Kid-friendly vacation rentals in Cumberland

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Cumberland kid-friendly rentals

Kid-friendly house rentals

Superhost
Home in Old Orchard Beach
4.72 out of 5 average rating, 18 reviews

By the Sea - sleeps 11! Walk to beach

HermannRating, 5 stars7 months ago
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!
Superhost
Home in Old Orchard Beach
4.88 out of 5 average rating, 25 reviews

Walk to beach, shuffleboard, and bunk room

IsaacRating, 5 stars2 months ago
The place was great! It was just as described and Nina responds very quickly and was very sweet! We had a great time!
Top guest favorite
Home in Hallowell
4.98 out of 5 average rating, 120 reviews

Hilltop Retreat with Hot Tub & Sauna near Downtown

Lori-AnnRating, 5 stars1 week ago
One of my favorite experiences with AirBnB So comfy and had many items that other hosts don't offer
Top guest favorite
Home in Intervale
4.97 out of 5 average rating, 179 reviews

Spacious 3 level family friendly home.Dog friendly

MatthewRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in South Portland
4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

KatieRating, 5 stars6 months ago
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.
Superhost
Home in Freeport
4.83 out of 5 average rating, 53 reviews

Charming Historic Freeport House

KellyRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Kennebunkport
4.86 out of 5 average rating, 175 reviews

Kennebunkport House - Walk to Dock Square!

MaryRating, 5 stars2 weeks ago
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.
Superhost
Home in Portland
4.89 out of 5 average rating, 151 reviews

Great Modern Space and House

MichelleRating, 5 stars4 months ago
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

Guest favorite
Apartment in West End
4.91 out of 5 average rating, 558 reviews

Sophisticated Charm at an unbeatable price!

FranceRating, 5 stars1 day ago
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.
Guest favorite
Apartment in Portland
4.91 out of 5 average rating, 113 reviews

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry

SusyRating, 5 stars1 week ago
Margaret’s place is very homey with all the necessities for a family gathering. The neighborhood is beautiful and close to beautiful trails
Superhost
Apartment in East End
4.73 out of 5 average rating, 127 reviews

Ocean Way East End - 2

ChosieRating, 5 stars3 weeks ago
Super walkable and great for a weekend stay!
Superhost
Apartment in Portland
4.86 out of 5 average rating, 856 reviews

Bright, Fun & Spacious Apartment on Back Cove

ErinRating, 5 stars3 weeks ago
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.
Guest favorite
Apartment in Portland
4.89 out of 5 average rating, 102 reviews

Portland Back Cove Hideaway-1 BR- With Patio

KristinRating, 5 stars3 months ago
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!
Top guest favorite
Apartment in Kennebunk
4.99 out of 5 average rating, 109 reviews

Sunny, cozy 1 BR apartment

TracieRating, 5 stars2 months ago
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.
Top guest favorite
Apartment in East End
4.97 out of 5 average rating, 455 reviews

Bright and cozy Munjoy Hill neighborhood apartment

RajRating, 5 stars1 week ago
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!
Superhost
Apartment in West End
4.78 out of 5 average rating, 728 reviews

BEST location! HUGE 1 bedroom downtown Portland

HenryRating, 5 stars1 month ago
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

Guest favorite
Condo in Wells
4.93 out of 5 average rating, 27 reviews

Family Friendly Condo | Nautical Mile Resort #111

LindaRating, 5 stars3 months ago
I had been staying here for 2 weeks and extended for another week. Again, just a great stay with very communicative hosts.
Guest favorite
Condo in Old Orchard Beach
4.91 out of 5 average rating, 416 reviews

Luxury Beach Front Condo! Prime Location!

DebbieRating, 5 stars2 weeks ago
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!
Guest favorite
Condo in Old Orchard Beach
4.89 out of 5 average rating, 103 reviews

Oceanfront Condo with Awesome Views

AimeeRating, 5 stars1 month ago
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!
Guest favorite
Condo in Conway
4.83 out of 5 average rating, 172 reviews

Cozy condo with North Conway at your finger tips!

JohnRating, 5 stars1 month ago
Great place close to North Conway, clean, would happily stay there again!
Guest favorite
Condo in Wells
4.91 out of 5 average rating, 90 reviews

Starfish Condo Wells Beach

Kay-LeeRating, 5 stars1 month ago
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 😁
Superhost
Condo in Wells
4.75 out of 5 average rating, 126 reviews

Generic Two Bedroom - Stair access only

Rose-MarieRating, 5 stars2 months ago
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.
Top guest favorite
Condo in Conway
4.98 out of 5 average rating, 110 reviews

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

TrevorRating, 5 stars1 month ago
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!
Top guest favorite
Condo in Conway
4.96 out of 5 average rating, 110 reviews

Cozy, clean, 2nd floor condo in Conway, NH!

RachelRating, 5 stars3 months ago
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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