
Ski-in/out vacation rentals in Bennington County
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Top-rated ski-in/out rentals in Bennington County
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Popular amenities for Bennington County ski-in/out rentals
Ski-in/out house rentals

Newly renovated Ski house stratton mountain
Rented Joseph’s great place for me and my friends yearly Stratton trip. Awesome space, perfect location. Joseph was super responsive and helped us figure out the shuttle. We will definitely try to book his place next year!

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.

Mt Snow Townhouse - Ski On/Off
We had a great stay at Matthew's. he was so helpful getting us situated and settled in. The space has everything needed for a cozy winter stay. Perfect Family set up

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.

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!!

Spacious 6 Bedroom home on the resort at Mt. Snow
Staying at this Airbnb was a fantastic experience! The property was clean, well-maintained, and exactly as described in the listing. The arcade game was a big hit for the kids. During our stay, we felt right at home, and the communication with the host was excellent. Ron was quick to respond to any questions we had. We had a wonderful time, and if we ever visit again, we would definitely stay here.

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/out home rentals

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!

The Grateful Barn
We had a wonderful cozy weekend with friends. Leopold’s place was private and tucked away with beautiful snowy Vermont scenery. We went skiing at Okemo (30 min drive) and then relaxed in the cozy living room. The shower was great and the bed was super comfortable. Thank you Leopold!

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.

Stone's Camp on Stamford Stream
This was our second stay at Stone's Camp. It was just as great as the first stay. It's very private, peaceful and relaxing. We enjoyed hiking around the area and never had to leave the property in our car during our 4 night stay. The walk from the camp down the abandoned road to the washout is perfect. Our dogs enjoyed being off leash and exploring the woods and stream. It was especially nice for our 15 yro dog who is now unable to tackle larger hikes. Nights were spent enjoying a campfire by the babbling stream on rain free nights. Rainy nights were spent playing cards and games around the table indoors. If you are looking for something quiet, private and love to be outside and away from it all this is the place for you. If you have dogs it's the place for them as well. Thank you again, Chuck, for sharing your piece of paradise and thanks for accommodating our daughter and her boyfriend at the last minute who surprised us with a visit from the West Coast. We hope to be back!

Stratton Mountain House
We stayed with four adults and two young children. The beds were great - we all had excellent separate spaces. The common room was spacious as was the dining area. It was easy to walk to the shuttle bus pick-up spot. Chris was so great to let us stay a bit later on Sunday to enable us to ski a bit and then organize ourselves for departure.
Ski-in/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.
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- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Albany Center Gallery
- West Mountain Ski Resort
- Berkshire East Mountain Resort
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- Mount Sugarloaf State Reservation
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