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

From $346 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 $346 per night (USD)
VRBO
From $480 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 $480 per night (USD)
Expedia
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VRBO
Immaculate Bearsville Oasis - Private, with all amenities, close to town
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome home... to this sophisticated & comfortable Bearsville property. An 1800's farmhouse was expanded to create the ...
Click For Pricing
VRBO
From $358 per night (USD)
VRBO
Woodstock Paradise with Gardens & Private Heated Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
COME VISIT OUR COZY ART-FILLED HOME. LOVELY PRIVATE POOL IN 1-ACRE GARDEN (SUMMER). Our charming, cozy and comfortable ...
From $358 per night (USD)
VRBO
From $162 per night (USD)
VRBO
'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 $162 per night (USD)
VRBO
From $319 per night (USD)
Expedia
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)
Expedia
From $443 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 $443 per night (USD)
VRBO
From $364 per night (USD)
Expedia
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 $364 per night (USD)
Expedia
From $549 per night (USD)
VRBO
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 $549 per night (USD)
VRBO
From $616 per night (USD)
Expedia
Perfect dream log house on creek with waterfalls, shorter stay for friends
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located just minutes from Woodstock, the Lake hill area is as private as it gets. With only the sound of the creek and o ...
From $616 per night (USD)
Expedia
From $747 per night (USD)
VRBO
Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Experience Woodstock, NY and the Catskill Mountains while staying at our lovely four-bedroom home. Located on nearly thr ...
From $747 per night (USD)
VRBO
From $1072 per night (USD)
Expedia
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 $1072 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Updated/Pet-Friendly Cabin By Hikes and Woodstock!
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Your Bearsville retreat begins at this 2-bedroom, 1-bathroom vacation rental cabin. The perfect home-base for a group of ...
From $232 per night (USD)
VRBO
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Expedia
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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Expedia
From $320 per night (USD)
VRBO
Romantic Cottage -Amazing Views -Spa -Woodstock NY
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Best Kept Secret Cottage with incredible views only 7 minutes from the center of Woodstock! Bath in the secluded romant ...
From $320 per night (USD)
VRBO
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Expedia
Woodstock Cottage with a view !
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Offering a quaint and charming Woodstock artists cottage. Complete with mowed trails right off the front porch into 60 a ...
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Expedia
From $299 per night (USD)
VRBO
CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Mountain Studio & POOL is the perfect romantic getaway and personal retreat. Be our guests and enjoy 10 acres on a moun ...
From $299 per night (USD)
VRBO
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Expedia
Newly built Modern Cabin walk to town
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This brand new cabin was built using green construction and features a living green roof. It is an open concept 1 bedroo ...
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Expedia
From $119 per night (USD)
VRBO
Relax near Catskills in our cozy Woodstock Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the heart of the Catskills in this charming 1-bedroom apartment in Woodstock. Nestled just a short drive from ...
From $119 per night (USD)
VRBO
From $745 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 $745 per night (USD)
Expedia
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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 ...
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VRBO
From $518 per night (USD)
Expedia
Stunning Modern Barn minutes from Woodstock 21N-195
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy the peace and tranquility of this truly unique house. Each room feels straight out of a design magazine, yet is co ...
From $518 per night (USD)
Expedia
From $568 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 $568 per night (USD)
VRBO
From $438 per night (USD)
Expedia
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 $438 per night (USD)
Expedia
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 $494 per night (USD)
Expedia
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 $494 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Sunset Mountain Retreat - mins from Woodstock
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Luxurious retreat on 15 acres with mountain views, Chef's kitchen, fireplaces, and serene porch. Designed by architect B ...
From $582 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 $1425 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 $1425 per night (USD)
VRBO
From $358 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 $358 per night (USD)
Expedia
From $416 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 $416 per night (USD)
VRBO
From $459 per night (USD)
Expedia
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 $459 per night (USD)
Expedia
From $604 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 $604 per night (USD)
VRBO
From $391 per night (USD)
Expedia
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 $391 per night (USD)
Expedia
From $363 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 $363 per night (USD)
VRBO
From $208 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 $208 per night (USD)
VRBO
From $349 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 $349 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 $393 per night (USD)
VRBO
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)
VRBO
From $714 per night (USD)
VRBO
Featured in Vogue ~ Woodstock Barn with Pool & Firepit
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 $714 per night (USD)
VRBO
From $680 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 $680 per night (USD)
VRBO
From $279 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 $279 per night (USD)
VRBO
From $478 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 $478 per night (USD)
VRBO
From $468 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 $468 per night (USD)
VRBO
From $915 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 $915 per night (USD)
VRBO
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
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 $474 per night (USD)
Expedia
Woodstock Ski House on 35 private acres Mtn 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 $474 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 $790 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 $790 per night (USD)
Expedia
From $466 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 $466 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 $298 per night (USD)
VRBO
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)
VRBO
From $683 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 $683 per night (USD)
VRBO
From $756 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 $756 per night (USD)
VRBO
From $672 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 $672 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Pet Friendly Cabin Doh-Ray up @ 1500 ft
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
3 -30 day minimum depending on season. Discount with 7 days. + Surrounded by the forests of Mt. Guardian at an altitude ...
From $312 per night (USD)
VRBO
From $308 per night (USD)
VRBO
Modern Forest retreat, nestled in Catskills Park, close to hiking and ski trails
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This house is designed by New York Architects, IdS/R architecture. It is located in the Catskills Park and is close to n ...
