Family-friendly vacation rentals in Cumberland

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cumberland family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Cabin in Appleton
4.89 out of 5 average rating, 307 reviews

Raven's Crossing - Kate's Cottage

KendraRating, 5 stars2 weeks ago
A beautiful rustic cabin in an amazing spot. Lori is a great host and is always near in her farmhouse to communicate and get you what you need. Appleton is not far from Camden / Rockland but has that rustic getaway feel. The option of adding a wonderful soak in the hot tub, wood fired sauna, massage and breakfast are available as well. I’ll be back next year! Thank you for everything, Lori!
Top guest favorite
Apartment in Falmouth
4.91 out of 5 average rating, 200 reviews

Falmouth 3br near Town landing

EllenRating, 5 stars4 days ago
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.
Guest favorite
Treehouse in Georgetown
4.97 out of 5 average rating, 340 reviews

Tree Dwelling with Water Views & Cedar Hot Tub (2)

EmilyRating, 5 stars1 month ago
We had the most wonderful staying here! A peaceful and relaxing getaway is exactly what we needed, and exactly what we received. The hot tub was the perfect touch. We couldn’t recommend this place more! Can’t wait to go back!
Guest favorite
Home in Old Orchard Beach
4.96 out of 5 average rating, 147 reviews

Luxury 6 bedroom Beach House 50 ft from beach

JacobRating, 5 stars2 weeks ago
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.
Guest favorite
Apartment in Topsham
4.87 out of 5 average rating, 549 reviews

Cozy hot tub haven

AshleyRating, 5 stars1 week ago
Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️
Superhost
Cabin in Conway
4.86 out of 5 average rating, 326 reviews

Owl-Pine Ski Lodge: Rustic Cabin w/Hot Tub

AllisonRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars3 months ago
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.
Guest favorite
Cabin in Rochester
4.94 out of 5 average rating, 229 reviews

awesome private cabin

JoshuaRating, 5 stars2 weeks ago
Dave was an amazing host and he provided the best possible get away for our first wedding anniversary. It was private there is so much beautiful outdoor art to look at and the hot tub was the perfect way to wind down after the day. If there was a 6 star option I would give it this was everything we wanted and needed and then some

Family- and pet-friendly home rentals

Guest favorite
Apartment in East End
4.87 out of 5 average rating, 1,034 reviews

Private Hill Top Apartment/w One Car Driveway

WillRating, 5 stars3 days ago
Magical stay in a magical space. My family and I are do grateful for your hospitality.
Guest favorite
Cabin in Dresden
4.95 out of 5 average rating, 186 reviews

McKeen's Riverside Retreat

KathleenRating, 5 stars1 month ago
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..
Guest favorite
Home in Bath
4.91 out of 5 average rating, 344 reviews

Gorgeous Studio on the Kennebec

JamesRating, 5 stars1 week ago
Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!
Guest favorite
Home in Albany
4.82 out of 5 average rating, 451 reviews

Cozy Guest Suite in White Mountain National Forest

KeithRating, 5 stars2 weeks ago
Mary's place was great. Everything was exactly as described and Mary gave very clear instructions for check in and responded quickly to text messages. It was a very enjoyable stay.
Top guest favorite
Island in Monmouth
4.99 out of 5 average rating, 227 reviews

Island Glamping in a Luxury Tent in Maine

LloydRating, 5 stars3 weeks ago
Incredible place. The island is beautiful, and everything is ready for you so you don't have much to do. Kent was great at communicating, gave us all the information we needed and was quick to help us, making the whole experience very easy. We will be back
Guest favorite
Cottage in Gray
4.91 out of 5 average rating, 212 reviews

Sunset Haven - Little Sebago Lake

BrettRating, 5 stars1 month ago
second year in a row staying here and looking forward to our next trip back! Another amazing stay
Guest favorite
Cottage in Bridgton
4.91 out of 5 average rating, 183 reviews

True Maine Artist Cottage with Outdoor Shower

JimmyRating, 5 stars4 days ago
We had such a great time staying at Emily's awesome retreat. It was our first mini-vacation with our dog and we were looking for some peaceful, wide open space to let her roam free. We absolutely got that with this home and thoroughly enjoyed the town, as well. Emily was super responsive whenever we did have a question and provided us with a great list of places to check out around town. Would absolutely stay again. Thanks!
Guest favorite
Home in Auburn
4.82 out of 5 average rating, 259 reviews

Unique artist's sun filled farmhouse meets loft

AndreaRating, 5 stars3 days ago
This was a great experience for us, the artist cottage was outfitted like home with everything we needed. We cooked on an amazing stove, fridge was large and works well for food storage. Tanja was gracious and helpful. We enjoyed meeting her. I would love to stay here again. Highly recommend. You must do stairs as all bedrooms are upstairs. One room has en-suite bath with tub. The other shower and bathroom is downstairs and both have great water pressure and temp. Enjoy this jewel which is close to everything but still super private.

Family-friendly home rentals with a pool

Guest favorite
Condo in Intervale
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars8 months ago
We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!
Guest favorite
Condo in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars6 days ago
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
Guest favorite
Apartment in Conway
4.89 out of 5 average rating, 101 reviews

Main Street for 6!

JordanRating, 5 stars4 days ago
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.
Guest favorite
Condo in Bartlett
4.92 out of 5 average rating, 461 reviews

Across from Storyland & in the Heart of the Mtns

MonamiRating, 5 stars3 weeks ago
Beautiful place, has everything you might need. Very convenient location , close to storyland, restaurants and convenience stores . The restaurant recommendations from the host were great
Superhost
Cottage in Wells
4.88 out of 5 average rating, 42 reviews

Beach Dreaming

ArtemRating, 5 stars7 months ago
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.
Superhost
Home in Harrison
4.9 out of 5 average rating, 307 reviews

EPIC VIEWS, Hot Tub, Pond, River, 14 Acres A Frame

AdamRating, 5 stars1 week ago
Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10
Guest favorite
Home in Portland
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars7 months ago
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
Guest favorite
Chalet in Bartlett
4.92 out of 5 average rating, 209 reviews

*Chalet in the Sky|NorthConway+StoryLand|Outlets

SamuelRating, 5 stars6 days ago
Krysten's chateau was perfect for a family trip with my girlfriend, my sister and my sister's husband! The two bedrooms were very tidy and cozy and both bathrooms had plenty of towels and soaps. Krysten left thoughtful touches through the space such as a guide book with recommendations for places to visit, restaurants, and instructions for check in, check out, and how to use all of the amenities. the view from the back porch was beautiful and this made for a very cozy, yet spacious, place to rest after long days of hiking various trails (and Mt. Monroe) and visiting the surrounding areas, including North Conway. This space would be especially great for families with kids because there are board games included by the owner(s), bunk beds in the second bedroom as well as a second queen bed, and you would be in arms reach or Story Land! Overall, I would 10/10 recommend this AirBnb to anyone looking for an affordable, renovated, clean, and beautiful space for their trip to New Hampshire!

Quick stats about vacation rentals that are family-friendly in Cumberland

  • Total rentals

    110 properties

  • Total number of reviews

    4.2K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 properties include access to wifi

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