
Holiday rentals with outdoor seating in Windham
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Windham

Total holiday rentals
Explore 100 holiday rentals in Windham

Nightly prices starting at
Windham holiday rentals start at $185 AUD per night before taxes and fees

Verified guest reviews
Over 4,310 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Windham holiday 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 Holiday Houses with Outdoor Seating in Windham
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
Plan your all-seasons escape to this gorgeous new mid-century modern chalet with can't-beat direct views of Windham Mtn, less than a 5 minute drive away. Situated between state land and an active creek, enjoy this mountain getaway's hot tub, firepit, game room, open floor plan and other luxury amenities. Just 2.5 hours from NYC, and minutes away to skiing (<5 min to Windham Mtn, 15 min to Hunter Mtn, 40 min to Belleayre Mtn), hiking, biking, swimming, golfing, fishing, vineyards and restaurants!
ValueLocationBarbecue

Embrace nature in style @ #killercatmountainhouse
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 & unexpected Catskills experience. Embrace summer 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.
LocationOutdoor spacesQuiet

Catskill Mts Artist Cabin Hike Dine Star Firegaze
June ! Hiking, Kayaking Outdoor Dining In Town Or Patio under Starry sky w/Woodfire …Our storybook cabin is privately nestled in heart of the Catskill Mts, near seasonal stream and lake, under open sky surrounded by forest. Enjoy very nearby skiing; Windham and Hunter Mts, hiking, dining, antique, farm mkts. Experience true quiet, endless stars, staring into a wood fire, w/complimentary firewood, natural fabrics, authentic art/vintage design, full kitchen, rain shower, stone patio, grill.
Outdoor spacesValueCheckout

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 :)
Outdoor spacesLocationDecor

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.
Outdoor spacesLocationGetting around

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.
LocationOutdoor spacesLaundry

*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.
LocationValueAir conditioning

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!
LocationValueGetting around

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.
LocationOutdoor spacesTV

Sweet cottage near Hunter Mountain
This is our home away from home where we love to go in our free time. The house is 10 min drive from Hunter mountain or Windham. Great for skiing in winter / hiking in summer. WiFi: YES! High speed internet, Fiber Optic, 200Mbps. Perfect for work from home. Netflix, Disney+ and great selection of movies is available for all guests which you may enjoy on new 75 inch TV. Great for movie nights! Sound system through out the house is also available. Baby equipment upon request.
Outdoor spacesLocationCondition

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.
LocationOutdoor spacesHospitality

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.
LocationValueHiking
Popular amenities for Windham outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Hillside Views in Hudson Valley
LocationOutdoor spacesSolo travel

Big Red Retreat 3 min to Windham Mountain & Golf!
LocationValueHiking

Windham Farmhouse Escape
Outdoor spacesLocationFamily

Mountain Chalet Retreat New Hot Tub
ValueLocationHiking
Woodstock Historic Artist Estate - The Pond House
LocationOutdoor spacesView

Scandi A-Frame w/Hot Tub & Sauna
ValueOutdoor spacesAccess

Pet Friendly, Close to Hiking and Mountain Lakes
Outdoor spacesLocationBackyard

Valley View Chalet: AC, Hot Tub, Firepit, Games
ValueOutdoor spacesBarbecue
Apartment rentals with outdoor seating

Catskill Village House - Studio w/ Private Terrace
LocationValueAccess

Burnt Knob Mountain Escape
LocationOutdoor spacesCheckout

Mountain View Retreat~Sunny Hill Golf / Skiing
LocationValueParking

Hudson River Beach House
ValueLocationFamily

Escape to a Sleek, Serene Studio on the Riverbank
Outdoor spacesLocationRiver

Catskill Getaway, Ski Windham & Hunter Mountains
ValueOutdoor spacesFamily

Cozy Clean apt 5 min to Hunter Dog Heaven
Outdoor spacesValuePets

Foothills of the Catskills
Outdoor spacesValueGetting around
Condo rentals with outdoor seating

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

Trailside At Hunter-Phase II-Hunter NY
LocationValueBathroom

Windham Condo
ValueOutdoor spacesQuiet

Hunter creekside condo with mtn. view
LocationComfortNearby

Ski on/ Ski off Country Condo Hunter Mountain
Outdoor spacesLocationCleanliness

Hunter Mountain 2BR Condo - Steps to Ski Slopes!
Outdoor spacesValueCondition

Walk to Hunter Mtn Slopes (5 Min) + Fireplace
LocationOutdoor spacesHiking

MountainViews/PoolOpens6/27•10 MinToLakes•Farm
ValueOutdoor spacesIndoor spaces
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $780 AUD | $712 AUD | $642 AUD | $432 AUD | $452 AUD | $462 AUD | $496 AUD | $549 AUD | $508 AUD | $524 AUD | $556 AUD | $691 AUD |
| 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 |
Destinations to explore
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- 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
- Windham Mountain
- Catamount Mountain Ski Resort
- Glimmerglass State Park
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Bash Bish Falls State Park
- June Farms
- Thacher State Park
- Hunter Mountain Resort
- Zoom Flume
- Taconic State Park
- Mohonk Preserve
- Walkway Over the Hudson State Historic Park
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Naumkeag
- Peekamoose Blue Hole
- Poets' Walk Park





