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Ski-in/Ski-out vacation rentals in Bridgton

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

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

Ski-in/ski-out house rentals

Top guest favorite
The exterior of a modern ski house is visible against a snowy landscape, featuring a dark wood façade and large glass windows. A stone fireplace is positioned centrally beneath the peak of the roof, while a hot tub is placed on a stone patio in front.
Home in Greenwood
5 out of 5 average rating, 26 reviews

Exquisite Rustic Modern Ski Haus| Bike Park Access

BriannaRating, 5 stars6 months ago
This house is beyond beautiful! Makes for the perfect weekend getaway. The built in speakers were a favorite! Can’t wait to come back.
Top guest favorite
A dining area features a large round wooden table surrounded by several wooden chairs. A long wooden bench runs along one side of the space. Sunlight enters through multiple windows, highlighting the warm wood flooring and natural light atmosphere.
Home in Bridgton
5 out of 5 average rating, 19 reviews

Cozy Knights Hill Home

KellyRating, 5 stars2 months ago
We had a great stay at the house. Chris and Nadine were very responsive and helpful with information. The house is so comfortable in terms of layout and has everything you need. We enjoyed sitting by the fire and relaxing at the end of the day. Would highly recommend this home if you are staying in the area.
Superhost
An aerial view captures a cluster of charming condo units surrounded by a wooded landscape. A serene lake is visible in the distance, accompanied by lush greenery. The remaining snow hints at seasonal changes, while the layout of the units emphasizes a harmonious connection with nature.
Home in Bridgton
4.8 out of 5 average rating, 15 reviews

Pleasant Mt. SLOPE SIDE Retreat!

ChrisRating, 5 stars3 months ago
We were late booking a MA school vacation week trip and luckily found this place at the last minute. Perfect ski in/ski out location and excellent condo. Comfortable, well stocked, with an ideal layout. William and David were great to deal with. Couldn’t have asked for a better ski vaca with the family. We hope to stay again next year!
Guest favorite
A private deck features a table surrounded by two rattan chairs and two cushioned seating areas. Lush greenery of trees creates a natural backdrop, enhancing the outdoor space's tranquil environment.
Home in Madison
4.96 out of 5 average rating, 25 reviews

Brand new Mountain Side Family Retreat

TusharRating, 5 stars3 weeks ago
Carla’s place was a great Airbnb stay! It was very clean and spacious—perfect for accommodating three families with kids. There was plenty of room, and the house was stocked with toys and games like Catan, making it fun for all age groups. The TV with Netflix was a nice bonus for relaxing evenings. The kitchen was well-equipped for cooking, and there were various types of drinkware available, which added a nice touch. The home’s aesthetic was lovely and thoughtfully designed. Located in New Hampshire, the house is surrounded by nature and woods, offering a peaceful, forest-like atmosphere. Yet, it’s not too isolated, with other homes nearby, which gave us a sense of safety. Highly recommended!
Guest favorite
Home in Oxford
4.98 out of 5 average rating, 50 reviews

Farmhouse at Oxbow Beer Garden

KhrisRating, 5 stars1 week ago
We had a wonderful and relaxing time! beautiful charming house. Location was super convenient! we hung out at the Beer Garden A lot! love it! Host Renee was super friendly and responsive. We highly recommend. P.s The house is now black.
Guest favorite
A welcoming exterior view of the home showcases a spacious covered porch, surrounded by vibrant greenery and well-maintained flower beds. The façade blends natural tones with white accents, complemented by a second-story balcony framed by trees, enhancing the connection to the serene surroundings.
Home in Bridgton
4.98 out of 5 average rating, 80 reviews

Easy Turns - Mountain Getaway

IvelinaRating, 5 stars8 months ago
We had a great time with the family at Laura’s place! Beautiful area, spacious house with everything needed. The fireplace was super nice in the cool nights and the game room was a nice entertainment. Private and surrounded by nature. Laura was very responsive and easy to communicate.
Guest favorite
A spacious living area showcases warm wooden walls and a vaulted ceiling. A comfortable sofa and coffee table create a cozy seating arrangement, complemented by a sleek television mounted on the wall. Natural light enters through a skylight, enhancing the inviting ambiance.
Home in Bartlett
4.88 out of 5 average rating, 75 reviews

On Attitash - Ski, Hike, Swim!

KeelanRating, 5 stars1 week ago
This mountainside retreat was perfect! Quiet location with lots to do around the area! Came in the spring and it did not disappoint! We had an adults trip this time but we will be back with our children as it’s set up well for that too!!!
Top guest favorite
The contemporary home features a warm wooden exterior with a green metal roof. Nearby, a well-maintained patio area with several Adirondack chairs is set against a backdrop of lush greenery and mountain views, providing a serene outdoor escape.
Home in Jackson
5 out of 5 average rating, 31 reviews

Romantic Post & Beam, Mtn Views, Walk to Village

RosangelaRating, 5 stars4 months ago
The place is beautiful, exactly as described, and the location is great. We were greated with a warm welcome package, stocked coffee/tea bar and some snacks. Linda and John are great hosts! Very helpful and friendly. Linda always responded to our questions within minutes, and was very flexible about the storm that was coming to Jackson on our last day staying there. Thank you Linda and John!

