
Pet-friendly home rentals near Windham Mountain
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Top-rated pet-friendly home rentals near Windham Mountain
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6 Bedroom 1860 Farmhouse Mountain Views Windham
Near Windham! Take time away from it all to enjoy a beautifully situated private farm on a 150- acre mountain top. Favorite things to experience are exploring the wilderness, waterfalls, farm animals, the sunrise from the front porch, the sunset view from the upper mountain field, collecting eggs, skiing, snowshoeing, cross country skiing, sledding, Lake access at Huyck Preserve (kayak, swimming hiking, picnics), cooking farm fresh meals (farm to table ingredients by the season). Exquisite stars
4.99 out of 5 average rating, 112 reviews
"THE PAINTED COW" 5 acre farm in the mountains!!
"Come to nature" ALL FOUR SEASONS at our lovely renovated 1900s farmhouse set on 5 acres one mile from Windham Mountain Club. 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: Starry skies, walking distance to Main St, wraparound porch, cozy evenings around the fire pit. Let the dogs and kids just run or cruise the Toboggan Hill on a snowy day.
4.99 out of 5 average rating, 110 reviews
Charming Home Lg/Mod Kit Hot Tub on Stream FirePit
Beautiful Country setting, Large fire pit across bridge next to beautiful stream w 6 Adirondack chairs,new stream side bluestone patio.2.6 miles from Ski Windham. Modern spacious kitchen Wolf &Sub Zero , Breville Barista espresso machine, comfy living rm with gas fireplace and 1906 antique player piano, flat screen smart TV. Large deck with stream view ,outdoor flat screen tv. Newly installed 6 Person Hot Tub w waterfall,2 person shower for relaxation after a hike. Gas fire table on deck also.
4.96 out of 5 average rating, 115 reviews
Amazing + pet friendly gem in the heart of Windham
Amazing 2 floor spacious getaway with A/C just minutes away from Windham Mountain ski resort, hiking trails, and great restaurants. Family friendly home with a large inviting living room, 2 spacious bedrooms, 2 full bathrooms and wood burning fireplace. Updated kitchen appliances, super-fast Wi-Fi and 3 smart TV's. Many extras including parking, 2 tennis courts, swimming pool and firepit. BBQ Grill on private back deck with scenic views. Winter season rentals preferred during Dec - March.
4.89 out of 5 average rating, 179 reviews
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 :)
5.0 out of 5 average rating, 420 reviews
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.
4.95 out of 5 average rating, 515 reviews
*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.
4.89 out of 5 average rating, 125 reviews
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.
4.86 out of 5 average rating, 175 reviews
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!
4.94 out of 5 average rating, 120 reviews
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.
4.99 out of 5 average rating, 184 reviews
Catskills Mountain Cabin with Fire Pit and Hot-Tub
Nestled in the quiet town of Jewett in the Catskill Mountains, Woodpecker House is a peaceful retreat with convenient access to nearby towns and activities. Windham and Hunter are just 10 minutes away, offering hiking, skiing and great dining options year-round. Spend your days enjoying the outdoors with friends and family, then unwind with a shared meal, games by the fire, or a relaxing soak in the hot tub under the stars - perfect for making lasting memories.
4.95 out of 5 average rating, 132 reviews
Mtn Views • Firepit • 5 Min to Hiking/Brewery
Welcome to the West Kill Lodge! We invite you stay in our cozy quintessential log cabin with everything you love about the Catskills at your fingertips - amazing mountain views, close to skiing (Hunter & Belleayre) & hiking, a firepit, wood burning stove, a well-stocked kitchen, a brewery down the road, a plethora of board games, a ping pong table, a soaking tub & plenty of space for the kids to run around. We've got it all - come stay!
4.95 out of 5 average rating, 170 reviewsPopular amenities for pet-friendly home rentals near Windham Mountain
Pet-friendly house rentals

