
Ski-in/out rentals near Windham Mountain
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/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.

Enchanted Woodstock Cottage with great hot tub
Stunning Woodstock home with great fireplace and outdoor hot tub in secluded wooded area yet only six minutes to the town of Woodstock! Near skiing,hiking and lakes. Cherry wood radiant heat floors, skylights and a stunning bluestone fireplace and piano. Three bedrooms- (two with queen beds/third room opens to deck with full-size bed. One bath. Thirty minutes to skiing! The indoor heated porch has amazing views, and the dining room is right off the kitchen, where you can enjoy beautiful meals.

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

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 🚫

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

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/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

Serene. Cozy. Close to all. Heart of Phoenicia
Family-friendly, ski-in/ski-out home rentals

Slopeside at Liftside Condo at Hunter

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

Clearview Mt House • On Hunter Mt Mins from Main

Catskills/Hunter Getaway w/new Kitchen/EV Charger

Slopeside Cozy Ski-in/Ski-out Hunter Mountain

Sauna equipped Belleayre Cozy Cabin

Hunter Mnt Condo - Hiking -Sleeps 8 Spring Getaway

Mountain Chalet | Hot Tub, Views + Work Ready
Ski-in/ski-out cabin rentals

Best value around, sauna cozy 4 Bedrooms 3 baths

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

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Hunter Mtn Log Cabin w/ View

Mountainside Cabin on Hunter Mountain

Hunter Haven/Luxury Cabin/Waterfall/River/Lake

The "Hog" Cabin. Year round perfect stay.

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

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

Trailside At Hunter-Phase II-Hunter NY

Quiet/cozy, close to slopes apartment

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

Lavish Skiing Condo With Fireplace Steps To Slopes

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

Hunter Mountain Ski Condo | WALK to the slopes!

Walk to Hunter Mtn Slopes (5 Min) + Fireplace
Quick stats about ski-in/out rentals near Windham Mountain

Total holiday rentals
Explore 30 holiday rentals in Windham Mountain

Nightly prices starting at
Windham Mountain holiday rentals start at $210 AUD per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday 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 holiday 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 a patio Windham Mountain
- Rentals with pools Windham Mountain
- Rentals with a washing machine and dryer Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a fire pit Windham Mountain
- Rentals with a hot tub Windham Mountain
- Pet-friendly rentals Windham Mountain
- House rentals Windham Mountain
- Rentals with outdoor seating Windham Mountain
- Rentals with a fireplace 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
- Howe Caverns
- Catamount Mountain Ski Resort
- Glimmerglass State Park
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Taconic State Park
- Hunter Mountain Resort
- Zoom Flume
- June Farms
- Walkway Over the Hudson State Historic Park
- Naumkeag
- Millbrook Vineyards & Winery
- Opus 40
- Poets' Walk Park
- Norman Rockwell Museum
- Hudson Chatham Winery
- Berkshire Botanical Garden
- New York State Museum





