
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. Close Clean Cozy 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

Roseland, Streamside 1865 house. 7 min to slopes
This beautiful streamside 1865 farmhouse is a magical, spiritual, mountain Utopia, located between historical Phoenicia and Hunter Mountain. This landscaped property is nestled in the heart of the mountains. Awaken and revitalize to the soothing sound of the beautiful, trout filled, Stoney Clove Creek, located at the end of the spacious backyard. Turn off your cell, get away from the stress and pressures of life, and experience what the ancient Indians once called, the magic of the mountains.

Secluded Woodstock Retreat with Pool and Sauna
Stunning, tranquil mountainside retreat with exposed beams, saltwater swimming pool, sauna, fireplace, soaking tubs and rain shower. Situated on a 5-acre wooded hilltop a ten minute drive from Woodstock and close to miles of walking trails. Roast marshmallows on the fire pit, flip burgers on the top of the line 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.

Best value in Hunter sauna cozy 4 Bedrooms 3 baths
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!

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.

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 🚫

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.

Serene. Cozy. Close to all. Heart of Phoenicia
Hey Leaf Peepers, Phoenicia is hitting full stride right now with glorious color. Don't wait to show up."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.

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.

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.

Log Cabin with view Ski Slopes in Hunter Mountain
Winter is quickly approaching and we couldn't be more excited to hit the slopes at Hunter Mountain & Windham! Step out onto the deck, take a deep breath while your coffee mug warms up your hands and open your ears to the therapeutic sound of the stream right from your backyard. Our home screams peace and quiet and is waiting for YOU.
Popular amenities for ski-in/ski-out rentals near Windham Mountain
Ski-in/ski-out house rentals

True Ski-In/Ski-Out Cozy Family Trailside Chalet

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

Dog friendly/Generator/free Level 2 EV charger

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

Cozy 3 bedroom summer winter home

Luxury w stunning view and hot tub; near Woodstock

Beautiful Modern Mountain Retreat ~ Slope Side

Spacious 3 BR Townhouse. Minutes to Ski Lifts
Family-friendly, ski-in/ski-out home rentals

SunFlower Suite at WoodPecker Hollow

Slopeside at Liftside Condo at Hunter

AK Lodge- 9 BR VILLA JUST FOR YOU AND YOUR FAMILY

Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse

Slopeside Cozy Ski-in/Ski-out Hunter Mountain

Sauna equipped Belleayre Cozy Cabin

Enchanted Woodstock Cottage with great hot tub

Hunter Mnt Condo - Hiking -Sleeps 8 Spring Getaway
Ski-in/ski-out cabin rentals

Fireplace + EV Charger: 8 mins to Belleayre

Only Ski In Out on Mtn | Hike, Golf, Fish, Unwind

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Only Ski In Out on Mtn| Hike, Golf, Fish, Recharge

2-Level Cabin @ Scribners | Huge Spa & 3 Balconies

Hunter Mtn Log Cabin w/ View

The "Hog" Cabin. Year round perfect stay.

Ski on ski off 4 BR Hunter Highlands Condo
Ski-in/ski-out condo rentals

Slope Side Luxe | Views, Decks, Walk to Mtn & Town

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

Trailside At Hunter-Phase II-Hunter NY

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

Ski On/Off Home Sleeps 12! Cozy Home- Top Location

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

Perfect Catskills hiking getaway with fireplace

Hunter Mountain Ski Condo | WALK to the slopes!
Quick stats about ski-in/ski-out rentals near Windham Mountain

Total vacation rentals
Explore 30 vacation rentals in Windham Mountain

Nightly prices starting at
Windham Mountain vacation rentals start at G$31,328 GYD per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Windham Mountain vacation rentals include wi-fi 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 outdoor seating Windham Mountain
- Rentals with pools Windham Mountain
- Rentals with a washer and dryer Windham Mountain
- Rentals with a fireplace Windham Mountain
- Rentals with a fire pit Windham Mountain
- Rentals with a hot tub Windham Mountain
- Pet-friendly rentals Windham Mountain
- Rentals with a patio Windham Mountain
- Family-friendly rentals Windham Mountain
- House rentals 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
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Howe Caverns
- Glimmerglass State Park
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Plattekill Mountain
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- June Farms
- Naumkeag
- Opus 40
- Cooperstown Dreams Park
- Berkshire Botanical Garden
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery
- Hancock Shaker Village
- New York State Museum




