
Pet-friendly vacation rentals in Windham
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Windham

Total vacation rentals
Explore 50 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at ﺩ.ﺇ 514 per night before taxes and fees

Verified guest reviews
Over 2,360 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Windham vacation rentals include wi-fi access

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

4.9 Average rating
Windham stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Windham
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Hidden Catskills Cabin • Private Trails • River • Swim Hole
Tucked away between Windham and Hunter, this cozy 3-bedroom cabin feels like your own secret mountain hideaway. Perfect for couples or small groups looking for a quiet Catskills escape. Mornings are slow, coffee tastes better here, and nights are for laughter, stories, and starry skies. Whether you’re hiking, or simply unwinding, this cabin offers that rare mix of warmth, comfort, and true Catskills magic. Outdoor enthusiasts heaven. River access through private trail . Epic summer vacation !

Luxurious Chalet w/ Incredible Views on 20+ Acres
A nature-lover's oasis, this 3-bedroom/4-bed/2-bath log-built chalet with contemporary furnishings is perched high along the northernmost edge of the Catskill Mountains offering unforgettable panoramic views from inside and out across 20+ secluded acres. Due to its proximity to hiking trails, lakes, rivers, breweries and wineries as well as Windam (7 mi), Hunter (16 mi), Catskill (26 mi) and Hudson (29 mi), this is the ideal location from which to explore the best the Catskills has to offer.

The Cabin - Ski House near Windham
The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

Fraxinus House - Ideal for Windham & Hunter
Scenic country cabin located between Hunter Mountain and Windham Mountain, in the charming hamlet of Maplecrest. Surrounded by trees and the wilderness, it creates an idyllic mountainside escape, private and secluded grounds with only night stars and the sounds of wildlife. The decor is a mix of modern, color, and comfort, with lots of natural wood details. Both ski mountains are only a short 10 mins drive away. This is a great place for a romantic getaway or an outdoor trip in the Catskills.

Private cabin in the Catskills
This is a 2 bedroom 1 bath house located just 7 minutes from the Windham ski mountain. The house is surrounded by scenic land with few neighbors to be seen. Skiing, fall foliage, swimming holes, hiking, golf, antiquing, horseback riding, local farms are just a few things to name that this area has to offer. The house itself is a true retreat, you will leave totally re-charged - sweet air, bird chirping, star gazing, grilling, bong fire or simply enjoy a few days of not seeing another soul :)

Valley View Chalet: AC, Hot Tub, Firepit, Games
Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views and soak in the hot tub. Catch up in the vaulted room by the stone fireplace w/ a wide game selection, with a 2nd living room downstairs. Host a dinner party with our fully equipped kitchen. 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Great for groups, families, kids & pets. Fast 600mb internet, AC, EV charger, generator. WFH, newborn, pet friendly. 3+ nights get discounted rate

CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
At face value, IG: @cozycatskillchalet appears to be just a humble little getaway tucked in the Catksill Mountains of Windham, NY. But even the most discerning guests will be quickly spirited away by the rustic charm and postcard-eqsue surroundings all around. At night, can't-be-beat stargazing on the back deck (or while soaking in the hot tub) will have you convinced this humble hideaway is a lot more illustrious than it lets on. Disclaimer: The chalet is not a luxury hotel or property.

*Farmhouse Chic with Mountain and Lake Views*
Welcome to Bright Sparrow Farmhouse! Located on 8 acres of private land with greenery and a wetland lake, this home is the perfect spot to reconnect with nature and enjoy quality time with loved ones. Just mins from Windham and Hunter mountains. Enjoy skiing, hiking, biking, zip lining, water park, lakes, dining, and winery. Our home is a sustainable retreat, powered by solar energy and equipped with a backup battery system. This means you'll enjoy a comfortable and uninterrupted stay.

The A-Frame at Harvest Moon Acres
Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

The Windham Cabin w/ Hot Tub
Cozy cabin minutes from Ski Windham, amazing restaurants, bars, and all seasonal activities! A true escape from city life, we welcome you to come and create memories with your friends and loved ones. There is a brand new Bullfrog Spa Jacuzzi installed on the deck in addition to a newly installed Culligan Water Filtration System. Brand new stainless steel refrigerator and stove, updated downstairs bath, wifi included, parking on premises, working indoor fireplace and so much more.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Alpine Ridge - Mtn. Views, Fire Pit, Pizza Oven
Alpine Ridge sits on 3 private acres at the top of a quiet mountain road, with sweeping views of the Bearpen Mountain Range across the valley. Thoughtfully designed and curated, our home is a peaceful escape that still keeps you close to essentials—5 minutes to Prattsville, 15 minutes to Windham, and 25 minutes to Hunter. The Catskills offer endless hiking, skiing, charming towns, local events, wedding venues, and farm-to-table dining. Follow us: @alpineridgeny
Popular amenities for Windham pet-friendly home rentals
Pet-friendly house rentals

Idyllic Mountain view Catskills home near Windham

Windham Farmhouse Escape
Woodstock Historic Artist Estate - The Pond House

Tranquil Hideaway with Mountain Views and Hot Tub

Mountain and tree view cabin on 12 private acres

Charming Home Lg/Mod Kit Hot Tub on Stream FirePit

Private Waterfall Retreat on 10 acres

Rustic Swedish Barn/Featured in Airbnb Magazine
Pet-friendly home rentals with a pool

Windham Condo

Secluded Woodstock Retreat -Heated Pool and Sauna

Catskills Retreat | Heated Pool & Hot Tub

Modern Upstate Cabin, near Rhinebeck NY

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

Mtn View Lux Dome w/ Heated Plunge Pool

White Holiday Cozy Chalet Pool/Hot Tub/bubble room

Swim. Float. Boat. Hot Tub. Fire Pit. Views. More.
Private, pet-friendly home rentals

Near Hiking • Hot Tub • Fire Pit • Game Room

Cabin by the woods, Hunter Mountain & Kaaterskills

Dry Brook Cabin

Catskills Mountain Cabin with Fire Pit and Hot Tub

Mountain View Condo • Windham

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Kashmir on the lake Catskills Hunter, NY

The Garden House - Private, Secluded, & Mt Views!
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 2,126 | ﺩ.ﺇ 1,862 | ﺩ.ﺇ 1,774 | ﺩ.ﺇ 1,631 | ﺩ.ﺇ 1,113 | ﺩ.ﺇ 1,340 | ﺩ.ﺇ 1,278 | ﺩ.ﺇ 1,351 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,186 | ﺩ.ﺇ 1,715 |
| Avg. temp | -4°C | -3°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | -1°C |
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Howe Caverns
- Windham Mountain
- Catamount Mountain Ski Resort
- Glimmerglass State Park
- June Farms
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Taconic State Park
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Hunter Mountain Resort
- Mohonk Preserve
- Peekamoose Blue Hole
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- Norman Rockwell Museum
- Naumkeag
- MVP Arena





