
Ski-in/Ski-out holiday rentals in Bolton
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Top-rated ski-in/out rentals in Bolton
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Bolton ski-in/out rentals
Ski-in/out house rentals

Last Run Stowe: Pool, spacious, 5min to Village
Great place, great location! I loved the guest book going back to 1989, although I forgot to sign it!

The Glass House
We loved our time spent at the Glass House. Beautiful location and easy access to all that area has to offer. The hosts were generous and very responsive. We will be back!

BearForceOne - AC Hot Tub Pool table Grill FirePit
Our stay at Bear Force One was great! We go away with friends annually and this was our favorite house we have stayed at! Dan and Holly were super responsive with my questions and checking in and out went very smoothly. The house is modern and the kitchen has everything you could ask for. The game room was a plus and there was plenty of room for all of us to spread out but also gather together in the kitchen/living room. The 2 rooms with en suites was also great. They also provided us with a welcome package which was a nice touch. We all agreed that we'd like to stay there again! Thank you Dan and Holly!

Desired Stowe Gem :Pool, 5min to Village, hiking
We enjoyed the location. Great stay when skiing with the family. Place was as advertised and everything was in great condition

Charming Sugarbush Standalone Condo
Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!

*Winterspell* Ski/Ride/Hot Tub
Private setting with a nice layout and view, as advertised. The kitchen was layed out nice and well stocked.

Chandler House: Picture Perfect
Beautiful old Vermont house that has been gorgeously updated. Every bedroom has its own modern bathroom. The furnishings are beautiful. The house is comfortable. And it is in one of the prettiest areas of Vermont. We had a great stay. One large comfortable bedroom downstairs and 3 more upstairs. Perfect for 4 couples or a large family.

The Glades - Alpine-Chic Chalet
To echo the previous positive reviews, we had a great ski weekend staying at the Glades. The communication with Alison and her management team was very good from start to finish. The house is in a beautiful and convenient location to Stowe and impeccably clean and well-furnished. It had everything we needed for a fun ski weekend with our kids and hope to return next year.
Family-friendly, ski-in/out home rentals

Spacious Stowe condo Amzing views w/shared hot tub
great place close to Stowe.

Cozy Mountain Home w/Million $ View
Super worth! We came here last week and loved it so much, we came this weekend too! Good dining recommendations from Daveo. He even saved us when our car was stuck in the snow! We truly appreciate his help. One million dollar view, one million points recommend! We'll come again next ski season!

Beautiful guesthouse -perfect for long stays
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)

Spacious Eco-Friendly Stowe Home for Family Fun
A beautiful Stowe getaway. The house has beautiful views of Mt. Mansfield, boasts plenty of space, and is in a great location relative to town.

Luxury Alpine Studio. Ski In Ski Out. Spruce Peak
This place was perfect for our family of three for a long weekend. The room had everything we needed and the views of the village from the balcony were amazing. Lots to do in the village and plenty more just a short drive down the road to Stowe. We’d love to come back in the summer when there are more outdoor activities available.

Waterfront cabin
Kathy's cabin on the lake is the most magical place - quiet, peaceful and beautiful, the log cabin a throwback to an earlier time (but with great wifi). We sat on the dock with coffee and listened to the sound of loons out on the water. Kathy is also a great host. We will be back (we have actually stayed here a number of times because it's really the most lovely).

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub
We had a lovely stay! The place was clean,cosy, and well stocked. With Everything we needed. The HotTub and Sauna were a nice bonus. Perfect for relaxing after a long day. We would definitely stay here again. Bill and Chris O’Brien

Stay at Historic Greensboro Barn
Jennifer's place was private, peaceful, and charming—the perfect place for a getaway. We loved the rural setting and views, and the interior was so artfully matched to its context, a lovingly restored barn. A very special place!
Ski-in/out cabin rentals

‘Owls Nest’ nature retreat In the trees
We loved this cabin! Stayed here when the weather was cooler, Ashley had the wood stove going upon our arrival, with a pot of water warmed on top of the stove. The cabin was neat and clean. Spring water on the counter for drinking or making coffee. The area is private and beautiful scenery. Plenty of wood for fires. Will definitely stay here again.

Custom Cabin, Stowe/Montpelier (Family Bunk Room)
Dr. Rick’s cabin was a perfect space for our family of 3 and our dog to spend new years week. It’s very private and feels a world away from everything, yet a quick drive to downtown Montpelier and Waterbury. Dr. Rick was a great host, even arranged dinner reservations for us one evening. We had mud for a few days then plenty of snow for skiing at Stowe. The cabin is very nicely built, cozy, warm and well stocked. Definitely recommend staying here!

THE CABIN....a Vermont log home
Bill's cabin was excellent. Rustic and rural but close to Killington and Pico, and a quick ride to Rutland. It was clean, comfy and had all we needed for a great little stay. It got a thumbs up from my wife and that is a high standard to meet. She even liked the king bed so much she was looking for the label to get one like it for home. I'm a guy and don't need much. The cabin made me feel like I was staying at a friend's house. You can nit-pick about the lighting and other minor stuff, but to me this place was a 10 out of 10 stars. We may be back next year for a longer ski vacation. Thanks Bill.

Adirondack SkiHouse - Game room, Hot tub & Sauna
This was my second year booking this property and I was very happy with my stay. Host is easy to reach with questions, and the house is warm and comfortable. Thanks again, see you next year

Rustic charming camp cabin
Beautiful cabin in the woods , nestled at the foothills of the mountains, we went around Peak Foilage in early October and couldn't have asked for better weather and accomodations. Elizabeth, an excellent host, Reccomended some people hikes and look out points by the river, and surprised us with breakfast goodies on a Sunday morning!! Looking forward to be back and would definitely recommend to others as well

Beautiful timber frame, off-grid, hike-in
It’s a wonderful place where you can easily enjoy the beauty of nature and wilderness. Strongly recommended to those who want a getaway from the busy city.

The Gourmet Cabin at Stitchdown Farm
Holy Smokes! So so peaceful and beautiful! My favorite was falling asleep (in the extremely comfortable bed) to frog sounds. Plenty of books and wonderful nearby hikes. We bought some maple syrup flower sprinkles from the farm stand on the property for gifts. The nearby town is lovely with a great family oriented bar called Babes. Would definately stay again!

Cabin in the Woods
The whole trip was fantastic and Jonathan was a great host, answering all of our questions with speedy responses and having the cabin stuffed with board games, extra blankets, and even a little stash of good coffee in the freezer. Thank you again for an amazing time!
Quick stats about holiday rentals that are ski-in/out in Bolton
Total rentals
30 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Sugarbush Resort
- Jay Peak Resort
- Smugglers' Notch Resort
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Spruce Peak
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Autumn Mountain Winery
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Val Caudalies - Vignoble & Cidrerie
- Country Club of Vermont
- Northeast Slopes Ski Tow
- Vermont National Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Burlington Country Club
- Lucky Bugger Vineyard & Winery
- Lincoln Peak Vineyard