Family-friendly vacation rentals in Cumberland

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Cumberland family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Condo in Bartlett
4.79 out of 5 average rating, 130 reviews

Studio short walk to Saco Beach and Attitash Mtn!

AlRating, 5 stars15 months ago
I had a good stay there; it's 10 min walk to the lifts or a very short drive to the parking lot. Place was clean and comfortable.
Superhost
Home in Conway
4.84 out of 5 average rating, 241 reviews

Best backyard in N Conway w/ hot tub, game room...

KatherineRating, 5 stars3 months ago
We spent a lovely few days at this property enjoying the winter weather at its finest. The house is close to everything but still felt private and cozy. A great choice for families!
Guest favorite
Apartment in Topsham
4.87 out of 5 average rating, 548 reviews

Cozy hot tub haven

AshleyRating, 5 stars4 days 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
Condo in Newry
4.78 out of 5 average rating, 214 reviews

Slopeside Sunday River Condo Brookside 2B215

LamRating, 5 stars2 months ago
The place is clean. It has close access to the slopes for ski in ski out + skinning up barker. I'd definitely recommend if you are going to sunday river
Guest favorite
Home in Conway
4.87 out of 5 average rating, 130 reviews

Hot tub with country setting, close to village.

HarrisonRating, 5 stars3 months ago
House was as listed, great location in a beautiful area. Plenty of amenities and host was helpful and responsive leading up to and during my stay.
Superhost
Cabin in Conway
4.86 out of 5 average rating, 325 reviews

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

DeborahRating, 5 stars2 months ago
We just had a wonderful ladie's weekend at Christy's place! We lucked out and got a bit of snow, so the cabin was the perfect cozy spot to spend the weekend with a fire and a puzzle! The hot tub was an extra added bonus! Beds were all very comfortable and living room was super cozy. Very easy ride to downtown for restaurants and shopping for a bit. Would definitely recommend!
Guest favorite
Condo in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars2 months ago
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!
Superhost
Home in Harrison
4.9 out of 5 average rating, 306 reviews

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

KristinRating, 5 stars1 week ago
We had a magical getaway for the weekend! We watched a porcupine forage around the yard both evenings from the hot tub. We named him “Steve”. We loved the walk down to the river and enjoying sunrise from the hot tub with coffee. We will definitely be back!

Family- and pet-friendly home rentals

Guest favorite
Home in Bethel
4.96 out of 5 average rating, 116 reviews

Sunday River Bethel Village ! Walk to Restaurants

JillianRating, 5 stars3 months ago
Scott's place was perfect for our small family's ski trip! It was exactly as pictured, had everything we needed for our stay, and was so close to Sunday River (~10 minutes) and right down the road from restaurants in Bethel Village. We would love to stay again on our next ski trip!
Guest favorite
Chalet in Bartlett
4.77 out of 5 average rating, 118 reviews

7 mins to Storyland! Dog friendly!

SangbumRating, 5 stars3 months ago
Cozy, clean place. Great location for ski in/out. Attitash Abenaki lift is just right next to back yard. Owner communication is excellent. We had wonderful time with kids during our ski trip! Thanks Donald.
Superhost
Apartment in Chocorua
4.82 out of 5 average rating, 203 reviews

Sweet 2 bedroom apartment

MacyRating, 5 stars9 months ago
This is the kind of airbnb I'm excited to visit and support -- really lovely, cozy place with a lot of character and everything we needed to make ourselves at home for a week. The proximity to Chocorua is fantastic and it's a good spring board to the lakes region & and the White Mountains. Becky is fantastic - super friendly, responsive, and kind. The wifi was strong enough for me to work there for a few days and we had all the supplies we needed to cook for ourselves. The only issue was the road noise, which was pretty loud during the day, but thankfully quieter in the nights.
Top guest favorite
Home in Intervale
4.97 out of 5 average rating, 181 reviews

Spacious 3 level family friendly home.Dog friendly

MatthewRating, 5 stars1 week ago
Tara's place was spacious with plenty of beds and room to hang out! The best part is the massive backyard with plenty of room to set up lawn games and hang out. We loved having a bonfire and really appreciated the space to spread out and enjoy nature. Also – you can see the mountains from the deck!
Top guest favorite
Home in South Portland
4.91 out of 5 average rating, 117 reviews

Cottage style home 2 blocks from the beach!

