Family-friendly holiday rentals in Cumberland

The house was perfect for our group of 12. It was spacious and well-cared for. While not located in downtown Portland, it was just minutes away by car. There was ample parking in the driveway and on the street. Meghan was a very responsive and flexible host. We had a great time.

Beautiful spot to stay at, we didn’t get so lucky with how weather panned out but it didn’t take away from the experience we had. Would recommend to anyone!

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!

Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.

House was as listed, great location in a beautiful area. Plenty of amenities and host was helpful and responsive leading up to and during my stay.

Scott, the co-hosts AND last but certainly not least house keeping were beyond exceptional, friendly, respectful, and responsive in a very timely manner. The atmosphere was amazing, cozy, and a place to truly enjoy quality time with your family/friends. The hot tub was a great addition, my daughter LOVED the entire backyard & front porch it was perfect for her to play and keep busy. The beds and pillows were so comfortable!!!! Everything was spotless. All around the best airbnb i've ever stayed in and we WILL be back to one of scott's properties hopefully as soon as later this year!!!! Thank you guys so much!!!!

The cabin was beautiful and spacious. Definitely can see all the updates and renovations that have been made. Rustic but with all the modern comforts. We were only there a couple of days but fit in an outdoor fire pit and hot tub! Wish we had a few more days off to enjoy more- but we made the most of it. I take any family time i can get! Thank you!

The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.

We had the absolute best time at MJ’s place, highly recommend !! The house is spatious yet very cozy and quiet, with a nice back porch to sit and enjoy the surrounding woods! Home is also very close to town and to Poryland/coastline, and the cleanest lake to swim in that we’ve ever been to! MJ was very helpful and quick to respond. Stay here! We hope to return sometime soon!!

We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..

This was a perfect stay for our 2 days in Portland. We could walk everywhere from the apartment. There were plenty of options for restaurants nearby.

This place is special. Last thing we expected to see on the island was a deer. Was cool to watch her swim back to the mainland. Best part was being able to let my 2 pups off leash and free to explore. They had the best time ever ! We will be back next year for sure ! In fact maybe a new yearly tradition ! Thank you Kent for sharing this place

Very clean, great location in Portland. Street parking was a bit challenging but doable!

Can’t say enough about how great our stay was! Andrew was incredibly responsive, let us check in early and check out late without even asking. It was a great location on the island, very walkable, even for my mother with a bad knee (she was exhausted after the first day though). Would absolutely stay again!! 10/10

Easy 5 stars! Phillip was kind, proactive and responsive. The space, while quaint and simple, was clean, had all the essentials and, it was perfect for a week visiting my grandparents/ working remote! Not to mention my dogs loved being a half mile from the Bath dog park. Highly recommend if you’re looking for a Maine mid-coast getaway!

Super cute cottage! I really enjoyed a few peaceful days there on my own, it was exactly what I was looking for. It's very charming and has everything you need. Like others have mentioned, you can definitely hear the road noise so it doesn't feel totally secluded but that didn't detract from my stay. Emily was a great host, provided lots of helpful information, and very quick to respond.

Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!

Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones

I’ve been to North Conway many times and this one was one of my favorites. The location is perfect and the space is wonderful. You’re at the center of everything and it’s a great location for families. I will definitely use this location again the next time I come to North Conway.

A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.

As a kid my parents brought me and my sisters up to North Conway most of our childhood. It’s a great place with lots of adventures and places to relax for all types. At an age where I want to share those same experiences with my own family, Sandra’s great spot it’s a perfect location. It’s cozy, clean, has great views off the balcony, and she really went above and beyond to make sure we knew where things were (at the condo and around town). Looking forward to going back again in the future and would happily recommend this Airbnb to others.

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.

Jon’s cabin is a beautiful place to get away from it all. Very comfortable and well designed. We had everything we needed to cook and hole up for a few days. If you decide to drive to the lake, I would recommend 4WD. We had a truck but were not aware of how soft the ground was and ended up needing to be towed out. Still highly recommend! Enjoy your stay!

Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown