Family-friendly vacation rentals in Cumberland County

What a perfect little getaway! Andy’s place is absolutely beautiful with so many nice little touches, especially for families. My two boys, ages 6 and 2, had such a blast in the pool and in the backyard. Andy had a big bin of toys in the living room that my little guys dug into as soon as we got there, such a nice touch to make kids feel at home. There was an abundance of clean towels for the bathrooms as well as the pool. The kitchen was very well equipped so that we were able to buy groceries and cook meals and have nice, hot coffee every morning. The home itself is beautiful and well thought out with bedrooms that are private and separate from the living space. I have to add that Andy was very easy to communicate with and always available and accommodating. Check in and check out was easy and seamless. The home is in a quiet, peaceful area with other beautiful homes and lots of privacy. A wonderful few days away. Would highly recommend, especially for families.

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!

This place was great for our group (3 couples). It had plenty of room for us to hang out in the mornings, with several breakfast options within walking distance. It was a short ride to the downtown area where we spent most of our days. Then we'd come back to the house where we had plenty of room to eat the take-out food we'd bring back, and then hang out some more regretting the massive amounts of food we'd just eaten! Tim was great to deal with and was responsive to our needs. We would stay here again if we return to the area.

David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.

The house was beautiful and worked perfectly for our group! Check in was very easy, and the house was spotless when we arrived. My favorite part it was the yard - perfect for a big barbecue with a large group.

Very nice stay! Cozy & felt like home. Lovely private hot tub space. Beautiful!!

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!!

Normand and his wife were simply amazing. From the eggs and snacks that were waiting for us when we arrived to the homemade cookies on our check out. The place was very cozy and comfortable with tons of toys and games for kids and adults. Normand was very accommodating to any request and even helped me chase the puppies when they accidently got out. I would highly recommend this!

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.

Jennifer was a phenomenal host. She was very accommodating (we were traveling with our 8 month old) which was extremely helpful. The place was spotless, quiet and very peaceful. We felt right at home and you can easily walk right to downtown Freeport. Highly recommend this host and this location!

Our son, his girlfriend, my husband and I enjoyed staying at the cottage in late October 2024. The location was quite scenic as it overlooked Casco Bay, near Portland, ME. The host made suggestions that we followed (bringing firewood & blankets). The kitchen was equipped with utensils & coffeemakers. The neighborhood was quiet. We enjoyed walking in the local preserve along the water and took advantage of visiting the Portland Museum of Art and eating at The Honey Paw, an Asian fusion restaurant.

We had the best weekend here! Paul was so responsive and helpful. We enjoyed having the option to go down to his brewery and hear the live music or just hang out at the yurt / by the campfire! It was a quick drive to Kennebunkport too. We would love to come back, it was awesome!

This home was fabulous! The space was clean, lovely, and so comfortable. Additionally the neighborhood offered but walks in nature and restaurants/stores. I wish I could go back next month!

We really enjoyed Elizabeth's house. It was beautiful and peaceful. The dock and beach were great. Communication was awesome! would loved to stay stay again.

We had such a wonderful week-long stay at Suzanne’s place. We spent our days skiing at pleasant Mountain (only a five minute drive away) and our evenings relaxing by the fireplace. The space was super clean, comfortable, and cozy, and the perfect layout for our family. Would highly recommend a stay here, we hope to be back again next year!

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!

This place had everything we needed. The view was spectacular! We really enjoyed seeing fireworks from the deck. The home was very clean, kitchen fully stocked. We loved hearing live music each day and night. So much walkable fun for the kids. We had a wonderful stay!

Our stay here was amazing, the house is adorable and the views are stunning. The pool was the perfect temperature and the whole family was in the pool every day, plus the views from the pool were pretty remarkable. Sherri was a great host and super communicative and helpful. The house is set up perfectly for a large group with cute little restaurants a short car ride or boat ride away. We will definitely be back!

Perfect little spot on Frye Island! Great location, walking distance to our favorite beach on island as well as the general store. House was clean, comfortable, just as described. We enjoyed our stay!

Maryann is SUCH a treasure! She really is the hostess with the mostest! Gives great recommendations, homemade coffee and treats, and if you mention you like something, she might get it for you! Making this Philly girl a wannabe Maine resident! Couldn’t recommend more.

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

My family and I had a awesome time enjoyed the quiet and relaxing days. Michael was very helpful and very quick responses to any questions we had.The cabin was very nice it felt like home was very comfortable slept very well. Everything about the cabin and the island was well worth going looking forward to going again in the future.