
Ski-in/Ski-out vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham County ski-in/ski-out rentals
Ski-in/ski-out house rentals

The Mountain Escape
Great space! We were comfortable with a big group here, and loved being so close to the slopes. Hot tub seems new and is in great condition.

Hot tub | Shuttle | Ski back home!
Four of us have stayed in 25 Vermont airbnb type places for ski trips in the last 35 years and this is one of the 5 best. The huge living room (comfortable even up to 8), the wood-burning fireplace, and the hot tub are the extra special features of the house. The backyard is very private and peaceful in case you plan to visit in the summer. There is a hawk nest within view of the hottub. Saying the kitchen is stocked with utensils is an understatement. We will return.

Rustic home near skiing & lakes, walk to downtown
We had a great time at this Airbnb! The game room was a selling point and it didn’t disappoint! The house was very spacious so everyone was able to have their own space if they wanted. The short walk to downtown was perfect and the town was so quaint and filled with friendly people! I would highly recommend this place we had an excellent time.

Modern Chalet: Magic Mountain
Tyler’s place exceeded expectations! The home was exactly as advertised—beautiful, spotless, and in a fantastic location. Check-in and check-out were seamless, making our stay even more enjoyable. Tyler was an outstanding host, incredibly responsive, and went above and beyond by providing detailed information and fantastic restaurant recommendations. I’d highly recommend staying here to anyone looking for a top-notch experience!

Ski Mountain Snow&Stratton
Daisy was extremely friendly and responsive. She accommodated a later check out because my snowmobiling tour got delayed to later in the day and she was very understanding and let us check out at 1PM instead of 11AM. The place is so cute and aesthetically put together. The hammock and jacuzzi is the best!!

FULLY renovated 1 bed/1 bath ski in-out condo!
My husband and I spent a long last winter weekend here. The condo was perfect for ski on/off and we enjoyed a day on the mountain. Though the weather wasn’t great the whole time, Brittany & Jen were quick to send recommendations for things to do, trails to hike and their favorite restaurants. So close to lots of great spots in this little mountain town. We would absolutely stay here again

Brand new, 5 BR, next to Hermitage Club&Hermt Inn
We loved this house! And plan to come back again soon! Beautiful home with great amenities. Host was very responsive. We had a great visit!
Family-friendly, ski-in/ski-out home rentals

Beautiful Art Studio with hot tub/sauna #1 Airbnb
Ben’s place was beautiful! My wife and I hope to come back to stay at a different listing of his. We highly recommend! 10/10

The Sugar House
Nice place, probably better in summer than winter, simply due to more amenities (like screened porch) and better able to appreciate the location, but it was nice as a winter spot, too, to sit and read by the fire. Kitchen was well-equipped, and the place was very clean.

Slopeside at MT Snow VT
Perfect location to get on and off the mountain. Responsive and helpful. We had a great weekend!

Mt. Snow, VT scenic views, 3decks
Great place! Clean, spacious, with plenty of amenities. Owner was great. Flexible. Communicated clearly and promptly. Would definitely stay again.

Summer or Winter Slope side on Bromley Mountain!
Talk about great location! This was the best ski-in/ski-out condo we've used. Bonus: the sledding hill is at the end of the parking lot. The beds were very comfortable and the fireplace was easy and so cozy. Corinne was very attentive and took care of any questions promptly.

Ski On Ski Off
Great, big condo very close to the Tamarack run/lift. Plenty of space for our family of five. Would definitely stay again!

Large tent platform at wood's edge
G’O was amazing! Very friendly and accommodating! Will definitely book next time I go visit my family! Her property is beautiful and peaceful, exactly what I was looking for.

