Ski-in/Ski-out holiday rentals in Bolton

Find and book unique ski-in/out homes on Airbnb

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Popular amenities for Bolton ski-in/out rentals

Ski-in/out house rentals

Guest favourite
Home in Stowe
4.91 out of 5 average rating, 32 reviews

Last Run Stowe: Pool, spacious, 5min to Village

MarkRating, 5 stars3 months ago
Great place, great location! I loved the guest book going back to 1989, although I forgot to sign it!
Guest favourite
Home in Craftsbury
5 out of 5 average rating, 28 reviews

The Glass House

JamieRating, 5 stars5 days ago
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!
Top guest favourite
Home in Killington
4.98 out of 5 average rating, 108 reviews

CozyDen - AC, Grill, Bike to Mountain!

GinoRating, 5 stars6 days ago
Dan & Holly’s place was fantastic! Although we didn’t spend much time there due our busy schedule whenever we returned we found the place be extremely homey and comfortable! The house was very clean organized and I could find everything I needed. I felt comfortable throughout my stay and really enjoyed the air conditioning at night due to the humid weather lately! 10/10 would stay again!
Superhost
Home in Stowe
5 out of 5 average rating, 3 reviews

Desired Stowe Gem :Pool, 5min to Village, hiking

ErikRating, 5 stars3 months ago
We enjoyed the location. Great stay when skiing with the family. Place was as advertised and everything was in great condition
Superhost
Home in Sugarbush Village
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars3 months ago
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!
Guest favourite
Home in Bolton valley
5 out of 5 average rating, 18 reviews

*Winterspell* Ski/Ride/Hot Tub

ShaneRating, 5 stars2 months ago
Private setting with a nice layout and view, as advertised. The kitchen was layed out nice and well stocked.
Guest favourite
Home in Sugarbush Village
4.88 out of 5 average rating, 136 reviews

Oma's House

MichaelRating, 5 stars1 month ago
We had a fantastic stay! The house was spacious, fully equipped with everything we needed, and the location was perfect for our trip. The host was incredibly friendly and responsive to all our requests. Highly recommend!”
Superhost
Home in Stowe
5 out of 5 average rating, 6 reviews

The Glades - Alpine-Chic Chalet

BrianRating, 5 stars15 months ago
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

Superhost
Apartment in Stowe
4.81 out of 5 average rating, 284 reviews

Spacious Stowe condo Amzing views w/shared hot tub

JeffRating, 5 stars2 months ago
great place close to Stowe.
Guest favourite
Home in Stowe
4.97 out of 5 average rating, 120 reviews

Cozy Mountain Home w/Million $ View

David RayRating, 5 stars3 months ago
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!
Guest favourite
Home in Warren
4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

BriannaRating, 5 stars8 months ago
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)
Guest favourite
Home in Stowe
4.98 out of 5 average rating, 159 reviews

Spacious Eco-Friendly Stowe Home for Family Fun

JohnathanRating, 5 stars3 months ago
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.
Top guest favourite
Home in Stowe
4.95 out of 5 average rating, 108 reviews

Luxury Alpine Studio. Ski In Ski Out. Spruce Peak

BrianRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Craftsbury
4.9 out of 5 average rating, 257 reviews

Waterfront cabin

TristanRating, 5 stars2 weeks ago
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).
Guest favourite
Home in Sugarbush Village
4.9 out of 5 average rating, 104 reviews

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub

ChristineRating, 5 stars1 month ago
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
Guest favourite
Home in Greensboro
4.94 out of 5 average rating, 278 reviews

Stay at Historic Greensboro Barn

ColynRating, 5 stars5 months ago
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

Guest favourite
Cabin in Sharon
4.93 out of 5 average rating, 28 reviews

‘Owls Nest’ nature retreat In the trees

James Rating, 5 stars7 months ago
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.
Guest favourite
Cabin in Mendon
4.85 out of 5 average rating, 249 reviews

THE CABIN....a Vermont log home

JeffRating, 5 stars3 months ago
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.
Superhost
Cabin in Haverhill
5 out of 5 average rating, 4 reviews

Modern Mountain Cabin at The Innstead

ErinRating, 5 stars11 months ago
A true slice of heaven!! If you are looking for a peaceful getaway, this is it!
Guest favourite
Cabin in Hyde Park
4.94 out of 5 average rating, 589 reviews

Dream Cabin in Vermont

RebeccaRating, 5 stars4 days ago
We absolutely adored our stay at the cabin. It is idyllic inside and out! It was amazing to come home to after a day of exploring. The bed was super comfortable and the highlight for us was watching VHS on the TV with snacks. It is so well equipped and cosy, also enjoyed a lovely bath in the claw foot tub. Just perfect for a rustic, cosy stay in nature. A highlight for me was stepping outside at night and listening to (I assume they were) frogs!! They were so loud and it was incredible to hear them, the trees were also surrounded by fireflies (I’d never seen them before!) and I’ll always remember that perfect moment of peace. Thank you for making our 10 year anniversary so memorable with such a lovely place to stay, if you’re thinking of it for a special occasion or just as a base to explore this adorable region of Vermont, look no further :) thank you!
Guest favourite
Cabin in Stockbridge
5 out of 5 average rating, 21 reviews

Rustic charming camp cabin

RudrakshaRating, 5 stars8 months ago
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
Guest favourite
Cabin in Bethel
4.95 out of 5 average rating, 80 reviews

The Gourmet Cabin at Stitchdown Farm

CorrielleRating, 5 stars3 weeks ago
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!
Guest favourite
Cabin in Warren
4.93 out of 5 average rating, 410 reviews

Cabin in the Woods

TylerRating, 5 stars1 week ago
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!
Guest favourite
Cabin in Keene
4.93 out of 5 average rating, 190 reviews

Silver Bear Cabin, 15 minutes from Whiteface!

HeatherRating, 5 stars3 months ago
Kari’s place was warm and accommodating, a lovely place to retreat into the mountains for a few days. The kids loved playing in the yard & we loved cozy evenings by the fire. Kari was such a wonderful, responsive host, full of local recommendations & when the coffee pot went on the fritz, she zipped over and replaced it immediately. We had a wonderful trip & would definitely come again!

Quick stats about holiday rentals that are ski-in/out in Bolton

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹4,304 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

Destinations to explore