Ski-in/Ski-out vacation rentals in Somerset County

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

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Popular amenities for Somerset County ski-in/ski-out rentals

Ski-in/ski-out house rentals

Home in Carrabassett Valley
4.71 out of 5 average rating, 34 reviews

Condo near wiffletree chairlift!

JoshuaRating, 5 stars3 weeks ago
This space worked great for us! Christine was very communicative and helpful when needed and the house was exactly what we needed. This will work great for anyone who wants the basic needs at a fantastic rate.
Guest favorite
Home in Carrabassett Valley
5 out of 5 average rating, 8 reviews

Town House at West Mountain

MattRating, 5 stars1 week ago
Cannot thank Brianna enough for allowing us to rent her place for Reggae Fest. From the townhouse, to the decor, to the skiing, to her communication and selflessness, this was truly one to remember. As a 10yr skier of Sugarloaf, making the pilgrimage to Reggae Fest every year… this was undoubtedly the best weekend that we have had in 10 years. Thank you so much.
Top guest favorite
Home in Carrabassett Valley
5 out of 5 average rating, 7 reviews

Sugarloaf Mountain House

AlexanderRating, 5 stars6 months ago
Chris was a great host! He was very responsive and the house was beautiful. My friends and I really admired the home. Highly recommend staying here! Especially during peak foliage season.
Guest favorite
Home in Carrabassett Valley
5 out of 5 average rating, 6 reviews

Sugarloaf Ski In/Out - Fall Line

LoriRating, 5 stars1 month ago
What a great place! Truly a few steps out the door and your clicking on your skis to access the lift! Very spacious, plenty of room for the family to spread out. Easy parking, super clean and well stocked with bath towels as well as paper products; everything you need to make for an easy stay. You will not be disappointed with your choice to stay here!
Guest favorite
Home in Carrabassett Valley
5 out of 5 average rating, 9 reviews

Ski house with great amenities

CaseyRating, 5 stars1 month ago
Lani’s place was amazing for our weekend getaway up to Sugarloaf! There were 6 of us and it was very spacious, yet so homey and cozy. The hot tub was a great addition — especially after a long day of skiing! The shuttle service to the mountain was very convenient too. Lani was very responsive and helpful. We will be going back again soon! Definitely don’t pass up this place!
Top guest favorite
Home in Carrabassett Valley
5 out of 5 average rating, 7 reviews

Ski-In Ski-Out Condo Perfect for Families!

JoshRating, 5 stars1 month ago
Thank you for hosting. We had a fantastic weekend.

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

Top guest favorite
Condo in Carrabassett Valley
4.97 out of 5 average rating, 60 reviews

6011 Allagash Drive at Sugarloaf

AlvaroRating, 5 stars2 weeks ago
Been here twice now, both times were fantastic with more to come. Eric is super helpful and the spavce is great, and notably ski on/off from a double lift into Sugarloaf (does require a short hike, and pending Sugarloaf conditions, but was able to use it in early April without issue). Would come back and totally recommend. Space is clean, comfortable, and kitchen is in good shape for cooking at home. Also close to Sugarloaf itself with nearby shops and places to dine.
Condo in Sandy River
4.96 out of 5 average rating, 24 reviews

Saddleback Mountain - Ski In/Out - Rented by Owner

JaredRating, 5 stars26 months ago
The house looked great in the photos but it’s even nicer in person. Spotless, roomy, beautiful view, easy ski-on / ski-off, fireplace, nice kitchen, two king beds plus two rooms with bunk beds for the kids, large dining area. We hope to return soon.
Top guest favorite
Home in Oakland
4.89 out of 5 average rating, 95 reviews

Lake-House on water, East Lake, Near Waterville

AndrewRating, 5 stars8 months ago
This is an awesome house on East Pond. Dock, swimming platform, kayaks, paddle boat, fire pit. View of distant mountains from the dock. East Pond is clear and large. We saw several eagles. Osprey and loons are ever present. Mark was a great host with excellent communication. Arrival was quite flexible. Home is comfortable and well equipped.
Top guest favorite
Condo in Carrabassett Valley
4.9 out of 5 average rating, 84 reviews

Sugarloaf On Mountain Condo! Ski In/Out

DanielRating, 5 stars1 week ago
Lauren’s place was the perfect place to stay for a ski weekend, Once we checked into the place we did not have to drive anywhere as the shuttle service picked us up right at the end of the road and we could ski all the way back to the place.
Superhost
Home in Carrabassett Valley
4.84 out of 5 average rating, 68 reviews

