
Pet-friendly home rentals near Windham Mountain
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals near Windham Mountain
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

"THE PAINTED COW" 5 acre farm in the mountains!!
"Come to nature" ALL FOUR SEASONS at this newly renovated 1900 farmhouse set on 5 acres only 1 mile from Windham Mountain Ski Resort. This vacation rental is perfectly suited for multi-family and friend getaways. Highlights: original artwork throughout, large country kitchen, cozy open bunk cove for kids, laptop workspaces. Outside: Walking Distance to Main St, wraparound porch, bundle up for a cozy evening around the fire pit, let the kids just run or cruise the "Toboggan Hill" on a snowy day

Le Chalet Catskills: Mountain View• Sauna• Hot Tub
Le Chalet Catskills is a modern, luxury mountain escape set on 10 private acres near Hunter, Windham, and Belleayre. Made for those who appreciate great design, style, and comfort, it’s the perfect place to create special memories with friends and family. Take in sweeping mountain views, unwind in the cedar sauna, soak in the hot tub under the stars, and gather around the firepit for cozy nights. With a chef’s kitchen and thoughtful interiors, it’s a Catskills getaway you’ll want to return to.

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 22+ 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.

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 :)

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

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.

Secluded Fernwood Chalet, Hot Tub, & Sauna House
Come immerse yourself in the beauty of the Catskills and enjoy the Fernwood chalet featuring mountain views and set upon 32 acres with private hiking trails, a hot tub, and a sauna house! Enjoy skiing in the winter (9 min. To Windham mtn., 18 to Hunter)hiking when it's warmer, fishing, swimming holes, lakes, you name it! Several wonderful dining options in the town of Windham, farmers markets & festivals, and other excursions a short drive away, or simply zen out at Fernwood!

Chalet with HotTub 5 min to Windham, 15 min Hunter
Cozy Chalet style house nestled in a quiet spot and 5 minutes to Windham Mountain and close to hiking trails 15 minutes to Hunter Mountain 40 minutes to Belleayre Mountain. Relax by the fireplace after skiing TV with Netflix, Amazon and Hulu. Confortable couch with a equipped kitchen With 3 bedrooms. This property has a beautiful yard. Fairly private yet close to everything. Supermarket and restaurants near by (5 min by car) 15 min. to Colgate Lake 25 min. to Kaaterskill Falls

Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.
Popular amenities for pet-friendly home rentals near Windham Mountain
Pet-friendly house rentals

Windham Farmhouse Escape
Woodstock Historic Artist Estate - The Pond House

Cozy Mountain Cottage with Pond & Hot Tub

Pet Friendly, 10 mins to Hunter & Windham mountain

The Stone House

Tranquil Hideaway with Mountain Views and Hot Tub

Charming Home Lg/Mod Kit Hot Tub on Stream FirePit

Private Waterfall Retreat on 10 acres
Pet-friendly home rentals with a pool

Windham Condo

Highwoods Haven | saltwater pool and hot tub

Secluded Woodstock Retreat -Heated Pool and Sauna

Private Catskills Cabin Retreat w/Hot Tub

Modern Upstate Cabin, near Rhinebeck NY

Woodstock Mountain Cottage w/ Pool and Mtn Views

Luxury Prvt Estate w/Hot Tub+Gameroom nr Rhinebeck

White Holiday Cozy Chalet Pool/Hot Tub/bubble room
Private, pet-friendly home rentals

Home Alone Tiny

Catskills Mountain Cabin with Hot Tub and Fire Pit

Mountain View Condo • Windham

Mtn Views • Firepit • 5 Min to Hiking/Brewery

Cozy Cabin Condo by the Mountain, 5mins to skiing!

The Garden House - Private, Secluded, & Mt Views!

Fraxinus House - Ideal for Windham & Hunter

Luxury A-Frame Cabin in the Woods with Sauna
Pet-friendly home rentals with a hot tub

Near Hiking • Hot Tub • Fire Pit • Game Room

Mountain View Hideaway

Secluded 55 acre Windham Getaway w/ 6BRs + Hot Tub

Crows Nest Mtn. Chalet

Hot tub with stunning views, 5 min to Woodstock

Stream Come True | Hot Tub, Ski, Hike, Relax

Container Cabin in the Catskills (Field)

Tiny Home A-Frame with Hot Tub & Creek
Quick stats about pet-friendly home rentals near Windham Mountain

Total vacation rentals
Explore 20 vacation rentals in Windham Mountain

Nightly prices starting at
Windham Mountain vacation rentals start at $248 CAD per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Windham Mountain vacation rentals include wifi access

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

4.8 Average rating
Windham Mountain stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a patio Windham Mountain
- Rentals with a fireplace Windham Mountain
- House rentals Windham Mountain
- Ski-in/ski-out rentals Windham Mountain
- Rentals with pools Windham Mountain
- Rentals with a hot tub Windham Mountain
- Rentals with a firepit Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with outdoor seating Windham Mountain
- Rentals with a washer and dryer Windham Mountain
- Pet-friendly rentals Windham
- Pet-friendly rentals Greene County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Glimmerglass State Park
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Plattekill Mountain
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Taconic State Park
- Zoom Flume
- June Farms
- Walkway Over the Hudson State Historic Park
- Opus 40
- Naumkeag
- Norman Rockwell Museum
- Millbrook Vineyards & Winery
- Poets' Walk Park
- Berkshire Botanical Garden
- Hancock Shaker Village
- New York State Museum





