
Town of Woodstock Rentals

- From $666 per night (USD)
VRBO
Peaceful, stunning property 3 min to Woodstock-truly a \"Blissful Getaway\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located, this spectacular home is a 2-minute drive or a 10-minute walk into the heart of our town – Woodstock’ ...
From $666 per night (USD)VRBO
- From $332 per night (USD)
VRBO
Mid-Century Artist Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the Catskills in our mid-century home located in this hamlet of Woodstock. Close to downtown to enjoy Woodsto ...
From $332 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Monthly rentals available for summer 2025. Please message me with questions. While weekends are popular I offer larger d ...
From $354 per night (USD)VRBO
- From $393 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 $393 per night (USD)Expedia
- Click For Pricing
VRBO
Artists cottage on preserved land
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
A very special Woodstock artists cottage that sits right on preserved land, with open views and big sky. Thorn Preser ...
Click For PricingVRBO
- From $461 per night (USD)
VRBO
\"Blissful Retreat\" Elegant , Charming & Peaceful
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Permit # 20H-095 Brand new, stylish, elegant, 1 bedroom apartment with office above a garage, located on 10.5 acres and ...
From $461 per night (USD)VRBO
- From $476 per night (USD)
VRBO
Unique Woodstock House with Swimming Pool - walk to town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Secluded on a private lane. 1800 square feet of over 2 acres of custom stonework, gardens bursting with flowers and a f ...
From $476 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Quaint Woodstock Escape - 2 Mi to Tinker St!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highlighted by its spacious grounds and close proximity to restaurants, entertainment, and shopping, this secluded Woods ...
From $446 per night (USD)Expedia
- From $561 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 $561 per night (USD)VRBO
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Expedia
Stunning 2 bedroom on gated property — 10 minute walk to downtown Woodstock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This pristine 2 bedroom/1 bath guest house is privately nestled in the pines on a gated private 7-acre property, but lie ...
Click For PricingExpedia
- From $396 per night (USD)
VRBO
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Location is everything! It is just a couple of miles from Woodstock village on a quiet dead-end road. Ashokan Reservoir ...
From $396 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Stunning Modern Barn minutes from Woodstock 21N-195
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful 2,800 sq. ft house is stylish, comfortable, clean & clutter-free. Furnishings are a mix of modern & one-o ...
From $466 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Picture yourself in an Arts-and-Crafts-style home, on 3.3 acres, just a short walk from Woodstock’s Village Green. We've ...
From $525 per night (USD)VRBO
- From $625 per night (USD)
VRBO
Mid-Century Modern Gem, Heated Pool, 1 Mile from Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Modern Gem in Woodstock. 1960 stone and glass mint condition 3 bedroom immaculate home. Private yet less than a mile fro ...
From $625 per night (USD)VRBO
- From $410 per night (USD)
VRBO
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A Broadway music director purchased this Woodstock home in 2015, and since then it's become the favorite getaway for man ...
From $410 per night (USD)VRBO
- From $358 per night (USD)
VRBO
Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Peaceful, cozy country house, prime location, private deck with hot tub and proximity to the towns of Woodstock and Saug ...
From $358 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Cozy and eclectic Woodstock getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Recently renovated space with hand crafted touches, the Stardust Suite is a creative nook inspired by both our journey o ...
From $308 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Blackbear Lodge - Luxury Cabin, Kid-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to Blackbear Lodge! Our home is located just below Hunter Mountain in Chichester, NY and is the perfect ...
From $448 per night (USD)Expedia
- From $481 per night (USD)
VRBO
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 11
“Classically American” in its design, this family home in Woodstock is very flexible. The main house has 4 bedrooms and ...
From $481 per night (USD)VRBO
- From $834 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 $834 per night (USD)Expedia
- From $580 per night (USD)
VRBO
Florentine - Sunset Sanctuary near Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Florentine is a peaceful Sanctuary on 15 acres of lawn, fruit trees, and forest near Woodstock. Designed by architect Ba ...
