
Ski-in/Ski-out holiday rentals in Windham County
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Windham County
Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.

Lovers Honey Pond Treehouse with hot tub & sauna
Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣

Mountain Getaway @ Seasons on Mt Snow (Ski-In/Out)
Escape to Seasons on Mount Snow & stay in our fully equipped 2 bedroom (ski in/out) condo. Our location is the best on the mountain ... right between the main face & Carinthia Freestyle Park! Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mount Snow facilities where you can relax in a hot tub, pool or sauna. See below for info on activities in the warmer months including hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

Modern Mount Snow Gnarvana | Walk to Lodge & Lifts
Experience Gnarvana at Mount Snow! Escape to a chic and cozy retreat in the Green Mountains with our newly-renovated townhome. This modern rustic getaway is located just steps away from Carinthia's base lodge and lifts, offering unparalleled access to the slopes and mountain views. Perfect for couples, families, or small groups, this is the ideal home base for your next mountain adventure for any of the four seasons. We can't wait for you to shred the gnar with us! Follow us on IG: @gnarvana_vt

MtSnow* HotTub* Pool * AirHockey* PingPong * Darts
Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna
Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Summit View Ski and Golf Retreat w/hot tub & Sauna
Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratton's 27 Hole Championship Golf Course. Beautifully remodeled! Relax in the hot tub on the deck with direct summit views in any season. Enjoy shuttle access to lifts, minutes from snowmobiling, hiking, fine dining and shopping. Comfortable accommodations for 6 adults and 5 children. Perfect for 2 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Ski in-out Seasons Condo on mtn-sports center-pool
True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

Magical Ski-In/Ski-Out Condo at Magic w/ game room
Relax trailside at Magic Mountain in a 1 bedroom, 1 bathroom ski in/ski out condo. Best suited for 4-5 guests with a queen size bed and a bunk bed. We have a massive couch if you add a few more. Great proximity to Bromley, Stratton, Okemo and Viking Nordic Center. The condo has a game room area just down the hall. On the lower level you have access to a locker room to store your skis etc. and a very small fitness area. Outside find picnic tables and fire pits all overlooking the mountain.

Stratton walk on/ski off, Kings, hot tub, shuttle
Perfect spot for year round relaxation! Located on Stratton Mountain this townhome has everything you could want. • 4 bedrooms • 4 full bathrooms (bathroom on every floor!) • Sleeps 10 across 7 beds (3 King and 2 sets of twin bunks) • 2 living areas • Hot tub • Shuttle • Walk to trails! ~400 yard walk • Ski nearly all the way home! ~50 yard walk • 5 min to Pikes Falls swimming hole • 18 min to Bromley • 25 min to Manchester PLEASE NOTE: Ski on/off is snow/weather dependant!

Mt Snow Ski In/Out at Seasons
Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

Luxury Stratton condo just steps to the lift!
Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!

MountSnow ski on/off condo in Vermont
Pool and Sports Center is open. Hours vary by day BBQ available for use by the outdoor pool pavilion On Mount Snow, Across from the Tin Lizzy trail leading to the Sundance Base Lodge and access to the Seasons Pass trail leading back to the condo. Very unique Condo in seasons as it has high vaulted ceilings. Condo is a 2 bedroom, 2 bathroom with 2nd bedroom on 2nd floor. Plenty of tennis and pickleball courts Best parking on the mountain
Popular amenities for Windham County ski-in/ski-out rentals
Ski-in/ski-out house rentals

The Sugar House

Entire Craftsman House Rental

Private chalet | hot tub, shuttle & ski home trail

Trailsedge at Mt Snow- Ski on/off. Hot tub.

Mt Snow Townhouse - Ski On/Off

SnowBridge Stratton Ski in/Out Trailside 4 Bdrm

Multi-Level Ski Retreat at Stratton Mountain

Game Room, near skiing and lake, walk to downtown
Family-friendly, ski-in/ski-out home rentals

Mount Snow Condo w/ Ski-Home Trail

SnowTree Chalet- Walk to lifts! 1 bedroom + Loft

Magic Mt Getaway - Close to Bromley Stratton Okemo

Spring at Mount Snow! Biking, Tennis, Pool, Sauna

Yurt Oasis in the Woods (The Mutley)

Cozy Studio | Ski-In Access + Kitchenette

4BD 2BA | Mount Snow VT | Ski-Back Trail | Shuttle

Stratton Duplex Condo Steps to Lifts, Village!
Ski-in/ski-out condo rentals

Ski In/Out, Cozy 3Bed condo steps to Village

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Your Vermondo awaits: Steps to Lifts & Village.

A Village location, Steps to the Lifts & Village

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!

Walk to Lift - 2 Bedroom Condo - Newly Renovated

Mount Snow direct access! Pool & hot tub! Ski

Ski On/Off Condo in the Heart of Stratton Village!
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- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- June Farms
- Crotched Mountain Ski and Ride
- Hancock Shaker Village
- Emerald Lake State Park
- Mount Sunapee Resort
- Rensselaer Polytechnic Institute
- Congress Park
- Mount Greylock




