Ski-in/Ski-out holiday rentals in Bridgton

We stayed here as a group of 12 for only one night as we needed a good central to the start location for our team to stay the night before starting reach the beach (12 person 200 mile running relay race). This listing checked the basic boxes of location being central to the start (Lancaster Fairgrounds) as well as the first major exchange (Bretton Woods ski area), and it had enough beds for everyone on the team. But the more specific check boxes … this listing nailed them too! The living room was perfectly organized for us to sit around and watch the Thursday night football game (yearly tradition) and with a nice TV to watch it on. The kitchen was perfect for us to heat up the dinner that we had prepped for our arrival and had all the utensils that we would need. It was a beautiful home, decorated and impeccably clean. We like a nice place to stay for our night away before beginning our running journey, and this listing hit the spot for sure!! We would love to stay here again!

We were lucky to stay at Shannon’s Home so we could attend a family wedding in the area. Home was clean, spacious, and decorated beautifully. My family and I chose to buy our own groceries and cooked versus going out to the restaurants. We really loved that stove haha :) We honestly felt right at home and had the most loveliest time. Would definitely book with her again in the future.

House is fabulous at an amazing location. Super worth it!!

Lovely lodge in the heart of the ski village. It was cozy and clean. Host was friendly and responsive.

This house is absolutely beautiful! We all thought it was the best vacation rental we have ever been to! Thank you so much for everything!

This was our second stay at the fun house, and we were reminded very quickly why we fell in love with it the first time. It truly feels like home while also nestled just steps away from the mountains. We had everything we needed for a family reunion to be full of love laughter and food. Thanks, Amanda for answering questions quickly and being a great host! We will be back!!

Great stay and Harlen was a great host. Place was very clean and any questions were answered by Harlen quickly. Would stay again!

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.

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!

Our stay at Hills Pond was wonderful. The weather was not on our side but we were able to make the best of it and had an incredible stay. The location couldn’t have been better and all of the amenities made it the perfect getaway spot. Highly recommend booking a stay at Shannon’s home!

Great place to stay with an awesome view of white heat!

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.

I went Ziplining in Lincoln and was looking for a unique place to stay for the night by myself. Her Bus fit that description, and it was only 20 minutes away from Lincoln downtown. It was super cool inside, from all the stickers to look at to the hammock it really felt comfy cozy. This made my night even more special and I couldn't wait to show my friends the coolest AIRBNB :)

We just loved to stay at Sam’s place! This is a really beautiful cabin that shows all the love that he has put on the many little details that can be seen everywhere there. Also, he was outstandingly attentive and responsive and his recommendations were on point! We would definitely like to stay in this place again in the future!

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.

Warm cottage and very well equipped for groups

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!

We had a fantastic stay—this chalet is a perfect getaway spot! The hosts were thoughtful and welcoming, even leaving us some treats upon arrival. The kitchen was well-stocked, the bedrooms were clean and comfortable, and the entire space was spotless. The location is peaceful yet convenient, and we really appreciated the outdoor grill—it was super easy to use. Highly recommend this place for anyone looking to relax and unwind!

Cozy, comfy house in a beautiful location. Marilyn was very hospitable and responsive. We would definitely book again!

Had the great pleasure of hosting my friend’s bachelor party here. Plenty of room for all 6 of us, living room was spacious, kitchen was tidy, and the two bathrooms were very nice. Plenty of fun stuff to do in the area and the parking at the house was fantastic. Hosts were super friendly and easy to communicate with, I would recommend this place to anyone without a doubt.

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!

We book every year for a kid getaway and it’s always a good time!

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!

Shana was such a great host. We had a good time and she was very accommodating and prompt. Beautiful place