West Hurley Rentals
From $325 per night (USD)VRBO
Charming Cottage w/ Yard - 2 Mi to Tinker St!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Take a break from the chaos of city life and head to the quaint village of Woodstock, where this cozy vacation rental aw ...
From $325 per night (USD)VRBO
From $675 per night (USD)Expedia
Heated pool, outdoor deck, fire pit, basketball court, fireplaces, central air.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The pool is open from May 22, 2025 until October 7, 2025. We supply 50 gallons of gas for the pool heater weekly; guests ...
From $675 per night (USD)Expedia
From $323 per night (USD)VRBO
Woodstock Cottage with hot tub. Close to town yet very private.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Featured in the Escape Section of the New York Times, this house is in a great location, six minutes by car to the to ...
From $323 per night (USD)VRBO
From $239 per night (USD)VRBO
Tree Top HideAway - Rural Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Open-plan apartment with high ceiling, wood stove, bedroom, office with sofa bed, (it MUST be specifically requested if ...
From $239 per night (USD)VRBO
From $616 per night (USD)VRBO
High Above It All In Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our beautiful and welcoming home, perched high above the Ashokan Reservoir, is spacious, well appointed, sun filled, and ...
From $616 per night (USD)VRBO
From $739 per night (USD)Expedia
New Luxury 5BR3BTh Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
We are now doing seasonal rental of 3-4 months in a lower rate, please inquire via the site and we can adjust accordingl ...
From $739 per night (USD)Expedia
From $236 per night (USD)VRBO
Studio close to Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 2
Fully furnished 750 square foot studio apartment with queen size bed, kitchen and one bathroom with shower, air conditio ...
From $236 per night (USD)VRBO
From $398 per night (USD)VRBO
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Visit renowned music venues, chase waterfalls, and enjoy the natural beauty of the Catskills when you stay at this all-s ...
From $398 per night (USD)VRBO
From $543 per night (USD)VRBO
Fall Foliage Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Recently featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCent ...
From $543 per night (USD)VRBO
From $154 per night (USD)VRBO
Woodstock Country Guest Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Warm and inviting guest suite with private driveway and entrance in an extremely quiet neighborhood, around the corner f ...
From $154 per night (USD)VRBO
From $690 per night (USD)VRBO
Woodstock historic artist estate - The Pond House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This is an architect/artist home featured in various design magazines including Architectural Digest and Icon Design Mag ...
From $690 per night (USD)VRBO
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LIFE ABOVE 1200’
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
This home is a very special place; top of the mountain, abundant wildlife, secluded, southern exposure, and super cozy c ...
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From $319 per night (USD)VRBO
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
- 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 $319 per night (USD)VRBO
From $299 per night (USD)VRBO
Woodstock Paradise with Gardens & Private Heated Pool--Gardener's Special!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Our cozy art-filled home is nestled in the Woodstock forest with an acre of perennial gardens and private swimming pool. ...
From $299 per night (USD)VRBO
From $465 per night (USD)VRBO
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 $465 per night (USD)VRBO
From $382 per night (USD)Expedia
Woodstock Historic Artist Estate - The Carriage House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped ...
From $382 per night (USD)Expedia
From $925 per night (USD)VRBO
Woodstock Historic Artist Estate - The Museum House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The property is located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 25 ...
From $925 per night (USD)VRBO
From $339 per night (USD)Expedia
Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to a romantic getaway or family retreat in your own private log cabin on Ohayo Mountain, just 1.5 miles f ...
From $339 per night (USD)Expedia
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 $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 $373 per night (USD)VRBO
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Pets welcome!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Monthly and seasonal rentals encouraged starting in 2026. Please message me with questions. While weekends are super pop ...
From $373 per night (USD)VRBO
From $672 per night (USD)VRBO
Woodstock walk to town, entire home and property to yourself, mountain views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Broadview Retreat House is located in Woodstock NY. The house is a 10 minute walk to Tinker Street, the center of town. ...
From $672 per night (USD)VRBO
From $2536 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 $2536 per night (USD)VRBO
From $922 per night (USD)Expedia
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 $922 per night (USD)Expedia
From $522 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 $522 per night (USD)VRBO
From $439 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 $439 per night (USD)VRBO
From $242 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 $242 per night (USD)VRBO
From $394 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 $394 per night (USD)VRBO
From $301 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 $301 per night (USD)VRBO
From $302 per night (USD)Expedia
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)Expedia
From $168 per night (USD)VRBO
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)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 $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
From $349 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 $349 per night (USD)VRBO
From $597 per night (USD)VRBO
Modern Farmhouse w/ Saltwater Pool, Game Room, Spa Baths - 5 Min to Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Woodstock Highlands, a beautifully renovated four-bedroom modern farmhouse nestled in the heart of the Hudson ...
From $597 per night (USD)VRBO
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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 - ...
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From $226 per night (USD)VRBO
Mountain view, mid-century style, 1 mile to town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spacious Mountain Studio, mid-century style, on 4 acres. Wake up to a gorgeous view of the Catskill Mountains, seen thro ...
From $226 per night (USD)VRBO
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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 $520 per night (USD)VRBO
Gorgeous Villa w/ Mountain Views, pool, hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note this house has been rented under a previous owner for years with 5 star reviews, I also managed the house fo ...
From $520 per night (USD)VRBO
From $627 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 $627 per night (USD)VRBO