate New York, Abbey Road Farmhouse offers an idyllic escape just 2.5 hours ...
From $406 per night (USD)
VRBO
$A pleasant space in a pleasant neighborhood in a beautiful part of the country!\n$
From $308 per night (USD)
VRBO
A pleasant space in a pleasant neighborhood in a beautiful part of the country!\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a newly renovated apartment in and old studio. Close (1 mile) to the center of the village of Woodstock, NY. Wit ...
From $308 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Adorable Red Cottage, walking distance to Woodstock
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
We invite you to enjoy your time upstate in our Cozy Red Woodstock Cottage! This adorable, thoughtfully renovated 2 BR ...
From $153 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Bear Hollow - 10 mins to Kingston! MONTHLY RATES!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Bear Hollow, a spacious and modern chalet-style home with mountain views and stylish interiors—just ...
From $235 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet Luxury Retreat in the Catskills -- 2 bedrooms, Designer Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tucked into one of the coziest corners of the Catskills, this is the perfect place to unwind from the demands of urban l ...
Click For Pricing
Expedia
From $416 per night (USD)
VRBO
Woodstock Stone Cottage mountain views 2/1
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
.......Your Mount Tremper getaway awaits at this brilliant 2-bedroom cottage. With 2 queen beds, a jetted bathtub, and a ...
From $416 per night (USD)
VRBO
From $406 per night (USD)
Expedia
The Mod Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Discover a cute Catskills hideaway: a warm, cozy and stylish vacation home perfectly located by the dow ...
From $406 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Charming 4-bedroom house on 2 acres in marvelous Woodstock with WiFi, AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Nestled on 2 private acres surrounded by acres of woods, with a creek and views of a stream-fed pond. Conveniently locat ...
From $362 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Charming guesthouse in castle in delightful Woodstock with office space
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Get ready to relax in a fully independent guesthouse in a stone castle in Woodstock . This terrific property features ...
From $168 per night (USD)
Expedia
From $956 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 $956 per night (USD)
VRBO
From $694 per night (USD)
VRBO
Luxury Woodstock Retreat: Hot tub & heated pool! Family & Group friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Insta at munchkinlanewoodstock :) Superhost for 7+ years on that other site ;) Featured on insta’s best of design- the s ...
From $694 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Mid-Century Woodstock Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our mid-century Woodstock retreat! This one-level home features an open-concept layout that seamlessly blends ...
From $172 per night (USD)
VRBO
From $398 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 $398 per night (USD)
Expedia
From $381 per night (USD)
VRBO
NEW! Bright and Cheerful Historic Cottage in Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Step into a piece of history! Built in 1930 by Bolton Brown, an original founder of the Woodstock Artist Colony, this Ar ...
From $381 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Robin's Nest Studio in Woodstock with garden view of Ashokan
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to a cozy studio in a charming cottage atop Ohayo Mountain in the Catskills, where you can enjoy a stunning view ...
From $161 per night (USD)
Expedia
From $252 per night (USD)
VRBO
Cabin at Woodland Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Surrounded by natural beauty, you'll watch your troubles melt away in this picturesque, sun-filled tiny home. Relax by t ...
From $252 per night (USD)
VRBO
$FOREST HUG: A 3-bedroom \Laotian Stilt House\ in Sauger-Stock!$
Click For Pricing
Expedia
FOREST HUG: A 3-bedroom \"Laotian Stilt House\" in Sauger-Stock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
We’re excited to share our space:— FOREST HUG! It’s a funky, three-bedroom, two-bathroom home in Sauger-stock (between S ...
Click For Pricing
Expedia
From $1888 per night (USD)
VRBO
8-bedroom house & barn boardering the Catskill Mountain Preserve and family farm
Bedrooms:
3
Bathrooms:
8
Sleeps:
15
Your home away from home in Saugerties with 8 bedrooms. This spacious house & barn offers a mix of 1 king, 3 twin, 2 ful ...
From $1888 per night (USD)
VRBO
From $762 per night (USD)
Expedia
Secluded Catskills Mountainside Lodge near Woodstock, Phoenicia
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stylish and secluded, the Lodge offers stunning views and a magical mix of mountain vibes and modern amentiites. With a ...
From $762 per night (USD)
Expedia
From $302 per night (USD)
VRBO
NEW! Spacious 3-bedroom house with pool and fenced yard in Woodstock
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Book your Woodstock getaway at this roomy 3-bedroom house with great outdoor space and easy access to the Village and th ...
From $302 per night (USD)
VRBO
From $139 per night (USD)
Expedia
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 $139 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $575 per night (USD)
Expedia
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 $575 per night (USD)
Expedia
From $298 per night (USD)
VRBO
PERFECT FAMILY RETREAT 4 Br, Heated Pool, Hot Tub, Minutes to Town, Pvt, Quiet
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home in the Bearsville hamlet of Woodstock, less than 10 minutes from Town, is the perfect family Retreat. There ar ...
From $298 per night (USD)
VRBO
From $230 per night (USD)
Expedia
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)
Expedia
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 $343 per night (USD)
Expedia
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 $343 per night (USD)
Expedia
From $314 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 $314 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Cozy Log Cabin with Firepit & Prime Catskills Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
***PLEASE NOTE THAT THE HOT TUB IS CURRENTLY OUT OF SERVICE*** Tucked away in the woods but close to everything, this c ...
From $311 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Woodstock/Entire house with pool 1.5 miles to Village Green. Very private.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stylish and comfortable private home just 1.5 miles from Village Green with private lawn, woods. In ground pool with out ...
From $699 per night (USD)
VRBO
From $962 per night (USD)
Expedia
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 $962 per night (USD)
Expedia
From $654 per night (USD)
VRBO
Catskills Mountain House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Brand new designer home, with stunning architectural features , nestled in the Catskill mountains, close to Woodstock, ...
From $654 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 $582 per night (USD)
VRBO
Woodstock Barn Artist’s Retreat in Bearsville
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: The Woodstock Barn is a beautifully restored 1889 gem featured in Vogue and “Woodstock Handmade Houses”—located ...
From $582 per night (USD)
VRBO
From $143 per night (USD)
Expedia
2+ Acres Creekside Cottage Hudson Valley Retreat Woodstock–Kingston, NY Sleeps 7
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Peaceful Creekside Cottage with Private Waterfront Access 2+ Acres in Hudson Valley New York! Escape to a serene, light- ...
From $143 per night (USD)
Expedia
From $509 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 $509 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Serene 3-bedroom farmhouse in Willow
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay comfortably in Willow at this 3-bedroom farmhouse. This delightful property features 2 bathrooms, perfect for famil ...
From $188 per night (USD)
Expedia
From $237 per night (USD)
VRBO
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 $237 per night (USD)
VRBO
From $774 per night (USD)
Expedia
NEW: Luxe Glass Contemporary w/ Pool + Guest House
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)
Expedia
From $551 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 $551 per night (USD)
VRBO
From $614 per night (USD)
VRBO
Stylish Catskills Retreat - Heated Pool, Hot Tub, Fenced Yard, Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Available for 30+ night stays only. August now open at a flat $15,000/month (plus fees). This secluded, design-forward ...
From $614 per night (USD)
VRBO
From $133 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 $133 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 $492 per night (USD)
VRBO
Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to Goat Hill House, a serene Catskills retreat with breathtaking Hudson Valley views. Lounge by the heated pool, ...
From $492 per night (USD)
VRBO

Search Your Destination Now!

Town of Woodstock Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 245 Rentals