Town of Woodstock Rentals
From $352 per night (USD)VRBO
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Brook Cottage Too is ideally located on a shared and secluded property at the end of a private lane, yet it’s just a few ...
From $352 per night (USD)VRBO
From $516 per night (USD)Expedia
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brookside Retreat is ideally located on a quiet side street overlooking Tannery Brook, a year-round stream that flows th ...
From $516 per night (USD)Expedia
From $337 per night (USD)VRBO
Woodstock Paradise with Gardens / Private Heated Pool--& Cozy Winter Wonderland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Our cozy art-filled home is nestled in the Woodstock forest with an acre of perennial gardens and private swimming pool. ...
From $337 per night (USD)VRBO
From $185 per night (USD)Expedia
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a charming 'Camping Cabin' in the woods on more than 23 acres of woodlands overlooking a 1 1/2 acre lake. [Some ...
From $185 per night (USD)Expedia
From $474 per night (USD)VRBO
HUGE KITCHEN 4 Private Acres, 7 Min to Town, AC, Fireplace - Opt. Studio addl.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summer at the Red Cottage! Relax by the hand-built stone fireplace, watch the birds and wildlife from outside on the pa ...
From $474 per night (USD)VRBO
From $494 per night (USD)VRBO
WOODSTOCK SUMMER CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY. AUGUST AVAIL
- 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 $494 per night (USD)VRBO
From $458 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 $458 per night (USD)VRBO
From $672 per night (USD)Expedia
COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely spot is just over a mile from the Woodstock Town Green, situated on a small road, nestled into a hillside, w ...
From $672 per night (USD)Expedia
From $455 per night (USD)VRBO
Serene Woodstock 3 bedroom cottage with sweeping mountain views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Recently built 3 bedroom/2 bath house with mountain views on 5 beautiful secluded acres surrounded by trees, a quick 3 m ...
From $455 per night (USD)VRBO
From $609 per night (USD)Expedia
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
FREE FIREWOOD supplied. Our heated, saline pool and our Hot Tub are OPEN now! An amazing retreat in the woods, situated ...
From $609 per night (USD)Expedia
From $576 per night (USD)VRBO
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
- Bedrooms:
- 2
- 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 $576 per night (USD)VRBO
From $237 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 $237 per night (USD)VRBO
From $305 per night (USD)VRBO
Streamside Cottage Half Mile 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 $305 per night (USD)VRBO
From $613 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 $613 per night (USD)VRBO
From $567 per night (USD)VRBO
Woodstock Mid-Century Gem in the Woods - Secluded Getaway Close to Town
- Bedrooms:
- 1
- 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 $567 per night (USD)VRBO
From $1235 per night (USD)VRBO
\"Frank Lloyd Wright\" Catskills Mountain Yoga-Spa Retreat on 15 Acres
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This secluded "Frank Lloyd Wright" inspired home can become your own private mountain retreat. Designed like a luxuriou ...
From $1235 per night (USD)VRBO
From $696 per night (USD)VRBO
Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Re-connect with nature. Located on a semi-private road, conveniently located just 3 miles to the village of Woodstock. ...
From $696 per night (USD)VRBO
From $372 per night (USD)VRBO
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $372 per night (USD)VRBO
From $342 per night (USD)VRBO
Herb Cottage-Historic Artist's Cottage in Woodstock: 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 $342 per night (USD)VRBO
From $1129 per night (USD)Expedia
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 $1129 per night (USD)Expedia
From $828 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 $828 per night (USD)VRBO
From $679 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 $679 per night (USD)VRBO
From $347 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 $347 per night (USD)VRBO
From $253 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 $253 per night (USD)VRBO
From $395 per night (USD)VRBO
Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock/Phoenicia.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Comfortable tri-level house nestled in the woods with seasonal mountain views. Each bedroom has en suite bathroom. Hikin ...
From $395 per night (USD)VRBO
From $239 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 $239 per night (USD)VRBO
From $351 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 $351 per night (USD)VRBO
From $992 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 $992 per night (USD)VRBO
From $1150 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 $1150 per night (USD)VRBO
From $456 per night (USD)VRBO
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
- Bedrooms:
- 1
- 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 $456 per night (USD)VRBO
From $640 per night (USD)VRBO
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to your own private Catskills retreat—set on five peaceful wooded acres at the base of Overlook Mountain. This fu ...
From $640 per night (USD)VRBO
From $736 per night (USD)VRBO
Stylish & Secluded Woodstock Country Home With Pool - Prime Location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to country living at its best: inspiring architecture, comfortable and tasty atmosphere, seclusion and convenien ...
From $736 per night (USD)VRBO
From $504 per night (USD)VRBO
Maple House: Private/Romantic Walk-to-Town Oasis
- 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 $504 per night (USD)VRBO
From $1459 per night (USD)VRBO
Gorgeous Woodstock Designers Home heated pool and spectacular gardens
- 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 $1459 per night (USD)VRBO
From $291 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 $291 per night (USD)VRBO
From $2832 per night (USD)VRBO
Walk To Woodstock, Streamside W/In Ground Pool
- Bedrooms:
- 5
- 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 $2832 per night (USD)VRBO
From $564 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 $564 per night (USD)VRBO
From $273 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 $273 per night (USD)VRBO
From $314 per night (USD)VRBO
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
..........The Teahouse Cottage is on an estate that was the home of Woodstock artist Judson Smith. He used the Teahous ...
From $314 per night (USD)VRBO
From $212 per night (USD)Expedia
Rock City Writer’s Studio: Historic•Nordic Sauna•Walk to town!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Treat yourself to a relaxing, rejuvenating, and inspiring retreat in your own private historic studio cottage in the hea ...
From $212 per night (USD)Expedia
From $441 per night (USD)VRBO
Romantic Luxury Chalet with Private Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Dear Traveler, Look no further. Perfect for a couple looking to get away from it all, this quiet, private and very r ...
From $441 per night (USD)VRBO
From $203 per night (USD)VRBO
Country Cabin in Woodstock, NY- Cozy and Pet Friendly TWO NIGHT MINIMUM STAY
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $203 per night (USD)VRBO
From $291 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 $291 per night (USD)VRBO
From $466 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 $466 per night (USD)VRBO