From $580 per night (USD)VRBO
- From $794 per night (USD)
VRBO
5-Star New Barn Home - Music Studio, Views & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
New timber frame home features 3 bedroom, 3 bath plus separate 1 bedroom/bath guest cottage/music studio. Soaring great ...
From $794 per night (USD)VRBO
- From $620 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 $620 per night (USD)VRBO
- From $381 per night (USD)
Expedia
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Creek Cottage was built in 1939. A charming 2 bedroom, 2 bath home that has been updated with the aim of keeping the or ...
From $381 per night (USD)Expedia
- From $318 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 $318 per night (USD)VRBO
- From $795 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 $795 per night (USD)VRBO
- From $694 per night (USD)
VRBO
UNIQUE! 40 Pvt. Ac. Fireplace, Grill, Enclosed Heated Pool & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Echo Hill allows is like nowhere else. It offers complete solitude with a multitude of amenities. Set on 40 private acre ...
From $694 per night (USD)VRBO
- From $852 per night (USD)
Expedia
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 $852 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Cozy Cottage with Great Views Glenford New York
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cute and cozy with great views of the Ashokan Reservoir A great view from the patio with private entrance to the house. ...
From $223 per night (USD)VRBO
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Expedia
Modern Comfort + Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New to VRBO! Breathe in the fresh mountain air with 50-mile panoramic views across the Hudson River Valley from this spa ...
Click For PricingExpedia
- From $160 per night (USD)
VRBO
A Spectacular 50 Mile View of the Hudson Valley in all seasons
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Since the pandemic we have on line reservation and new contactless entry We are perched on a cliff above a wonderful ...
From $160 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Red Maple Studio & Spa: Steam, Stream & Dream at Sawkill in Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just 2.5 miles from the heart of Woodstock and 10 minutes to uptown Kingston! Enjoy our custom-designed 400 sq ft studi ...
From $298 per night (USD)Expedia
- From $914 per night (USD)
VRBO
Historic Catskills farmhouse with sweeping views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Your getaway in the mountains awaits! Welcome to Juniper Grove - your country home in the Catskills. This 4 bedroom 2 fu ...
From $914 per night (USD)VRBO
- From $301 per night (USD)
VRBO
Cozy, quiet, stream-side 1850s farmhouse with meadow, garden and mountain views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Near H.I.T.S., Woodstock, the Hudson River, Big Pink, local festivals, including the Woodstock Film Festival, and Garlic ...
From $301 per night (USD)VRBO
- From $392 per night (USD)
VRBO
Renovated farmhouse, dogs friendly/ hot tub with a mountain view.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This tranquil Catskill farmhouse is perfectly situated on a 1.3-acre secluded mid-mountain hill, between the towns of Ph ...
From $392 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Peaceful Cottage with Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Forget your worries in this tranquil cottage, located on Catskill Mountains. This furnished 2-bedroom home is the ideal ...
From $247 per night (USD)Expedia
- From $541 per night (USD)
VRBO
Experience Woodstock charm while staying in a cozy cabin in the woods
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located 3 miles from the town of Woodstock, lies a cozy 4-bedroom retreat that offers both relaxation and excitement. Ne ...
From $541 per night (USD)VRBO
- Click For Pricing
Expedia
Chestnut Hill Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
ecently renovated artist studio located in Woodstock, the Country's Most Famous Small Town in America! Everything is bra ...
Click For PricingExpedia
- From $934 per night (USD)
VRBO
Full Buyout · Scenic Waterfront Property w/ Detached Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This is an airbnb like no other. The property consists of a 3 bedroom restored 1890s bungalow with an additional studio ...
From $934 per night (USD)VRBO
- From $598 per night (USD)
Expedia
Waterfront Bungalow • Fire Pit • Fishing • Hiking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
*Sanitized and cleaned after every stay* This home is a completely reimagined 1890s bungalow. It sits privately along t ...
From $598 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio cottage has been completely reimagined in partnership with West Elm and Pottery barn. It sits privately alon ...
