
Pet-friendly vacation rentals in Woodstock
Find and book unique pet-friendly homes on Airbnb
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$18,813 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!
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.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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.

Stunning Light-filled Home w/HOT TUB walk to town
Standby for photos of our premium upgrades. Spotless home in walking distance to town. Featured in Hudson Valley Style magazine Road Affair's "15 Best Airbnbs in Woodstock" pick 2024. Explore Woodstock & nearby mountains from light-filled 1700 sq ft 1-BR home. Enjoy changing seasons from private patio w/hotub, dining, fire pit & grill 365 days a year. 1st floor fully equipped kitchen, 65" tv, dining room table & desk. 2nd floor bedroom is 800 sq ft & full bathroom & desk 2 dogs w/no fee

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 CubHouse NEW Barrel Sauna at foot of Mountain
WOODSTOCK/BEARSVILLE Escape to a little healing magic in this 1909 built cottage. Originally owned by a medicine woman in the early 1900s. This home has charm(s) of an enchanted past and it has been renovated to provide a modern, cozy experience. -Wood burning fireplace -Projector w/screens inside & in screenhouse -Full kitchen -River and Mountain access -Propane grill -500 sq ft screen house (closed during winter months) Dog friendly but must be approved before booking. $25 per night fee

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.

Pet Friendly Cabin Doh-Ray in Woodstock
Experience the serenity of the woods and still be close to town. We're on the side of Mt. Guardian just 5 minutes from The Cub Market & 10 minutes from the Village Green. Hike up to the viewpoint from the front door, take a leisurely walk at Cooper Lake, take a dip at a local swimming hole, or just relax on the porch and watch the wildlife stroll by. Visit a cool restaurant in town or in Kingston or just grill & watch a movie with our surround sound system. Bring your pets!

Cozy Silo Home with Mountain Views near Woodstock
Escape to the Willow Silo, a unique 3-story tower retreat with stunning mountain views. Comfortably sleeping 6, this charming home is nestled in the woods yet just 10 mins from Woodstock & 15 from Phoenicia. Features include an indoor fireplace, outdoor fire pit, and a deck perfect for stargazing. Your ultimate relaxation getaway awaits, surrounded by hiking trails and nature's beauty. PERMIT No: 23N-277
Popular amenities for Woodstock pet-friendly home rentals
Pet-friendly house rentals

Hillside Views in Hudson Valley

Architect's Farmhouse in Woodstock

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

Brookside, Walk to Town Center, Dog Friendly

Peaceful Country Farmhouse

Summer Paradise - Pool, Fire-pit, Nursery!

Mt. Wonder: Big Cozy Cabin with Wow View

1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole
Pet-friendly home rentals with a pool

Shula | Farmhouse | Pool, Hot tub, Fire pit

Sweet Fern Cottage With Saltwater Pool

Enchanting Upstate Cabin w Pool, Firepit

Gorgeous Villa Mntn Views • POOL • hot tub •grill!

Highwoods Haven | saltwater pool and hot tub

Secluded Woodstock Retreat -Heated Pool and Sauna

Catskills Cabin Retreat w/Heated Saltwater Pool

Upstate Modern Scandinavian Barn in the Catskills
Private, pet-friendly home rentals

Winston's Place - Woodland Cozy Catskills Cabin

The Waterfall Casita: A-frame with 30ft Waterfall

Woodstock Cabin in the Woods #2

Cozy Catskills Cabin

Catskill Mtn Streamside Getaway - With EV Charger

Mountain Home with firepit and breathtaking views

Charming Artist Cottage

Mountain views, mid-century style! 1 mile to town.
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,886 GYD | G$52,886 GYD | G$52,259 GYD | G$50,169 GYD | G$55,395 GYD | G$53,513 GYD | G$58,948 GYD | G$58,112 GYD | G$54,349 GYD | G$58,112 GYD | G$57,694 GYD | G$57,485 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 |
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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
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Bash Bish Falls State Park
- June Farms
- Thacher State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Mohonk Preserve
- Mohawk Mountain Ski Area
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Hudson Chatham Winery





