
Pet-friendly vacation rentals in Woodstock
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Woodstock
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Dutch Touch Woodstock Cottage
The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "PREMIER" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1 1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Brand New Modern Cabin walk to town
This brand new cabin was built using green construction and features a living green roof. It is an open concept 1 bedroom with all new fixtures and a soaking tub. You can walk to town in approximately 10-12 minutes. This is in a neighborhood so there are visible neighbors but the architect utilized the natural surroundings to make it feel like you are in the woods. The beauty of this house is it’s access to town. If you look at my past reviews it’s the same location but a new house in front.

Timberwall Ranger Station | Your Upstate Base Camp
The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.

Woodstock Dog Friendly Cozy Cottage in Town + Yard
Charming Country Escape – Pet-Friendly & Walk to Village Green! Enjoy country charm and modern comforts in this newly updated 2-bed, 1.5-bath home. Just 2.5 blocks from the Village Green, it’s the perfect getaway for city folk with dogs. Relax in the private backyard with waterfall sounds or stroll to shops, restaurants, and trails. Features include a cozy woodstove, updated kitchen & bath, queen beds, and a master bedroom with an en-suite plus a balcony. You and your pet will love it here!

Rocket Room - Rock Stars Only
Walk to town, hiking or a swimming hole. A popular vintage look cabin that backs up to a private woods but is steps from all Woodstock has to offer. Long time superhosts. Turn on, Tune in, Drop out in our 70's rock & roll hideaway carved out of a converted 1920s carriage house. This ain't your Grandma's cabin. All our units have been featured in videos, films, and photoshoots. This one has been featured in Playboy and Imperial Publishing arthouse book. Town of Woodstock OP #27.54-1-12

Charming Artist Cottage
We welcome couples, solo adventurers, families and small dogs (sorry, no cats) to our year round cabin. Two BDRs (1 Q off LR1, 1 F off DR 1/2 wall w/privacy curtain, no door), full kitchen, screened-in porch, large LR with a stone fireplace, satellite internet & TV. Enjoy nature and a peaceful setting at the foot of Overlook Mt. on 6 wooded acres with a brook. Privacy, and 3 miles to Woodstock Village. Original art work from our grandfather Joseph Garlock adds to the charm of our cabin.

Luxury+firepit+stream+walk/town=Brook Cottage Too
Brook Cottage Too occupies the west wing of a newly-renovated 1928 Woodstock artist’s cottage featuring: oversize north-light windows; skylights; 1 bedroom w/king bed; spa-like bathroom; newly-remodeled kitchen; fire stove; bluestone patio w/gas grill + firepit; AC. Ideally located at the end of a private lane on a spacious shared property bordered by a year-round stream + conservation land. Immaculately clean + available for long-term rentals, as well as short-term stays.

Hot tub with stunning views, 5 min to Woodstock
Enjoy panoramic, unobstructed views of the Ashokan reservoir from our recently updated two story home. Perched on top of Ohayo Mountain we are just 5 minutes drive from the heart of Woodstock Village. The views are as good from the living room as they are from the king bed in the primary bedroom. With multiple outdoor seating areas and a firepit you can make yourself at home both inside and out!

Sweeping Mountain Views
Our charming 2 bedroom log cabin offers fantastic views over the hudson valley & stylish country living which will instantly bring you relaxation. you can be in the center of town in 5 minutes or never leave your little retreat. Because of our steep and remote location, 4 wheel drive is a must to get to our cabin in Case of snow and ice in the winter.

Pet Friendly Cabin Doh-Ray up at 1450 ft
3-30 night minimum stay depending on the season. Pet friendly. Incredibly stocked kitchen. Wifi, HDTV w Apple TV, cable, Netflix, etc. AC, two comfy bdrms, a couch and a twin xl blow up bed. 10 minutes to town. Wildlife. Grilling. Screened-in porch where everybody hangs out - a big exhale. If you're lucky you might see a bear.
Popular amenities for Woodstock pet-friendly home rentals
Pet-friendly home rentals with a hot tub

Modern & Chic Log Home-Spectacular Mountain Views!

2 BR , Fireplace & Hot Tub @ heart of Woodstock

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)

Hot Tub & Chic Catskills Woodstock Design Retreat

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Upstate Modern Scandinavian Barn in the Catskills

Marigold - Stream side Cabin W/Hot Tub & Fireplace

Container Cabin in the Catskills (Field)
Pet-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Bluestone Escape - Where everyone is at home.

Kapitan’s Cottage Private Upstate Catskill Retreat

4Br Mountain Brook House on 130 acres w/ trails

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Secluded Woodstock Retreat with Pool and Sauna

Modern Upstate Cabin, near Rhinebeck NY

Mtn View Lux Dome w/ Heated Plunge Pool
Pet-friendly house rentals

Chic historic house at Woodstock/Saugerties

A Cozy’s Woodstock Getaway Home

Upstate Waterfront Saugerties Retreat-Near HITS

Mountain View Chalet: AC, Hot Tub, Firepit, Games

CAPE ESCAPE IN THE MOUNTAINS

Fabulous Family House nr Woodstock Center

Modern Prefabricated Architectural Retreat

Rustic Swedish Barn/Featured in Airbnb Magazine
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ933 | ﺩ.ﺇ929 | ﺩ.ﺇ911 | ﺩ.ﺇ881 | ﺩ.ﺇ973 | ﺩ.ﺇ940 | ﺩ.ﺇ1,036 | ﺩ.ﺇ1,021 | ﺩ.ﺇ955 | ﺩ.ﺇ973 | ﺩ.ﺇ995 | ﺩ.ﺇ918 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about vacation rentals that are pet-friendly in Woodstock

Total vacation rentals
Explore 100 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 14,520 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
100 of Woodstock vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
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- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Zoom Flume
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- Opus 40
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- Berkshire Botanical Garden