From $343 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Woodstock House on 35 private acres Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated 3,000 SF home about 25min drive to Bellayre Mountain and 8 min drive to Woodstock town, our 35 acres provides ...
From $463 per night (USD)Expedia
- From $290 per night (USD)
VRBO
A Romantic Escape, Woodstock Barn by A Stream with Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Large and cozy private barn, on five acres of wooded land, with a stream outside your window. Comfortable, with modern a ...
From $290 per night (USD)VRBO
- From $819 per night (USD)
Expedia
Modern Farmhouse Getaway
- Bedrooms:
- 2
- 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 $819 per night (USD)Expedia
- From $430 per night (USD)
VRBO
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is our custom built timber-frame post and beam home, built in 2006. Home has a certified short term rental permit f ...
From $430 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Imagine Woodstock Byrdcliff House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Byrdcliffe House sits on the mountain side above Woodstock’s town square less than 1 mile away. The house is approa ...
From $320 per night (USD)VRBO
- From $341 per night (USD)
VRBO
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 $341 per night (USD)VRBO
- From $559 per night (USD)
VRBO
Cottonwood-A Luxury Woodstock Home Located Between Woodstock + Saugerties
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Cottonwood! An upscale 3 bedroom, private office/convertible bedroom, 2 bath, in a lovely, newly renovated sp ...
From $559 per night (USD)VRBO
- From $287 per night (USD)
VRBO
Our Heart of Woodstock Village Cottage, fully restored
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Just listed: Our lovely Woodstock cottage is the only fully private single family residence in the heart of the village. ...
From $287 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Imagine The Woodstock House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Woodstock House is distinctive and gracious. The Woodstock house is ideally located within walking distance to the ...
From $211 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Property Overview: Relax and rejuvenate at this magical woodland cottage in Woodstock, New York. Tucked away in a tranq ...
From $374 per night (USD)VRBO
- Click For Pricing
Expedia
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 - ...
Click For PricingExpedia
- From $321 per night (USD)
VRBO
A True Gem in the heart of Woodstock, w/ fireplace & hot tub, wheelchair access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located at the heart of woodstock (on Ricks Rd) this newly built cabin is a dream gateway. Spacious, with all modern ame ...
From $321 per night (USD)VRBO
- Click For Pricing
Expedia
NEW! The Joyful Cabin - Modern Upstate Cabin Vibe
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our joyful cabin is nestled on 6 wooded acres - this is the perfect place to rest and recharge. Soak in the sights in th ...
Click For PricingExpedia
- From $394 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 $394 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Privacy & Luxury @ Heart of Woodstock w/ Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect romantic getaway, totally private. Beautiful 1600 sq. ft modern house, newly constructed, 2 bedrooms/2 baths, tu ...
From $361 per night (USD)VRBO
- From $397 per night (USD)
VRBO
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in this charming getaway on 2 wooded acres with bucolic stream. Fully renovated designer home on landscaped proper ...
From $397 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Catskills Hideaway w/ Sauna Minutes from Hiking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Our lovely guest house is tucked away on a quiet road in Mt. Tremper, minutes to Phoenicia and ten miles from W ...
From $132 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Quaint Cottage w/ Peloton & Sauna near Hiking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to Abeni Cottage! This quaint 2-bedroom cottage has everything you need for a relaxing getaway. It incl ...
From $158 per night (USD)VRBO
- From $672 per night (USD)
VRBO
Woodstock MCMstyled house 60acres hottub Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
WeWilde's beautiful renovated 4bd3ba home SLEEP16+. Under 2hours from NYC ez access to Woodstock, Kingston &all surround ...
From $672 per night (USD)VRBO
- From $386 per night (USD)
VRBO
Chic and eclectic retreat at Woodstock/Saugerties!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated old barn, circa 1810, with chic, modern and eclectic design, with landscaped lawn/garden. A wonder ...
From $386 per night (USD)VRBO
- From $1032 per night (USD)
Expedia
The Solarium: Woodstock Retreat w/Hot tub+Stream!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Located between Kingston and Woodstock, this elegantly furnished retreat sits on a private creek! The house has luxuriou ...
