
Ski-in/Ski-out holiday rentals in Bridgton
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Top-rated ski-in/ski-out rentals in Bridgton
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Popular amenities for Bridgton ski-in/ski-out rentals
Ski-in/ski-out house rentals

Exquisite Rustic Modern Ski Haus| Bike Park Access
This house is beyond beautiful! Makes for the perfect weekend getaway. The built in speakers were a favorite! Can’t wait to come back.

Cozy Knights Hill Home
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.

Pleasant Mt. SLOPE SIDE Retreat!
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!

Brand new Mountain Side Family Retreat
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!

Farmhouse at Oxbow Beer Garden
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.

Easy Turns - Mountain Getaway
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.

On Attitash - Ski, Hike, Swim!
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!!!

Romantic Post & Beam, Mtn Views, Walk to Village
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

Jackson Chalet with great views
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!

Slopeside Sunday River Condo Brookside 2A210
Great place to stay with an awesome view of white heat!

The Mountain House
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!

7 mins to Storyland! Dog friendly!
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.

Cozy in Bartlett!
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.

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

New England Lodge in Western Lakes Region of Maine
Warm cottage and very well equipped for groups

Pleasant Mountain Shawnee Peak Slope side condo
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

Family & Pet Friendly*SLOPE SIDE*Fireplace*Stylish
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!

Haggetts Haus
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!

Cozy slopeside 2 BR cottage perfect winter getaway
Cozy, comfy house in a beautiful location. Marilyn was very hospitable and responsive. We would definitely book again!

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

OFF GRID, Mtn Top Site, Upstairs of cabin
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!

Mountaintop Cabin - Hike or Ski In!
We book every year for a kid getaway and it’s always a good time!

Secluded getaway in White Mountains
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!

The Lakes Region Log Cabin
Can't say enough about this beautiful home. Sara made me felt welcome being immediately responsive & making sure I was comfortable plus the lovely gift bag with the s'mores was an added touch. Thank you for having me & my friends & will be back whenever I'm in the area especially for a concert.
Quick stats about holiday rentals that are ski-in ski-out in Bridgton
Total rentals
10 properties
Nightly prices starting at
$133 NZD 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
Wi-Fi availability
10 properties include access to Wi-Fi
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- Sebago Lake
- Squam Lake
- Scarborough Beach
- Sunday River Resort
- Story Land
- Loon Mountain Resort
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Surfside Beach
- Franconia Notch State Park
- Brunswick Golf Club
- Fox Ridge Golf Club
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort
- Palace Playland
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Dunegrass Golf Club