
Kid-friendly holiday rentals in Cumberland
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Cumberland
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Popular amenities for Cumberland family-friendly rentals
Kid-friendly house rentals

Hilltop Retreat with Hot Tub & Sauna near Downtown
We chose Jeff's house in Hallowell for our first trip to Maine because it is conveniently located near the Maine Cabin Masters' Kennebec Cabin Company store and Woodshed Restaurant, the town of Hallowell is quaint, and it's easy to get to Waterville, Cape Elizabeth, Portland, and Camden. We visited all of these places and were fortunate to have beautiful weather for late April. While we didn't use the hot tub and only tried the sauna once, we can definitely recommend this house for skiers. I can only imagine how good the sauna and the electric blankets on the comfortable beds would feel after a cold day on the slopes! Jeff is very friendly and provided recommendations. All around great visit and would stay again on our next trip to Maine.

Updated 2 Bedroom Private House near beaches
We had a great stay in Tara's home. It is located in a quiet neighborhood and is close to our favorite towns- Ogunquit and Kennebunkport. We had plenty of room for the four of us. We loved the outside spaces and the open floor plan. Tara was very easy to communicate with and very responsive. The instructions for check in and check out were very clear. We hope to return in the future!

Cottage style home 2 blocks from the beach!
We had a wonderful girl's trip staying in Diana's house! We walked to the beach and to Scratch bakery (twice). The house was perfect for the five of us with a great sitting area to hang out and chat. The house was clean and the instructions for cleaning up were easy to follow.

Charming Historic Freeport House
Spent the weekend here with friends and really appreciated the host’s hospitality! They accommodated an earlier check in, responded to messages promptly, and the space had comfortable beds and great linens. Would stay here again in a heartbeat!

Kennebunkport House - Walk to Dock Square!
We had a fantastic stay! The house was in a perfect location; peaceful, private, and still just a short walk to dinner spots, which made everything so easy. There was plenty of space for lounging and gathering, and more than enough bathrooms for everyone (a huge plus!). The house had everything we needed for a relaxing weekend away. Cozy, quiet, and super comfortable; we’ll definitely be back! Highly recommend.

Feb/April school breaks available. 8 bedrooms
This was our 4th year staying at Sandy Cove to celebrate Christmas with our entire family. There are plenty of bedrooms and bathrooms to accommodate overnight stays. We love the 2 dining room tables and refrigerators. We had a small issue with a clog in the kitchen sink. I reached out to Mike and he sent someone over to fix it within a few hours. We hope to stay again next year!

Great Modern Space and House
We had an excellent stay at Mariella’s place. The cleanliness stood out to us and was much appreciated. Mariella was very accommodating and there for any questions or concerns. We felt right at home. Her home was in great location of a neighborhood for comfort and privacy while also be very convenient and a short ride to downtown Portland. I would recommend her home.

The Timeless Retreat | Walk to Downtown Kennebunk
Loved this home. Plenty of space for a girls getaway weekend away from the hustle & bustle! Everything has been re-done in this home and was a really fun weekend. Very comfortable and host was very responsive. Rob shoved the driveway prior to our arrival & We knew there was snow expected so brought some rock salt and shovels to keep the walk area safe!
Family-friendly apartment rentals

Sophisticated Charm at an unbeatable price!
The apartment was just as described by the host, and was very comfortable for a two night stay, for two couples. Excellent, proactive, communication by the host prior to check-in. Very clear instructions. The kitchen was well equipped for breakfast (which is the only meal we ate at the apartment during our stay). A serrated knife would be a nice addition. All of the appliances were very clean, and in good working order. Entry to the building was easy. Be comfortable climbing stairs. Five minute drive, or 15 minute walk to downtown. Quiet and peaceful neighborhood. Would definitely return, and recommended it to others. Thank you for a nice stay, Susan.

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry
Margaret’s place is very homey with all the necessities for a family gathering. The neighborhood is beautiful and close to beautiful trails

Ocean Way East End - 2
Super walkable and great for a weekend stay!

Bright, Fun & Spacious Apartment on Back Cove
Ian's place was great for a girls trip ti Portland. He was a great communicator if I had any questions or cleaning instructions. Will definitely stay again for any future trips to Portland.

Portland Back Cove Hideaway-1 BR- With Patio
I highly recommend staying here if you are visiting Portland! The apartment was adorable, very clean and in a perfect location. Alex had an entire list of recommendations that we found very helpful! We will definitely be back!

Sunny, cozy 1 BR apartment
This apartment is simply perfect! I felt comfortable and safe and loved waking up to the beauty of the space, the kitchen has all new appliances and the colors and craftsmanship are impressive. There was plenty of room throughout and the bed is very comfortable. Thank you Rick! I would definitely stay at your apartment again. I also highly recommend this place because of the great, central location.

Bright and cozy Munjoy Hill neighborhood apartment
Sadie and Laughlin are the best Airbnb hosts we have come across. We could not have asked for a better place to stay. The apartment is very clean, has lovely furnishings, is nicely decorated and had everything we needed for a very comfortable 3 and a half day stay in Portland. Both bedrooms are a good size and have incredibly comfortable beds. When we needed help with something, our hosts came around fast to help us. If we are ever back in Portland, we shall gladly book again with them. I would highly recommend this apartment!

BEST location! HUGE 1 bedroom downtown Portland
Very well located apartment, with large living room and bed room, small kitchen and tiny bathroom. Communication with Sharon was easy and responsive.
Family-friendly apartment rentals

Luxury Beach Front Condo! Prime Location!
The place was beautiful and clean with a great balcony! Access to beach was so easy and so convenient. Thank you for hosting us !!

Old Port on foot
Thus was a great location for our stay in Portland. Easy to get around and plenty to see and do nearby. i will definitely stay here again when I'm in the area.

Oceanfront Condo with Awesome Views
C’est l’endroit parfait ! Tout est très propre, et il ne manque rien! Kevin est très sympathique. Il a été de bons conseils. J’ai toujours rêvé de venir à OOB l’hiver et j’ai vraiment aimé l’expérience! Nous avons adoré notre séjour. Avec son emplacement et ses portes patios doubles, la vue est splendide! Pour les amateurs du bruit des vagues, de la vue de la mer, des levés de soleil, des longues marches à la plage… c’est l’endroit idéal!

Two-Bedroom Condo on the Wells/Ogunquit town-line
Très beau logement, propre et disposant de tout! La communication avec Christopher avant et pendant notre séjour était excellente !

Cozy condo by the beach!
I had an amazing stay. Place was just as described and was the perfect location for a weekend getaway!

Generic Two Bedroom - Stair access only
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.

Cozy, clean, 2nd floor condo in Conway, NH!
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!

Rustic Willard Beach condo ten mins from Old Port!
What a wonderful place in a lovely neighborhood. The condo exceeded our expectations—it was even more beautiful in person. We had a comfortable, happy stay with our small children. Scratch Bakery and an ice cream parlor are right across the street! And the book collection was great. Highly recommend!
Quick stats about holiday rentals that are kid-friendly in Cumberland
Total rentals
60 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Wells Beach
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Mt. Abram
- Pemaquid Beach
- Parsons Beach
- Mothers Beach
- Middle Beach
- Palace Playland
- Portland Museum of Art
- Cliff House Beach
- Dunegrass Golf Club
- Ferry Beach
- Conway Scenic Railroad
- Diana's Baths