
Kid-friendly vacation rentals in Cumberland
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Cumberland
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Cumberland kid-friendly rentals
Kid-friendly house rentals

By the Sea - sleeps 11! Walk to beach
The accommodation is located in a quiet area and a short distance from the beach. I highly recommend this affordable place for a stay in Old Orchard Beach!

Walk to beach, shuffleboard, and bunk room
The place was great! It was just as described and Nina responds very quickly and was very sweet! We had a great time!

Hilltop Retreat with Hot Tub & Sauna near Downtown
One of my favorite experiences with AirBnB So comfy and had many items that other hosts don't offer

Spacious 3 level family friendly home.Dog friendly
I went with my friends and it was fantastic! The surrounding area as beautiful and the added amenities really made the stay special for us.

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
We thoroughly enjoyed our stay! Convenient to get to downtown Freeport, while being quiet and peaceful. The house itself was very spacious and cozy, with a lot of cute decor. It’s dog friendly and our pup felt right at home. Highly recommend.

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.

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.
Kid-friendly apartment rentals

Sophisticated Charm at an unbeatable price!
The apartment was just as described. Very bright, clean, and spacious. It was fully stocked with just about everything we needed during our stay. We had zero issues. The only drawback was the tiny tv in the living room. It was super small and there is plenty of room for something bigger. There were 4 of us and we really enjoyed our time at Susan’s place.

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
We have stayed in many airbnb's and Rick's place was the most well-stocked, clean, welcoming and comfortable place we have ever stayed!! The bed was excellent, there was lots of storage in every room, the living room had comfy couches and there was lots of natural light in every room. We enjoyed the snacks and drinks that he left and felt that was a nice touch. This location is walkable to town but there was 3 feet of snow so we chose to drive! We will stay here again and I would highly recommend it to anyone.

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
This is a simple, beautiful, unpretentious spot. It is completely unlike a hotel room. it didn't have TV, and that was one of the nicest things about it. It is bright and relaxing to be in. It is very well situated as advertised. We would certainly stay there again!
Kid-friendly condo rentals

Family Friendly Condo | Nautical Mile Resort #111
I had been staying here for 2 weeks and extended for another week. Again, just a great stay with very communicative hosts.

Luxury Beach Front Condo! Prime Location!
Excellent place, sunset and sunrise is just beautiful right from your private balcony, plenty of things to do even on rainy days, huge selection of places to eat, great bands play right on the premises, great people and atmosphere. The condo was very clean and has everything you need. I would love to stay again!

Oceanfront Condo with Awesome Views
This was my 3rd time staying at Kevin's AirBnB and it is always great! The bed is very comfortable and the entire place feels cozy. To top it off, there is the perfect view of the water from the balcony. It has everything you need for a little beach getaway. Will be staying again!

Cozy condo with North Conway at your finger tips!
Great place close to North Conway, clean, would happily stay there again!

Starfish Condo Wells Beach
Danielle was an excellent host. super responsive, and flexible when we needed it ! the rental is lovely and was a joy to stay in. the area was quiet and private 😁

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.

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104
Jennifer's place is AMAZING! First, it's steps away from the ski lift. Not only can you make first tracks, but stopping for lunch/breaks/warm-up is super easy - ski to your door! Getting in was a breeze: pull up, get the FOB, grab a luggage rack and park in the designated spot by the door and you're done. No long walks hauling ski gear through endless parking lots. The condo is spacious, super comfortable, and great for hanging out. We had 4 adults and 4 kids (8-11) and we had plenty of room for game nights, dinners, and lounging after a long ski day. The bathrooms are big (and even a jet tub for bubble baths). And immaculately clean. Full kitchen equipped with everything you need. So great to have washer/dryer to get gear ready for the next day. And the heated pool/hot tub is a short walk, both are big and a hit with the kids and adults. And did I mention how clean the place was? The unit is on the end to give extra privacy and easy access. Six stars!

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!!!!
Quick stats about vacation rentals that are kid-friendly in Cumberland
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ184 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
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- Mt. Abram
- King Pine Ski Area
- Diana's Baths
- Parsons Beach
- Ferry Beach
- Mothers Beach
- Portland Museum of Art
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Palace Playland
- Crescent Beach State Park
- Conway Scenic Railroad