Ski-in/Ski-out vacation rentals in Bolton

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

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Popular amenities for Bolton ski-in/ski-out rentals

Ski-in/ski-out house rentals

Guest favorite
Home in Glover
4.83 out of 5 average rating, 103 reviews

Spectacular Views in Newly Renovated House!

KelleyRating, 5 stars3 weeks ago
Beautiful views from inside and out. Extremely quiet and peaceful location. Home was comfortable and had more then everything needed. Small towns and lakes near by were great to visit and short drives.
Guest favorite
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!
Top guest favorite
Home in Killington
4.98 out of 5 average rating, 109 reviews

CozyDen - AC, Grill, Bike to Mountain!

GinoRating, 5 stars1 week 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!
Guest favorite
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 :)
Superhost
Home in Warren
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 favorite
Home in Warren
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 favorite
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!
Guest favorite
Home in Bolton valley
5 out of 5 average rating, 18 reviews

*Winterspell* Ski/Ride/Hot Tub

ShaneRating, 5 stars3 months ago
Private setting with a nice layout and view, as advertised. The kitchen was layed out nice and well stocked.

Family-friendly, ski-in/ski-out home rentals

Superhost
Condo 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.
Superhost
Condo in Killington
4.92 out of 5 average rating, 106 reviews

Right at Killington !

CrossanRating, 5 stars3 months ago
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!
Guest favorite
Condo in Warren
4.87 out of 5 average rating, 199 reviews

Ski In/Ski Out with upgrades!

KarenRating, 5 stars2 months ago
My husband and I stayed here to do a few days of spring skiing at Sugarbush. The location is perfect, a short walk to the slopes when there's snow. Two-minute drive to resort if snow is sparse. Sugarbush is a huge resort and has many options for all skills of skiing. The condo was spotless and had a full kitchen with plenty of pots and pans, etc. It was very comfortable and also had a selection of books and games to choose from. Host was very responsive and gave perfect instructions. Thank you!
Guest favorite
Chalet in Killington
4.84 out of 5 average rating, 251 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

ScottRating, 5 stars3 weeks ago
This is our second time renting Clinton's ski lodge place is great super host. Always responsive will be renting again next season.
Guest favorite
Condo in Killington
4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

PatriciaRating, 5 stars2 months ago
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!
Superhost
Condo in Killington
4.8 out of 5 average rating, 107 reviews

Cozy 3BR/2BA Chalet – Mins to Mtn & Biking Trails

MikeRating, 5 stars3 months ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Guest favorite
Condo in Jay
4.91 out of 5 average rating, 162 reviews

Ski in Ski out - fantastic location on the trail

PatrickRating, 5 stars2 months ago
Just awesome. Slopeside access, close to Tram Side and right on Grammy Jay which was easy for the littles to get the day started on the way to the double. When it was cold (once) we used the fireplace and the condo warms up quickly. Plenty of hot water. A near perfect stay. Fantastic!
Superhost
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars3 months ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.

Ski-in/ski-out cabin rentals

Guest favorite
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 favorite
Cabin in Keene
4.96 out of 5 average rating, 193 reviews

Honeymoon Cabin with Jacuzzi Tub

SummerRating, 5 stars1 month ago
We came up for a few nights to elope in the mountains with our two dogs. Meghan was so accommodating. This is our second time at this cabin but plan on making this our go to vacation spot when we come to Lake Placid!
Guest favorite
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
Top guest favorite
Cabin in Dorchester
5 out of 5 average rating, 24 reviews

Treehouse Cabin in Dorchester

RyanRating, 5 stars1 week ago
My stay at Joseph’s was wonderful. The treehouse was a fun and cozy place to stay, and the property was beautiful. Joseph was super helpful in giving recommendations for things to do/places to see. Overall a great experience.
Guest favorite
Cabin in Bethel
4.95 out of 5 average rating, 80 reviews

The Gourmet Cabin at Stitchdown Farm

CorrielleRating, 5 stars4 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!
Top guest favorite
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 favorite
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 vacation rentals that are ski-in ski-out in Bolton

  • Total rentals

    30 properties

  • Nightly prices starting at

    R901 ZAR 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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