Summer Living On Hillside Condo on Mount Snow
We had a nice getaway at Paul's place. The place fit our needs perfectly. We enjoyed the use of both the indoor and outdoor pool. You do need to reserve times online for use of the pools or other activities but we never had any issue with that. There are several great restaurants nearby and we enjoyed walking the nearby trails and shopping in Wilmington and Dover.
Ski-in/ski-out condo rentals

Cozy 2BR Condo Walking Distance to Mount Snow
Think this is our third time staying at the condo and again it was great. Love being able to walk across the street to the mountain, renting equipment from Equip Sports is very convenient. In our opinion the condo has everything you need for a family of 4. Can’t wait until next year.

Slopes N Seasons | Trailside Condo at Mount Snow
We loved our stay! Everything was immaculate. New. Even ready with some fun board games and a Bluetooth speaker. The location was excellent, and we had a great time! We definitely recommend and would stay again.

Renovated Condo - 5 min walk to Mount Snow
beautiful condo, well maitained and bathrooms new and remodeled. Great location to the ski lifts. He woks great, walls are solid because we couldn't hear the neighbors and all units were full this weekend. Nice fireplace and wifi worked great for the kids and all big flat screen tv's were excellent. Easy kitchen to cook in for the whole family. Best condo we've stayed at in Mt. Snow. Owners answered all our questions and recommendations

Perfect 3 Br. Getaway Condo in Stratton, Vermont!
Lina was so responsive and helpful. Location could not have been more perfect. Such a lovely find! Thank you, Lina!

Ski in/out - 2BR Condo - Indoor Pool/Spa
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.

Stratton Slopeside Retreat
We were looking for a fun ski weekend with friends and Sierra’s place was perfect. Close to the Tamarack lift, it was great for ski-in/ski-out. The unit was cozy with plenty of room. It had everything we needed and we’re already looking forward to next year! ⛷️

A Village location, Steps to the Lifts & Village
We loved staying at this property. The location is excellent for access to the village and the lifts. It is also cute to look out over the ice skating pond. It was clean, had all the kitchen amenities you would need to make food, and had fun ski-oriented decorations. It is also close to the hot tub and lounge area within the main building. It had everything we needed to make out ski weekend comfortable and memorable. Can't wait to stay again!

Stratton Duplex Condo Steps to Lifts, Village!
Great walkable location. Loft space granted nice privacy for 2 couples or extended family. Fireplace and living room were cozy.
Destinations to explore
- Kid-friendly rentals Windham County
- Waterfront rentals Windham County
- Rentals with a hot tub Windham County
- Rentals with beach access Windham County
- Townhouse rentals Windham County
- Rentals with a fire pit Windham County
- Rentals with pools Windham County
- Beachfront rentals Windham County
- Bed and breakfasts Windham County
- Rentals with a kayak Windham County
- Family-friendly rentals Windham County
- Rentals with a washer and dryer Windham County
- House rentals Windham County
- Rentals with breakfast Windham County
- Apartment rentals Windham County
- Farmstay rentals Windham County
- Chalet rentals Windham County
- Rentals with a sauna Windham County
- Cabin rentals Windham County
- Guesthouse rentals Windham County
- Tiny house rentals Windham County
- Rentals with an accessible height toilet Windham County
- Rentals with lake access Windham County
- Private suite rentals Windham County
- Condo rentals Windham County
- Rentals with a fireplace Windham County
- Fitness-friendly rentals Windham County
- Rentals with an EV charger Windham County
- Rentals with outdoor seating Windham County
- Rentals with a patio Windham County
- Pet-friendly rentals Windham County
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Saratoga Race Course
- Mount Sugarloaf State Reservation
- Mount Greylock Ski Club
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Hooper Golf Course
- Baker Hill Golf Club
- Mount Sunapee Resort
- National Museum of Racing and Hall of Fame
- Peebles Island State Park
- Northern Cross Vineyard
- Pineridge Cross Country Ski Area
- Willard Mountain
- Hancock Shaker Village
- Stump Sprouts Ski Touring Center
- Clarksburg State Park
- Dorset Field Club
- Things to do Windham County
- Things to do Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
- Things to do United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Wellness United States