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

Guest favorite
An open concept living room features a stone fireplace surrounded by a cozy seating area. Two light-colored armchairs and a wooden coffee table are positioned on a hardwood floor. Large windows provide natural light, while wooden beams add warmth to the ceiling.
Home in Jackson
4.96 out of 5 average rating, 170 reviews

Jackson Chalet with great views

WendyRating, 5 stars3 months ago
This is our 2nd time staying here during winter break, and it checked all the boxes again this year. The place itself is super cute and cozy and just feels like home as soon as you walk in. The kids love having their own room downstairs and my son raves about the bed. In fact, he has me on a quest to recreate, as he puts it, "the bed situation" there. The upstairs living space is the perfect place to relax, and we spent time each day of our trip playing games while nestled in front of the fireplace. It's well positioned for easy access to Attitash and Wildcat as well as going into North Conway (Zebb's is always a must-do), but we also really love the town of Jackson. Going over the covered bridge feels like you're entering into a special tucked away place. Yesterday's restaurant has incredibly breakfast, Red Fox Inn has great dinner, and Nestlenook Farm is great for ice skating. If you're in the area, you also need to check out Vintage Baking Co. All around a great getaway!
Superhost
A view from the bedroom showcases a large window revealing rolling hills and trees in the background. Soft natural light filters through a sheer curtain, illuminating the room's cozy decor, including a bedside lamp and a plush pillow on the spacious bed.
Condo in Newry
4.68 out of 5 average rating, 243 reviews

Slopeside Sunday River Condo Brookside 2A210

AlexanderRating, 5 stars1 month ago
Great place to stay with an awesome view of white heat!
Superhost
Home in Bartlett
4.82 out of 5 average rating, 72 reviews

The Mountain House

JillianRating, 5 stars3 months ago
The house is great - it accommodated our party of 12 (6 kids and 6adults) comfortably. It is steps aways from the slope which is so nice. If you plan to cook meals at the house I’d recommend packing cooking oils, seasonings, and food storage (aluminum foil, sandwich bags, etc) bc there are none of these items. There are also a limited number of pans. Otherwise the house is fantastic!
Guest favorite
A charming two-story vacation home is surrounded by tall trees, featuring a welcoming front entrance. A wrap-around balcony is lined with bright red chairs, while neatly stacked firewood is positioned beneath the balcony. An American flag hangs proudly by the door.
Chalet in Bartlett
4.77 out of 5 average rating, 118 reviews

7 mins to Storyland! Dog friendly!

SangbumRating, 5 stars3 months ago
Cozy, clean place. Great location for ski in/out. Attitash Abenaki lift is just right next to back yard. Owner communication is excellent. We had wonderful time with kids during our ski trip! Thanks Donald.
Superhost
The modern kitchen features wooden cabinetry with glass fronts, complemented by a decorative tile backsplash. A black stove and refrigerator are included, along with a wooden dining table set for four. Natural light filters in through a window, illuminating the inviting space.
Home in Bartlett
4.71 out of 5 average rating, 150 reviews

Cozy in Bartlett!

JennaRating, 5 stars3 months ago
This home is absolutely beautiful! It was a great weekend getaway and just a quick 15 minute drive to North Conway. Peter was a great host, checked in on us frequently and communicated very well during the power outage in Bartlett due to the weather. The home had a generator so everything worked out and went smoothly. My friends and I definitely recommend staying here.
Superhost
The living area features a comfortable sofa, a recliner chair, and a wooden coffee table atop a patterned area rug. An open kitchen with white cabinetry and stainless steel appliances is visible in the background, complemented by soft lighting.
Home in Newry
4.72 out of 5 average rating, 57 reviews

Sunrise A-112: Ski-In/Ski-Out Sunday River Condo

RobertRating, 5 stars2 months ago
Great on mountain accommodation. Clean and well appointed for all the basic things you will need. Bethel has some nice dining and museum options for when the weather doesn't cooperate.
Guest favorite
The exterior of a red lodge is surrounded by vibrant autumn foliage. Tall trees provide a natural frame, while a stone chimney adds rustic charm. A gravel driveway leads to the building, showcasing a welcoming entrance with a distinctive green door and decorative elements.
Home in Bridgton
4.92 out of 5 average rating, 61 reviews

New England Lodge in Western Lakes Region of Maine

SteveRating, 5 stars1 month ago
Warm and very well-equipped cottage for groups.
Superhost
The image captures a row of rustic condos, characterized by wooden exteriors and peaked roofs. The setting features a rocky foreground and distant hills under a clear blue sky. Surrounding trees complement the natural landscape, enhancing the outdoor environment.
Condo in Bridgton
4.81 out of 5 average rating, 48 reviews

Pleasant Mountain Shawnee Peak Slope side condo

ErinRating, 5 stars3 months ago
The ski in ski out at Pleasant Mountain is hard to beat for families. The hosts were super responsive and our party of 8 had a great time.

