
Holiday rentals with outdoor seating near Windham Mountain
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating near Windham Mountain
Guests agree: these stays are highly rated for location, cleanliness and more.

Private Waterfall Retreat on 10 acres
Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

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 :)

Windham Mountain Village 2 bedroom townhouse
This 2 bedroom, 2 bath Townhouse with loft that sleeps 8 (max 6 adults) is located at the top of Windham Mt Village a very short walking distance from the Windham ski lodge and beginner lifts. Fully equipped kitchen, dining area, living area with fireplace including firewood. TV with cable and free high speed wifi. Outdoor deck with gas grill. Washer and Dryer. 2 parking spots in front. Access to community pool and hot tub when open usually summer and winter. Air Conditioning in summer.

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.

Modern House with Mountain View @Getawind
Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Alpine Chalet on Spectacular Property
Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

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

Cozy Creekside Cabin | 5 Mins to Windham Mt!
Nestled in the hills of Windham NY, the Creekside Cabin is a hidden gem just under 2.5 hours from NYC. Ideal for families and small groups of friends, this cozy cabin features three bedrooms, one bathroom, a comfortable living room overlooking a tranquil creek, and a fully equipped kitchen with a wood-burning fireplace. Whether you're looking for a weekend escape or a longer retreat, the Creekside Cabin offers a peaceful and relaxing stay in a beautiful natural setting.

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.

Stay on Windham Mt- Mins to Main St + Hot Tub
A unique blend of architectural and design features, this home is one of a kind and perfect for your mountain getaway. The expansive 3800+ sq ft mountain retreat features 5 bedrooms, 5.5 bathrooms, and two large living areas, providing plenty of space to accommodate family & friends. There is also a brand new speakeasy bar to enjoy. Steps to the ski trail (or mountain biking) and hiking, golf, restaurants, and wedding venues, the location is ideal for all seasons.

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.
Popular amenities for rentals with outdoor seating near Windham Mountain
House rentals with outdoor seating
Woodstock Historic Artist Estate - The Pond House

Cozy Mountain Cottage with Pond & Hot Tub

Scandi A-Frame w/Hot Tub & Sauna

Tranquil Hideaway with Mountain Views and Hot Tub

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

Modern Mountain Retreat with Views on 18 Acres

Lux Modern Cabin at Hunter Mountain

Wow! Panoramic Mountain View, Minutes to Windham!
Apartment rentals with outdoor seating

D & D’s Place

Burnt Knob Mountain Escape

Mountain View Retreat~Sunny Hill Golf / Skiing

Hudson River Beach House

Catskill Getaway, Ski Windham & Hunter Mountains

Chic Country Apt in Woodstock, NY

Cozy Clean apt 5 min to Hunter Dog Heaven

Foothills of the Catskills
Apartment rentals with outdoor seating

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Trailside At Hunter-Phase II-Hunter NY

Windham Condo

Hunter creekside condo with mtn. view

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

Slopeside Condo with wood fireplace

Walk to Hunter Mtn Slopes (5 Min) + Fireplace

MountainsViewSereneGetawayNearTrailsLakes
Other holiday rentals with outdoor seating

Catskills Mountain Cabin with Hot Tub and Fire Pit

Mountain View Condo • Windham

Willow Treehouse - secluded, unique, romantic

Luxurious Chalet w/ Incredible Views on 20+ Acres

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Mtn Views • Firepit • 5 Min to Hiking/Brewery

Catskills Design Cabin on 5 Acres + Views, Firepit

The Windham A
Quick stats about holiday rentals with outdoor seating near Windham Mountain

Total holiday rentals
Explore 30 holiday rentals in Windham Mountain

Nightly prices starting at
Windham Mountain holiday rentals start at £111 per night before taxes and fees

Verified guest reviews
Over 1,350 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Windham Mountain holiday rentals include wifi access

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

4.9 Average rating
Windham Mountain stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a firepit Windham Mountain
- Pet-friendly rentals Windham Mountain
- Rentals with a fireplace Windham Mountain
- Rentals with a patio Windham Mountain
- Rentals with a hot tub Windham Mountain
- Rentals with pools Windham Mountain
- Rentals with a washing machine and dryer Windham Mountain
- Family-friendly rentals Windham Mountain
- House rentals Windham Mountain
- Ski-in/ski-out rentals Windham Mountain
- Rentals with outdoor seating Windham
- Rentals with outdoor seating Greene County
- Rentals with outdoor seating New York
- Rentals with outdoor seating 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
- Bash Bish Falls State Park
- Plattekill Mountain
- Hunter Mountain Resort
- Taconic State Park
- Zoom Flume
- June Farms
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Walkway Over the Hudson State Historic Park
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery
- Hancock Shaker Village
- Poets' Walk Park
- New York State Museum





