
Ski-in/Ski-out rentals near Windham Mountain
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals near Windham Mountain
Guests agree: these stays are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Hunter Mtn. Clean Cozy Close Condo *Great Reviews*
Village of Hunter clean, cozy studio condo featuring vintage decor. Short walk to Ski Slopes, Snowtubing, Scenic Skyride, Dolan's Lake/Beach, Pickle Ball & Basketball Courts, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. Murphy bed w/ full size comfy Casper Mattress, sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

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.

Top-rated rental, AC sauna cozy 4 Bedroom 3 bath
Welcome to our cozy yet spacious four bedroom, three-bath (one with a clawfoot tub) retreat at the base of Hunter Mountain. We’re within walking distance of a movie theater, café, synagogue, and other local favorites with Windham Mountain just a short drive away. Unwind outdoors: enjoy a meal under the stars, gather around the fire pit, or rejuvenate in our brand-new outdoor sauna.Owner-managed with no cleaning fees, plus flexible check in/out whenever possible. Come relax and be our guest!

Catskill Cabin, Little Owl Apt #1 * * * * *
Little Owly Apartment at the base of Belleayre Mountain 🏔️ A cozy Catskills retreat with a secluded private porch Perfect for slow mornings, fresh air, and year round escapes 🌿 Natural fineness meets charming style. Thoughtfully designed for relaxed stays, with a focus on healthy living and connection to nature 🌱 Surrounded by miles of forest, enjoy mountain views, quiet moments, and the outdoors right outside your door 🦉 Follow @alpinefourseasonlodge No parties or events 🚫

Secluded Woodstock Retreat -Heated Pool and Sauna
Stunning, tranquil mountainside retreat with exposed beams, heated saltwater swimming pool, sauna, fireplace, soaking tub and rain shower. Situated on a 5-acre wooded hilltop, a ten minute drive to Woodstock and close to miles of walking trails. Roast marshmallows on the fire pit, flip burgers on the charcoal grill, and enjoy one of the best stargazing spots around. Indoors, find a well equipped kitchen and cinema sized tv screen with Netflix/Apple TV. Convenient to ski slopes.

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax
Mountainside 1 bedroom cabin that fits 4! Ski on/off Hunter Mountain right from your doorstep. Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to the picturesque, colorful village of Tannersville, majestic Kaaterskill Falls, and renowned fishing! Fully stocked kitchen/bathroom, full entertainment system with streaming, high-speed WiFi, and dedicated work space.

Tivoli Star Gazing Cabin
Down a long driveway, set amongst 100 year old trees and meadows, the cabin offers time in the quiet country though only minutes to the lively village of Tivoli. With a wrap around porch for morning coffee, fire fly viewing or star gazing. It has a soaking tub, with a hand held shower. The cabin is part of our family compound of a main house and a small garden hut. Each property has an independent outdoor space for relaxing and privacy.

Fireplace +EV Charger: Hike by Day, Relax by Night
A peaceful retreat in the Catskills on 14+ acres! Just minutes from Belleayre Moutain. Fleischmanns, Arkville, Margaretville, Phoenicia, and Roxbury. Ski/snowboard at Belleayre Ski Center or nearby Plattekill Mountain, hike the property and discover Emory Brook, visit local farmers’ markets, go fly fishing or tubing on the Esopus, or just relax, grill out and enjoy the fireplace. We want to share our cabin in the Catskills with you!

Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse
A cozy townhouse 3 bdrm /2.5 bath in the center of the Catskills (Windham Mountain Village), this retreat is perfect for families, celebratory events or just a quiet nature getaway. From wineries to breweries, to zip lining and hiking, to admiring the many waterfalls, this area has something for everyone! PLEASE NOTE: POOL AND HOT TUB WILL BE CLOSED FROM SEPTEMBER 2 to NOVEMBER 27, 2025

Serene. Cozy. Close to all. Heart of Phoenicia
"Such a cute place with cabin-in-the-woods vibes but all the conveniences of being in town." What Shannon said in her 5 star review. Relax and reconnect in this calm and quiet little house nestled in the center of our cool village. Lounge around a glowing campfire in the back yard with S’mores or spin viny. On NYC bus route and ski shuttle.

Cozy Downtown Hunter Mountain Getaway
Keep it simple at my peaceful and centrally-located loft. You are at the footsteps of Hunter Mountain, right beside Dolan's Lake and a very short drive to all of Village of Hunter restaurants, bars, cafes, hikes and conveniences. You can easily walk to Hunter Mountain and the Trailways Bus line. The condo has its own wifi and 2 roku TV’s.
Popular amenities for ski-in/ski-out rentals near Windham Mountain
Ski-in/ski-out house rentals

Contemporary MOUNTAINSIDE home

Hunter's Top Rated Airbnb - Best Location Steps from Lodge

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

Roseland, Streamside 1865 house. 7 min to slopes

Cozy 3 bedroom summer winter home

Sweet cottage near Hunter Mountain

“Ski/Hike/Mtn Bike out the door Trailside Chalet”

Luxury w stunning view and hot tub; near Woodstock
Family-friendly, ski-in/ski-out home rentals

The "Hog" Cabin. Year round perfect stay.

Windham Mountain Chalet | Hot Tub, Views, A/C

Luxe Chalet | Inground Pool | Game Room | FirePit

Hunter Mnt Condo - Hiking -Sleeps 8 Spring Getaway

Cozy Forest Retreat Near Belleayre and Breweries

Hunter Happy Trails Ski ON/OFF*Mtn VIEWS*SAuNA

Cozy Condo at Hunter Mountain

Clearview Mt House • On Hunter Mt Mins from Main
Ski-in/ski-out cabin rentals

Hunter Mtn Log Cabin w/ View

The Hunter River Cabin - Hunter Mountain/Snowboard

Ski on ski off 4 BR Hunter Highlands Condo

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Mountainside Cabin on Hunter Mountain

Walk to Ski Lift! Charming Hunter A-Frame

2BR 2BA Hunter Mountain A-Frame-Walk to ski lifts!

Only Ski In Out on Mtn | Hike, Golf, Fish, Unwind
Ski-in/ski-out condo rentals

Cozy Slope Side Retreat

Trailside At Hunter-Phase II-Hunter NY

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

Spacious 5 bed 5 1/2 Bath Across From Windham Mtn!

Liftside Hunter Mtn. Best Ski On/Off 2BR/2BA.

Cozy Slopeside Condo @ Hunter Mountain

Walk to Hunter Mtn Slopes (5 Min) + Fireplace

Hunter Mountain 2BR Condo - Steps to Ski Slopes!
Destinations to explore
- Rentals with pools Windham Mountain
- House rentals Windham Mountain
- Pet-friendly rentals Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a hot tub Windham Mountain
- Ski-in/ski-out rentals Windham
- Ski-in/ski-out rentals Greene County
- Ski-in/ski-out rentals New York
- Ski-in/ski-out rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- June Farms
- Catamount Mountain Ski Resort
- Howe Caverns
- Glimmerglass State Park
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Mohonk Preserve
- Plattekill Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- MVP Arena
- Lake Minnewaska
- Naumkeag
- Ranch Skydive
- Poets' Walk Park