From $1032 per night (USD)Expedia
- Click For Pricing
VRBO
Eco-friendly Modern Mountain Home near Woodstock
- Bedrooms:
- 2
- 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 PricingVRBO
- From $331 per night (USD)
Expedia
Unequalled Views of Reservoir & Mtns, Affordable, Totally Private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
SKYLOFT, your own private piece of the world. Quiet, away from everything, yet not isolated.. SKYLOFT is a 1000-sq-ft ap ...
From $331 per night (USD)Expedia
- From $467 per night (USD)
VRBO
Woodstock Artist's Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Relax, create, and enjoy the Woodstock Artist's Retreat. 6 serene acres hugged by magical Overlook Mountain, Lewis ...
From $467 per night (USD)VRBO
- From $706 per night (USD)
VRBO
NEW! Gorgeous spacious family escape with Pool & Mountain views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3BR/3BA home is the perfect hub for adventures in and around the Hudson Valley/Catskills! Just 10 mins to ...
From $706 per night (USD)VRBO
- From $151 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 $151 per night (USD)VRBO
- From $278 per night (USD)
VRBO
The CubHouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
WOODSTOCK/BEARSVILLE Escape to a little healing magic in this 1909 built cottage. Originally owned by a medicine woman i ...
From $278 per night (USD)VRBO
- Click For Pricing
VRBO
Savor Dreamy Treetop Views Under Whitewashed Beams
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Escape to your private, treetop hideout right in the village of Woodstock. Peaceful & private, this upper unit has an ea ...
Click For PricingVRBO
- Click For Pricing
Expedia
Explore Woodstock from an Exceptional Home
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Sit by the fire in a living room with hardwood floors, relaxed furnishings, and distressed wood accents. Have a cookout ...
Click For PricingExpedia
- Click For Pricing
VRBO
Woodstock getaway
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
A quaint house on a peaceful street just a 5-minute drive from downtown Woodstock and short walk to the Ashokan River Tr ...
Click For PricingVRBO
- From $730 per night (USD)
Expedia
Woodstock/Saugerties Retreat- Pool/Hot Tub/FirePit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to The Evergreen, our Hudson Valley retreat located just 5 minutes from Woodstock village. Sitting on 3 acres am ...
From $730 per night (USD)Expedia
- From $409 per night (USD)
VRBO
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brook Cottage is ideally located on a shared and secluded property at the end of a private lane, yet it’s just a few blo ...
From $409 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Noorden House - Spacious and Private, Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Welcome to Noorden House, a beautiful 3 Bed, 3.5 Bath haven just 15 minutes from Woodstock. Contemporary luxur ...
From $441 per night (USD)Expedia
- From $1116 per night (USD)
VRBO
Basecamp: Pool + Mtn Views. Hudson Valley Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Basecamp is a modern and spacious retreat in the heart of the scenic Hudson Valley, located 2 hours from NYC, i ...
From $1116 per night (USD)VRBO
- From $580 per night (USD)
Expedia
Cozy Silo with Sunset Mountain Views near Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Willow Silo nestled amongst the trees 10 minutes away from Woodstock and 15 minutes away from Phoenicia, this w ...
From $580 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Log Cabin/screened porch, 9 Acres/ Mountain views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
10 years new Log cabin, hand built by Amishcraftsman, located in the Catskill Recreation Park, with preserved land in th ...
From $338 per night (USD)VRBO
- From $595 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 $595 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Private Woodstock cottage. Don't forget your dog!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the music, art, shopping and restaurants of Woodstock in the winter holiday season! Hike the many trails, explor ...
From $308 per night (USD)VRBO
- From $1302 per night (USD)
VRBO
Rock 'n' House: Unique Design Ft. in AD Magazine!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to Rock 'n' House, a marvel featured in Architectural Digest, nestled on a 14-acre estate down a seclude ...
