
Pet-friendly vacation rentals in Woodstock
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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.

Charming Artist Cottage
We welcome couples, solo adventurers, families and small dogs (sorry, no cats) to our year round cabin. Two Queen size BDRs (1 off LR, 1 off DR 1/2 wall w/privacy curtain, no door), full kitchen, screened-in porch, large LR with stone fireplace, Spectrum Cable 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.

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

Catskill Mtn Streamside Getaway - With EV Charger
Escape to this intimate one-bedroom Catskill cabin, nestled in a private yard with a trout stream at your doorstep. Just minutes from the charming town of Phoenicia, this retreat offers incredible hiking trails, three nearby ski resorts, and direct trout fishing access. Relax on the back porch with breathtaking views of snow-capped mountains or cozy up by the fireplace after a day of exploring. Perfect for couples or solo adventurers seeking peace and serenity.” EV Charger on site upon request.

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.

Romantic luxury+stream+walk to town=Brook Cottage
Brook Cottage occupies the east wing of a newly renovated authentic 1928 artist’s cottage featuring: 2-story north light windows; cathedral ceiling with skylights; fireplace and fire stove; bluestone patio with gas grill and outdoor seating; newly remodeled cook's kitchen; luxury amenities. Ideally located at the end of a private lane on a spacious shared property bordered by a year-round stream and conservation land, walking distance to the center of Woodstock, the famous "colony of the arts".

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

The Woodstock Barn Studio
Once a Woodstock chicken barn, your space is the lower level which has been renovated as a studio apt. that maintains its rustic charm with wide plank pine floors & ceiling beams. Only 2 blocks (a ten minute walk) to down town Woodstock & the NYC bus stop. We are 1 block from the Tinker St. Cinema and about 1.5 miles from the Bearsville theater. There are hiking trails for you to enjoy, the beautiful Wilson State Park as well as The stunning views of Cooper Lake and the Ashokan Reservoir.

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

Waterfront, Dog & Family Friendly, Cozy Cottage
El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.
Popular amenities for Woodstock pet-friendly home rentals
Pet-friendly house rentals

Architect's Farmhouse in Woodstock

Highwoods Haven | saltwater pool and hot tub

ENTER HOME - Minimalistic style warm & inviting

The Stone House

Creekside Couple's Retreat w/Hot tub, Sauna & More

Fabulous Family House nr Woodstock Center

Little Red Home in the Village

Relaxing House in Catskills, w/Pretty Pond Nearby
Pet-friendly home rentals with a pool

Enchanting Upstate Cabin w Pool, Firepit

Sweet Fern Cottage With Saltwater Pool

4Br Mountain Brook House on 130 acres w/ trails

Design Scandi Retreat, Heated Pool, Dogs Welcome

Secluded Woodstock Retreat -Heated Pool and Sauna

Catskills Cabin Retreat w/Heated Saltwater Pool

Upstate Modern Scandinavian Barn in the Catskills

Mtn View Lux Dome w/ Heated Plunge Pool
Private, pet-friendly home rentals

Cozy cottage with firepit and walking trails

The Waterfall Casita: A-frame with 30ft Waterfall

Woodstock Cabin in the Woods #2

Unique BellEayre River retreat

"Far from the Madding Crowd" Cozy Cabin Retreat

Rustic & Cozy Cabin Saugerties- near Hunter Mtn

Diamond Notch Trails Tiny Cabin

Mountainscape: Peaceful- Skiing & Hiking
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,928 GYD | G$52,928 GYD | G$52,300 GYD | G$50,208 GYD | G$55,438 GYD | G$53,556 GYD | G$58,995 GYD | G$58,158 GYD | G$54,392 GYD | G$58,158 GYD | G$57,740 GYD | G$57,530 GYD |
| 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 G$18,828 GYD per night before taxes and fees

Verified guest reviews
Over 14,970 verified reviews to help you choose

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

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
70 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
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Windham Mountain
- Plattekill Mountain
- Bash Bish Falls State Park
- Thacher State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mohawk Mountain Ski Area
- Hunter Mountain Resort
- Taconic State Park
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- June Farms
- Storm King Art Center
- Millbrook Vineyards & Winery
- Hudson Chatham Winery