From $308 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
Private Mid Century Retreat with Pool & Mountain Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
OUR MAGICAL BEARSVILLY PROPERTY OVERVIEW *Newly Listed* Sitting on 3 acres, including a fern-lined stream, pine forest, ...
From $1000 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Pure Inspiration
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Mountain view’s. Spectacular sunrises. Each season holds special beauty on this magical, family property. Enjoy a month ...
From $135 per night (USD)
VRBO
$Peaceful, stunning property 3 min to Woodstock-truly a \Blissful Getaway\$
From $653 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 $653 per night (USD)
VRBO
From $391 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 $391 per night (USD)
VRBO
From $372 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 $372 per night (USD)
VRBO
From $475 per night (USD)
Expedia
summer time available
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NEW GENERAC GENERATOR! We are close to ski, hiking, lake, swim holes, famous trout fishing on the Esopus, the Emerson s ...
From $475 per night (USD)
Expedia
From $1022 per night (USD)
VRBO
Stylish, modern barn with chef’s kitchen, heated pool, privacy
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This one-of-a-kind converted barn is conveniently located between Woodstock and Phoenicia, 2 hours north of NYC. With fo ...
From $1022 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Cozy 2 bedroom cottage in Woodstock heated pool, mountain views,bbq,swim 🏊‍♂️ hike
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Stay in a lovely pristine 2 bedroom modern country cottage with mountain views on 10 acres, just 3 minutes from town. H ...
From $575 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Named after Brigadoon, an enchanted place where life is simpler and easier, untouched by the worries of the modern world ...
From $456 per night (USD)
VRBO
From $538 per night (USD)
VRBO
Fabulous Newly Renovated Family House Near Woodstock Center
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Airy and comfortable, this newly-decorated Woodstock home promises a warm and relaxing vacation. Throw some logs onto th ...
From $538 per night (USD)
VRBO
From $256 per night (USD)
VRBO
Luxury Cottage for 2. Very close to Woodstock, NY.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a luxurious newly-renovated 1 BR, 1 bath, modern guest cottage privately sited away from the main house. It has ...
From $256 per night (USD)
VRBO
From $403 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 $403 per night (USD)
VRBO
From $631 per night (USD)
VRBO
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 opens mid-May, but our Hot Tub is OPEN now! An amazing retreat in the wo ...
From $631 per night (USD)
VRBO
From $264 per night (USD)
Expedia
NEW! Herb Cottage: Historic Artist's Cottage, 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 $264 per night (USD)
Expedia
From $879 per night (USD)
VRBO
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 $879 per night (USD)
VRBO
From $602 per night (USD)
Expedia
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 $602 per night (USD)
Expedia
From $642 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 $642 per night (USD)
VRBO
From $720 per night (USD)
VRBO
Beautiful Woodstock Mountain Home - Sunset Views, Woods - 4 adults, 6 children
Bedrooms:
3
Bathrooms:
2
Sleeps:
10
Open floor-plan log home, with spectacular sunset views, surrounded by gardens and huge state forest preserves. 5 miles ...
From $720 per night (USD)
VRBO
From $264 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 $264 per night (USD)
VRBO
From $205 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 $205 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Woodstock Cooper Lake Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Woodstock country cottage walking distance to Cooper Lake. Minutes to center of Woodstock and the Bearsville Theater. Su ...
From $254 per night (USD)
VRBO
From $504 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 $504 per night (USD)
VRBO
From $214 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 $214 per night (USD)
VRBO
From $293 per night (USD)
Expedia
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 $293 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Margaret's Cottage New listing Woodstock Village
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Woodstock Village- country cottage offers in town connivence with private fenced yard, surrounded by woods. Walk to ever ...
From $179 per night (USD)
VRBO
From $760 per night (USD)
VRBO
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
The Bearsville Retreat is a secluded bucolic compound nestled in the trees of Bearsville, a quarter mile from the gourme ...
From $760 per night (USD)
VRBO
From $455 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 $455 per night (USD)
VRBO
$\Frank Lloyd Wright\ Catskills Mountain Yoga-Spa Retreat on 15 Acres$
From $813 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 $813 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
Bedrooms:
2
Bathrooms:
3
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 $310 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Contemporary, Secluded Cabin in the Heart of Woodstock W/ Hot Tub & Fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come for the perfect romantic getaway. Newly renovated, one bedroom cabin, in the heart of Woodstock. Secluded and priv ...
From $261 per night (USD)
Expedia
From $244 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 $244 per night (USD)
VRBO
From $496 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 $496 per night (USD)
VRBO
From $484 per night (USD)
VRBO
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House
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 $484 per night (USD)
VRBO
From $1283 per night (USD)
VRBO
Gorgeous Designers Home - Perfect Winter Retreat- Close to Skiing
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 $1283 per night (USD)
VRBO
$Village Center: Gracious & Spacious Retreat \Above the Books\$
From $295 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 $295 per night (USD)
VRBO
From $2548 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 $2548 per night (USD)
VRBO
From $298 per night (USD)
VRBO
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Woodstock (Glasco Tpyk & Ricks Rd.) this cabin is the perfect romantic getaway. With forest and ...
From $298 per night (USD)
VRBO
From $552 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 $552 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Wydeclove Artist Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a secluded retreat in an original Birdcliff-style artist cabin: completely updated with air conditioning, Wifi and ...
From $246 per night (USD)
VRBO
From $336 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 $336 per night (USD)
VRBO
From $217 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 $217 per night (USD)
VRBO
From $303 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 $303 per night (USD)
VRBO

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Results: 242 Rentals