JoanRating, 5 stars2 weeks ago
House and location worked for our family who was in Portland for a graduation. Parking for 3 cars was handy. Beach super close as was Scratch Bakery (yum).
Guest favorite
Home in Tamworth
4.89 out of 5 average rating, 150 reviews

Locally Owned Pet Friendly N. Lakes One Level Home

KatelinRating, 5 stars4 months ago
As one kiddo said at the end “this is the best weekend ever!” This was the perfect getaway and wished we had more time! Stayed 4 adults and three kids with a dog and had more than enough space! The layout of the house was perfect, as having bedrooms on each side of the house! An incredible area so close to town. 30 minutes to North Conway and just minutes to good food! King Pine is also 20 minutes which has multiple winter activities. The house is also so close to the lake! The space was cozy, had everything you needed, comfortable beds, and what a great surprise to have a dryer for the wet clothes after a day in the snow! Matt was a great host, helpful, fast, and responsive. Would stay here again!
Top guest favorite
Cabin in West Ossipee
5 out of 5 average rating, 101 reviews

Cluck's Cabin-Lakes/Mt Wash Valley

BlakeRating, 5 stars1 week ago
Perfect base for outdoor activities in the area. The house is tucked away in the woods with beautiful mountain views right outside the front window. Host was proactive and flexible. Highly recommend!
Guest favorite
Apartment in East End
4.94 out of 5 average rating, 304 reviews

Monument SWEET!

BrianneRating, 5 stars1 month ago
A group of 5 of us stayed at Kathy's listing and felt like we had plenty of room. We were all comfortable and found the location to be great with plenty to do within walking distance. Some of the doors were glass with blinds/shades that weren't entirely opaque so we had to be somewhat mindful when changing in our room. The front door battery was dead when we arrived and so the door was unlocked but this was quickly resolved with the help of the host and extra batteries on site. Location was fabulous and peaceful. No issues with finding free street parking, either. Overall, we enjoyed our time here and would stay at this listing again!

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 stars7 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 Bartlett
4.87 out of 5 average rating, 300 reviews

Attitash Studio | 5min to Storyland| Pools

JessicaRating, 5 stars1 week ago
My friends and I rented Anca’s place for a hiking trip and it was great! It was 10 minutes from great hiking trails and even closer to local restaurants and shops. The actual space was the perfect place to relax after a long day of hiking.
Top guest favorite
Condo in Bartlett
4.96 out of 5 average rating, 184 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

JoshuaRating, 5 stars4 months ago
The condo was nicely stocked and had everything we needed for our family. Extra blankets in each closet and the beds were so comfortable! Easy to find and very close to the mountain we were skiing at for the week. Clubhouse with the pool was also within walking distance which was a huge plus.
Guest favorite
Condo in Wells
4.85 out of 5 average rating, 185 reviews

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

NinaRating, 5 stars1 week ago
We had a great time staying here for a nearby wedding. The location is convenient, the place is well maintained, and Christopher is responsive!
Guest favorite
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Updated Modern Condo at The Seasons

CindyRating, 5 stars3 months ago
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.
Guest favorite
Condo in Bartlett
4.92 out of 5 average rating, 459 reviews

Across from Storyland & in the Heart of the Mtns

JacquesRating, 5 stars1 month ago
This is a great place to stay. Very close to everything in North Conway Jackson and hold Mount Washington area. But away from all the traffic that you’ll see in North Conway. Owners are very friendly and super responsive. And that goes a long way!
Superhost
Home in Bethel
4.91 out of 5 average rating, 45 reviews

Caribou Run Private Retreat with Mountain Views

RobinRating, 5 stars3 months ago
Great home for our large family gathering. Great location near Sunday River skiing, Downtown and snowmobile trails right outside the door. We had a great time and will be back.
Guest favorite
Condo in Bartlett
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars3 months ago
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!

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

Destinations to explore