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

Spring in style @ Killercat Mountain House
Natural splendor meets seductive style at #killercatmountainhouse, a design-focused retreat 5 minutes from Hunter Mountain—and 13 minutes to Windham Mountain—that delivers a fresh & colorful Catskills experience. Embrace spring from our expansive deck, hot-barrel sauna, fire pit & roomy hot tub, or unwind by the fireplace w/records & games. Our Parisian-chic décor provides Insta-worthy moments inside & out, while our epic views & amenities allow outdoor enthusiasts to indulge all season long.

Private cabin - 7 mins from ski mountain
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.

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.

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

Little Red Cabin Near Windham & Hunter w/ Hot Tub
Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

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.

Cozy Cottage with Stunning Mountain Views
Welcome to Solheim Cottage! Featuring gorgeous mountain views, less than two and a half hours from NYC, and ten minutes from Belleayre Ski Center, this cozy and private cottage is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape in the historic Catskills. The cottage is a short drive to Phoenicia, Woodstock, Andes, and Margaretville for shopping, dining, antiquing, skiing and exploring.

Catskills Mountain Cabin with Hot Tub and Fire pit
Set in the quiet town of Jewett, nestled among the Catskill Mountains is the Woodpecker House. It is a haven for a quiet, peaceful getaway but still incredibly convenient for reaching nearby towns and activities. Hunter and Windham are both only 10 min away boasting plenty of skiing, hiking and dining options. It's a place to enjoy the outdoors with friends and family, have a nice meal, play games, light a fire or relax in the hot tub. It’s a place to make memories!

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

5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
Escape to this newly renovated mountain cabin just 5 minutes from Windham Mountain ski resort! With a private fishing pond and a deck offering panoramic resort views, it's a perfect outdoor retreat. Inside, enjoy a pool table, Pac-Man arcade, and shuffleboard for endless fun. A 2-minute drive to town makes dining and shopping convenient. The cabin's modern amenities, cozy fireplace, outdoor firepit, and hot tub guarantee a comfortable and relaxing stay.
Popular amenities for Windham pet-friendly home rentals
Pet-friendly house rentals

Half Mile to Hunter w/ Views - Kaaterskill Kabin

Upstate Waterfront Saugerties Retreat-Near HITS

Architect's Farmhouse in Woodstock
Woodstock Historic Artist Estate - The Pond House

Cozy Mountain Cottage with Pond & Hot Tub

Valley View Chalet: AC, Hot Tub, Firepit, Games

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit

Cheerful Catskill Village Cottage
Pet-friendly home rentals with a pool

The Loft at Bearpen Mtn; near Hunter & Windham

Bluestone Escape - Where everyone is at home.

Enchanting Upstate Cabin w Pool, Firepit

Gorgeous Villa MntnViews, nr SKI, firepl, hot tub!

Highwoods Haven | saltwater pool and hot tub

Country Cottage w/ HOT TUB & Views

Private Catskills Cabin Retreat w/Hot Tub

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

The Log Cabin in the Catskills

Windham- beautifully renovated 4BR home

Mountain View Condo • Windham

Modern Chalet w/ Unforgettable Views on 22+ Acres

"THE PAINTED COW" 5 acre farm in the mountains!!

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Kashmir on the lake Catskills Hunter, NY

Glass Cabin | Private Hot Tub | Catskills Nature
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R10,704 ZAR | R9,379 ZAR | R6,830 ZAR | R4,333 ZAR | R4,316 ZAR | R5,505 ZAR | R5,913 ZAR | R6,253 ZAR | R5,080 ZAR | R5,165 ZAR | R5,488 ZAR | R7,935 ZAR |
| 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 |
Quick stats about vacation rentals that are pet-friendly in Windham

Total vacation rentals
Explore 60 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at R2,209 ZAR per night before taxes and fees

Verified guest reviews
Over 2,530 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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!
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- 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
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Windham Mountain
- Howe Caverns
- Thacher State Park
- Glimmerglass State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- June Farms
- Naumkeag
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery
- Hancock Shaker Village
- Walkway Over the Hudson State Historic Park
- Poets' Walk Park