From $1302 per night (USD)VRBO
- From $127 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 $127 per night (USD)VRBO
- From $264 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 $264 per night (USD)VRBO
- From $284 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 $284 per night (USD)VRBO
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Expedia
Surfers in Paradise resting Casita.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The whole group will enjoy easy access to everything from this centrally located place. This 2bedroom one bath with full ...
Click For PricingExpedia
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VRBO
Caleta Tortuga scenic view ensenda Honda
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Caleta Tortuga is a beautiful 2 bedroom house &2bathrooms attached ,for 4people .5,6 th person can sleep in living room ...
Click For PricingVRBO
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Expedia
Esopus Creek modern Tiny house Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Dare to break from the hustle and bustle culture and immerse yourself in the beauty and solitude of our modern spacious ...
Click For PricingExpedia
- From $253 per night (USD)
VRBO
Esopus Creek modern Tiny house Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Dare to break from the hustle and bustle culture and immerse yourself in the beauty and solitude of our modern spacious ...
From $253 per night (USD)VRBO
- From $283 per night (USD)
Expedia
The Leeway - River Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the serene ambiance of our River Studio at The Leeway. This thoughtfully designed space boasts high ...
From $283 per night (USD)Expedia
- From $358 per night (USD)
VRBO
The Leeway - Two-Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the essence of Catskills elegance in our two-bedroom suite at The Leeway. This spacious retreat boasts two qu ...
From $358 per night (USD)VRBO
- From $338 per night (USD)
Expedia
The Leeway - Meadow Loft Duplex
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into a world of rustic refinement with our Meadow Loft Duplex at The Leeway. This uniquely designed space features ...
From $338 per night (USD)Expedia
- From $325 per night (USD)
VRBO
1.5 Bedroom Suite with Den
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The 1.5 Bedroom Suite has one Queen Bedroom, a Den with a Twin XL sleeper sofa, Smart TV and an ensuite full bathroom wi ...
From $325 per night (USD)VRBO
- From $241 per night (USD)
Expedia
1 Bedroom Suite with a Living Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The 1 Bedroom Suite has one Queen Bedroom an ensuite bathroom. There is a a separate living room with a Smart TV. This ...
From $241 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Bright, historic Woodstock home close to town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our historic Woodstock home is close to everything, but far enough away to be surrounded by trees, grass and peace & qui ...
From $465 per night (USD)VRBO
- From $658 per night (USD)
Expedia
Lanesville Home w/ Pool Table, Bar & Deck!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
- 5,000 Sq Ft - Pet Friendly w/ Fee - Hunting & Fishing (On-Site) - Stony Clove Creek Access (On-Site) Escape to the pi ...
From $658 per night (USD)Expedia
- From $334 per night (USD)
VRBO
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A perfect escape for total privacy. Watch nature move and change while sipping your morning coffee on the deck. This m ...
From $334 per night (USD)VRBO
- From $768 per night (USD)
VRBO
NEW LISTING Woodstock secluded mountain retreat with beautiful pool and sauna.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning, tranquil mountainside retreat with exposed beams, saltwater swimming pool, sauna, fireplace, soaking tubs and ...
From $768 per night (USD)VRBO
- Click For Pricing
VRBO
Away Upstate, a cozy retreat w/ Firepit and Wood Stove
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space: The Away Upstate retreat is nestled in the breathtaking Catskills and is your perfect home away from h ...
Click For PricingVRBO
- From $314 per night (USD)
VRBO
Serene Woodstock Oasis, Sauna/Steam Shower, Cook's Kitchen. Top Reviews.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please note we have 70 recent 5-star reviews of this property on Airbnb. Highlights from guest reviews: "Warmly furni ...
From $314 per night (USD)VRBO
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VRBO
The Arts & Crafts House - Skylights/Jacuzzi/Deck\n\n
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Get away to a charming cabin in a lush glade just 10 min from quaint Woodstock and trendy Kingston. If you've never stay ...
Click For PricingVRBO
- From $597 per night (USD)
Expedia
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)Expedia