Ski-in/ski-out cabin rentals

Guest favorite
A warm living space is defined by wooden walls and a vaulted ceiling. Natural light filters through skylights and windows, illuminating a cozy seating area with a leather sofa and patterned chair. A round dining table and a vintage sideboard enhance the inviting atmosphere.
Cabin in Bartlett
4.93 out of 5 average rating, 74 reviews

Family & Pet Friendly*SLOPE SIDE*Fireplace*Stylish

KarabethRating, 5 stars3 weeks ago
Nothing but positive things to say. It was the perfect place for our family-fur and human! We appreciated then communication, cleanliness, and feelings of home away from our own home. Thank you to the team for offering such a lovely stay!
A cozy living area features a large brown leather sofa facing a television mounted above a brick fireplace. Natural light pours in from large windows, and a wooden dining table with white chairs is visible in the open-concept space. A patterned area rug adds warmth to the floor.
Cabin in Bridgton
5 out of 5 average rating, 4 reviews

Haggetts Haus

RachelRating, 5 stars4 days ago
The chalet is a great place to stay. It was very relaxing. My husband loved being able to sit at the fire pit and unwind after work. Zachary was quick to respond and was a great host. Would definitely stay again!
A cozy red cottage sits surrounded by trees, featuring a welcoming front porch and a small stone path leading to the entrance. The gravel driveway provides ample space for parking, while the seasonal foliage adds to its charm.
Cabin in Bridgton
4.75 out of 5 average rating, 4 reviews

Cozy slopeside 2 BR cottage perfect winter getaway

ChrisRating, 5 stars20 months ago
Cozy, comfy house in a beautiful location. Marilyn was very hospitable and responsive. We would definitely book again!
A spacious ski room is equipped with neatly arranged skis and snowboards against a wooden wall. Various ski gear, including boots and helmets, is organized on the floor. The tiled flooring complements the warm wooden accents, creating a practical space for winter sports equipment.
Cabin in Greenwood
4.95 out of 5 average rating, 40 reviews

Cabin w/ Views, Grill, Sauna, Pool Table, Games

AllaizaRating, 5 stars9 months ago
This place was ABSOLUTELY beautiful! It was very spacious and homey for group of friends. Would definitely recommend this place. Also if you’re planning on visiting during summer time, make sure you bring a fan to help regulate the temperature in your room especially for the room with the bunk beds. There was a ceiling fan in the living room and it helps a lot. We had a lot of fun in the basement with the pool table and darts. Overall we all had a great time and looking forward on staying here again!
Private room in Standish

Beautiful Campground by Sebago Lake!

ArinaRating, 5 starstoday
Very peaceful place. Great to get away for camping with small or large group. 4minute walk to the beach, safe, beautiful big lot, free kayaks available. Will definitely come again. Thank you!
Guest favorite
The rustic cabin is situated among a snowy landscape, featuring a sloped metal roof and multiple tiers. A cupola is visible at the top, and various textures can be seen on the wooden exterior. Snow covers the ground, with scattered outdoor items suggesting seasonal activities.
Private room in Buckfield
4.97 out of 5 average rating, 39 reviews

OFF GRID, Mtn Top Site, Upstairs of cabin

FilomenaRating, 5 stars14 months ago
So you know the Host at this cabin is very attentive and really keeps a close eye on the safety of your stay at this cabin on the Mtn, almost a mile into the woods. Trudy wants you to have a successful new experience roughing it, and roughing it is not always easy… so only plan to stay there for this kind of adventure you already like to experience or thing you would like to have. We go because we know what to expect! Bon Voyage! This cabin in the woods is a cool place to go to and allows you some space to breathe fresh air away from the busyness of your daily world. It is peaceful and calm and always resets my mind and reduces distress!
The cabin features a rustic wooden exterior with a covered porch area, accented by several outdoor chairs. Stacked firewood is neatly arranged beneath the porch, surrounded by greenery. Stairs lead up to the entrance, providing access to the elevated structure.
Cabin in Bridgton
4.66 out of 5 average rating, 85 reviews

Mountaintop Cabin - Hike or Ski In!

LyndsayRating, 5 stars3 months ago
We book every year for a kid getaway and it’s always a good time!
Superhost
A cozy house, nestled among trees, features a sloped roof and light green exterior. Leaves blanket the ground, reflecting the autumn season. The entrance is framed by a simple porch, inviting a sense of warmth and shelter amidst the natural surroundings.
Cabin in Jackson
4.64 out of 5 average rating, 117 reviews

Secluded getaway in White Mountains

SarahRating, 5 stars2 weeks ago
This is our second time staying at Kate's place. We love the quite and peaceful location and the ability to walk and hike right out the door on the forest roads/ski trails up to Wildcat and Carter Dome. There are plenty of dishes and pots and pans for cooking, and all the accessories like a can opener and vegetable peeler. We enjoyed hearing an owl at night and watching the woodpeckers feed their babies in a tree outside the house. The basement bedrooms are cool and comfortable, and we absolutely love the old furniture and variety of books to peruse. It's a very comfortable place to stay!

Quick stats about vacation rentals that are ski-in ski-out in Bridgton

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    440 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    10 properties include access to wifi

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