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC

JonathanRating, 5 stars2 months ago
The condo was very nice and comfortable. The host was responsive and provided good instructions ahead of time. The location is great, just a short slide to the condo lift. It is true ski in ski out, and provides a great Sugarloaf experience!
Top guest favorite
Condo in Carrabassett Valley
4.96 out of 5 average rating, 55 reviews

Cozy Ski In, Ski Out End Unit Condo

CynthiaRating, 5 stars1 month ago
Great place to stay for a family of 4. Very close to Snubber for skiing and hiking. Hope to stay again. Thank you!
Apartment in Carrabassett Valley
4.77 out of 5 average rating, 30 reviews

Sugarloaf -On Mountain -Views -Cozy -Great Locatio

BrendanRating, 5 stars2 months ago
The one and only downside was the thin walls. This amplified the neighbors, and at the time of our stay, the unit's chimney was under construction. The coverage sheets were singing in the Maine winds, but you get used to it pretty quickly. This cabin/chalet style condo is the penthouse 3rd floor in the building. Boasting some cool Olympic banners, some personal Maine trinkets, and more recent race bibs and trophies, Doug's place embodies Sugarloaf as the "hometown" mountain it feels like. Well stocked kitchen, incredibly comfy beds and couches, ample views. The heating system is a bit funky, but Doug's intro letter does well to walk you through it. 3min walk to Snubber lift (which brings you right to the base lodge) or a 7-10min walk up the hill to the village. Not a true ski up/ski out, but close enough for any true rider to enjoy. "Welcome home Sugarloafers"
Top guest favorite
Apartment in Carrabassett Valley
4.96 out of 5 average rating, 82 reviews

Sugarloaf Getaway

NancyRating, 5 stars2 months ago
The apartment was clean and well stocked. The gas fireplace was cozy. The ski storage and parking were convenient. Matt was very responsive and went above and beyond to make sure we were comfortable. Thank you Matt!

Ski-in/ski-out cabin rentals

Guest favorite
Cabin in Newport
4.9 out of 5 average rating, 21 reviews

Lake View Hide Away

NinaRating, 5 stars2 months ago
We had a great time, nice tucked away cabin, hot tub was fantastic, and the space is super cute. Would recommend and would definitely stay again.
Cabin in Carrabassett Valley
4.91 out of 5 average rating, 22 reviews

Mountain cabin

JonRating, 5 stars25 months ago
Amazing cozy cabin minutes from the slopes on Sugarloaf. Amenities were spot on. I did not use the shuttle service and opted for parking at the mountain and found no issues if you went early. Very close to groceries and hiking trails. Highly recommend for couples or solo skiers!
Cabin in Embden
4.89 out of 5 average rating, 44 reviews

Embden Earthship - Lakefront Getaway by Sugarloaf

WendiRating, 5 stars21 months ago
This was my second trip to Loons Calling Eco-Cabin and Homestead and much like the first time, it did not disappoint! I brought my husband up this time, as a forced vacation, and have not seen him so relaxed in a long time. We spent most of our stay at the cabin fishing, kayaking, or swimming, and when we weren't on the water, we bicycled and took long walks around the pond. I've stayed at many AirBNBs, for different types of family vacations/events, and Loons Calling Eco-Cabin and Homestead is by far the most peaceful and serene place you could ask for when you just want to get away from it all! The host, Holly, and the caretaker, Taylor, are really friendly to communicate with and very responsive when you have any questions. My husband and I will be returning to the cabin, when time permits, to enjoy some more peace and quiet and to just sit and listen to the Loons.
Guest favorite
Cabin in Greenville
5 out of 5 average rating, 9 reviews

Lake View Cabin *Direct ATV & Snowmobile Access*

ToddRating, 5 stars2 months ago
ice fishing and snowmobiling right outside your front door. had a great time, house has a nice layout for multiple couples or family.
Cabin in Harmony
4.31 out of 5 average rating, 16 reviews

Secluded Harmony Cabin w/ Deck, Dock, Boats!

MichaelRating, 5 stars18 months ago
This was our return to this property. Was worth the return. Cabin was spotless and had everything needed as far as utensils, linens. towels etc. The property is very private and quiet. Lots of areas to hike, and boats and fishing tackle for the lake. Restaurants and activities in nearby towns are worth the short drives. Thanks to the host and we would recommend this property to all who want to get away without (really) roughing it.

Destinations to explore