Cozy Mountain Cottage with Pond & Hot Tub
4.95 out of 5 average rating, 128 reviews
Pet Friendly, Close to Hiking and Mountain Lakes
4.96 out of 5 average rating, 129 reviews
Windham Farmhouse Escape
4.97 out of 5 average rating, 114 reviews
Valley View Chalet: AC, Hot Tub, Firepit, Games
4.99 out of 5 average rating, 171 reviews
Private Waterfall Retreat on 10 acres
4.98 out of 5 average rating, 196 reviews
Serendipity Lake House on Lake Heloise
4.91 out of 5 average rating, 180 reviews
Idyllic Mountain view Catskills home near Windham
4.89 out of 5 average rating, 108 reviews
Secluded 55 acre Windham Getaway w/ 6BRs + Hot Tub
4.94 out of 5 average rating, 176 reviewsPet-friendly home rentals with a pool

Windham Condo
4.69 out of 5 average rating, 128 reviews
Catskills Retreat | Heated Pool & Hot Tub
4.95 out of 5 average rating, 250 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
4.99 out of 5 average rating, 279 reviews
Woodstock Historic Artist Estate- The Museum House
4.96 out of 5 average rating, 185 reviews
White Holiday Cozy Chalet Pool/Hot Tub/bubble room
4.9 out of 5 average rating, 133 reviews
Catskills Family Retreat: Pool, Sauna and Animals!
4.98 out of 5 average rating, 189 reviews
Charming home - views of Hunter Mountain slopes
4.91 out of 5 average rating, 180 reviews
Hunter Mountain Retreat | Views, Pool & Fireplace
4.86 out of 5 average rating, 108 reviewsPrivate, pet-friendly home rentals

HiddenCatskillsCabin•PrivateTrails•Octoberfest
4.98 out of 5 average rating, 105 reviews
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
4.98 out of 5 average rating, 45 reviews
Windham Mountain Chalet | Hot Tub, Views, A/C
4.8 out of 5 average rating, 20 reviews
Pool |MTNView| HotTub |Sauna| Games|Movie| Firepit
4.97 out of 5 average rating, 37 reviews
Aframe Escape | Hot tub | Movie Room | Karaoke
5.0 out of 5 average rating, 60 reviews
Mountain Views-Game Room-Hot Tub-5 minutes to town
5.0 out of 5 average rating, 52 reviews
Cozy Family-Friendly A-Frame - Windham with AC
4.96 out of 5 average rating, 24 reviews
Luxury Modern Windham 5BR/4.5BA, Sleeps 12.
5.0 out of 5 average rating, 26 reviewsPet-friendly home rentals with a hot tub

The Barnhouse - Ski House near Hunter and Windham
4.91 out of 5 average rating, 309 reviews
The Lakefront Chalet - Ski, Ride, Golf, Bike, Hike
4.98 out of 5 average rating, 203 reviews
Near Hunter & Windham • Hot Tub • Game Room
4.98 out of 5 average rating, 121 reviews
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
4.99 out of 5 average rating, 159 reviews
Window wall w/ views, Hot Tub, 4mn from Hunter Mtn
4.95 out of 5 average rating, 136 reviews
Luxury Farmhouse Retreat on 50 acres
5.0 out of 5 average rating, 104 reviews
Modchalet with hot tub and EV-charger
4.82 out of 5 average rating, 110 reviews
Paws & Pines | Fully Fenced Yard+Dog Park+Hot Tub
4.96 out of 5 average rating, 184 reviewsDestinations to explore
- Rentals with pools Windham Mountain
- House rentals Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a hot tub Windham Mountain
- Ski-in/ski-out rentals 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
- June Farms
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Howe Caverns
- Glimmerglass State Park
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Thacher State Park
- Bash Bish Falls State Park
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Naumkeag
- Lake Minnewaska
- MVP Arena
- Ranch Skydive
- Poets' Walk Park





