Family-friendly holiday rentals in Bridgton

Perfect stay for 4 adults, 1 infant, and 1 dog! Love the two-bedroom, two-bathroom layout, plus the kitchenette to make oatmeal and toast in the morning before hitting the ski trails. Clear check-in instructions, no hassle at all even when we arrived around midnight.

Meghan's home was a perfect place to stay for my sister's Bachelorette weekend! The home is located in a quiet community with views of the river and bay, and it was conveniently located with just a short drive into the heart of Portland. We found our stay extremely comfortable, especially on such a cold and dreary April weekend. Meghan had the hottub ready for us with matching robes for all which was a fun surprise. Check in and check out were a breeze. We even took a breakfast recommendation from the guest book (Forage Market, yum!), a tasty experience indeed. Thanks again, Meghan!

We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

We love staying at the Brownie. It’s a great home for any active family that appreciates a quiet surrounding. Great home and so close to SR. It can’t be beat.

We spent a lovely few days at this property enjoying the winter weather at its finest. The house is close to everything but still felt private and cozy. A great choice for families!

We just had a wonderful ladie's weekend at Christy's place! We lucked out and got a bit of snow, so the cabin was the perfect cozy spot to spend the weekend with a fire and a puzzle! The hot tub was an extra added bonus! Beds were all very comfortable and living room was super cozy. Very easy ride to downtown for restaurants and shopping for a bit. Would definitely recommend!

Very beautiful place. Loved the privacy. Jon was very quick to respond to any questions we had. Our pup loved it too. House was clean and had everything we needed. Plan on booking again this summer.

Very clean and relaxing place. Felt like home and will definitely visit back again. The host is very responsive and had clear instructions of everything.

We had a great weekend with a blended family of young adults! There was hiking and visiting family also visiting while there! Great space and location!

Great place and Tom is a great host! He is very helpful and responsive. Had issues with our cars and Tom was very kind to help us and give us rides! Great host and an amazing place!

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.

This is the kind of airbnb I'm excited to visit and support -- really lovely, cozy place with a lot of character and everything we needed to make ourselves at home for a week. The proximity to Chocorua is fantastic and it's a good spring board to the lakes region & and the White Mountains. Becky is fantastic - super friendly, responsive, and kind. The wifi was strong enough for me to work there for a few days and we had all the supplies we needed to cook for ourselves. The only issue was the road noise, which was pretty loud during the day, but thankfully quieter in the nights.

let me start out by saying this house is exactly as described and depicted on the website. plenty of room for 6 adults and 2 bigger kids. enough seating space, kitchen utensils, linens, towels. the game room was a big hit for the old and young boys. the moms lived the warm, cozy sunroof. the house has great windows with lots of light. it was spotlessly clean. a snowplow took care of the storm..plowing and shoveling several times..Judith was easy to work with. instructions , as well as things to do, were available in a binder. we had a great week and all hope to come back here.

Jan’s place was exceptionally clean and well suited for our family ski trip. Everything was thoughtfully decorated and equipped for a stay of our group of 4. She even went the extra mile to communicate with me when I misplaced an item to coordinate with the cleaner and get back to me. Would definitely stay again!

As one kiddo said at the end “this is the best weekend ever!” This was the perfect getaway and wished we had more time! Stayed 4 adults and three kids with a dog and had more than enough space! The layout of the house was perfect, as having bedrooms on each side of the house! An incredible area so close to town. 30 minutes to North Conway and just minutes to good food! King Pine is also 20 minutes which has multiple winter activities. The house is also so close to the lake! The space was cozy, had everything you needed, comfortable beds, and what a great surprise to have a dryer for the wet clothes after a day in the snow! Matt was a great host, helpful, fast, and responsive. Would stay here again!

We loved our stay at Katie's house in Portland. It was very comfortable, clean and nicely decorated. We would love to stay again soon!

We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!

This may not be the most picturesque airbnb you've laid eyes on, but it was HANDS DOWN the best accommodation I have EVER stayed in with my toddlers (we have been on 10 trips in the last 3 years!) Dan's place was cozy and the right amount of space for my family of four, but the thing that made it really stand out is that they had everything you could need for young kids. Not only the standard pack and play and highchair, but also a sound machine, stroller, and best of all- a box of toys that my two (4 and 1.5) played with CONSTANTLY every spare moment we were in the airbnb. We stayed a week and they didn't get bored of them, which, if you've ever had two energetic kids running circles around the living room, you know REALLY says something. The kitchen had everything we could possibly need as well, which was so helpful. This place is priced fantastically for families and I would whole heartedly recommend it.

Anca's condo at Attitash Village was perfect! We were able to xc ski right from the condo, and the trails were super fun. The condo was exactly what we wanted - and the space is perfectly laid out. We'll be back!

The condo was nicely stocked and had everything we needed for our family. Extra blankets in each closet and the beds were so comfortable! Easy to find and very close to the mountain we were skiing at for the week. Clubhouse with the pool was also within walking distance which was a huge plus.

This was our 2nd time staying at Staci’s place — it is one of our favorite rentals (and we travel a lot!)!! The location is perfect and Staci is super responsive. The home itself is cozy, clean and well-equipped with the essentials plus games. Our family of 4 enjoyed the pool and hot tub, as well as puzzling at the dining room table with the fire going :)

Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!

We had a wonderful stay! The house was spacious and perfect for our large group of friends (three families). The kitchen was well-stocked, and the large dining table made for a memorable Christmas dinner together. The location was fantastic—just a 10-minute drive to the waterpark and Attitash Mountain, and about an hour to Santa’s Village and several other ski resorts. There were also multiple grocery stores conveniently nearby. Overall, the house had everything we needed for a comfortable and enjoyable trip. Highly recommend!

Great home for our large family gathering. Great location near Sunday River skiing, Downtown and snowmobile trails right outside the door. We had a great time and will be back.