
Family-friendly vacation rentals in Cumberland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cumberland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Cumberland family-friendly rentals
Family-friendly home rentals with a hot tub

Private Modern Log Cabin w/Hot Tub
We enjoyed our time and the hot tub was great. Truly peace and quiet

Cozy Townhome At The Woods Resort Golf,SPA,Tennis
We had a great time and the check in process was seamless. Keith was proactive and very responsive.

Mountain Haven: Ski, Hot Tub, Shuttle Service
This place was such a great getaway with the gang! Gordon was super responsive and very friendly and understanding. Lots of room for us to sleep and it’s right next to the shuttle stop to go to the ski resort! Super convenient. Also the hot tub is super legit - probably the best one we used so far. Great space for us and the tvs were awesome we all watched football. Such a great weekend honestly I’d book again in a heartbeat

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!
Me and my family had a great stay felt right at home and the view is amazing

Big Timber Retreat at Deep Creek Lake
Great spot for our family vacation! Games downstairs were very fun and movie screen was great. Rick was easy to communicate with. Would recommend!

Seven Springs Area Home/Hot Tub MV
A fun, spacious, cozy cabin in the woods, however be aware in the winter 4 wheel drive is a must. Many comfortable bedrooms and things to do like foosball, darts, and a nice hot tub. It was convenient to be close to two different ski resorts, but inconvenient if there’s a blizzard that makes your car slide down the drive way and get stuck in a ditch. However if you’re well equipped for the harsh conditions of winter time in the mountains, this is a great place for a large family.

3BR | A/C | Fireplace | Grill | Hot Tub [knot]
Super great location. Was private but still in a community that felt safe. Nice place to walk your dogs or take the kids for a stroller walk. Exceptionally clean, hot tub worked perfectly. We had a great time, and would definitely come back.

High Country Home | Mins to Deep Creek Activities!
Beautiful home. Everything was as described. Taylor Made was very attentive to any question or need we had. Our group couldn't have chosen a better place for our 40th Anniversary of college graduation. We highly recommend this property or any managed by Taylor Made.
Family- and pet-friendly home rentals

Nice and Cozy Rental
My husband, my pup and I had a wonderful time at the cozy cottage. We felt right at home. We loved that we could hike right on the premises as well as the several other close Nature Reserves and Parks. Marshall was a very nice host. We are hoping to return in the fall.

Lake Access Cabin: canoe, 3 private acres w/trail
Greg and Pia’s house was absolutely perfect! We’ve stayed at Airbnb’s all across the 50 states and this was the cleanest and most well stocked home we have ever been in! Everything was absolutely spotless. We had the fireplace up and running everyday - it was perfect for our rainy spring stay. It was so cozy! The home is very private and secluded in the woods with an amazing pine lined trail down to the lake access. Our dog absolutely loved being outside and the trail was perfect for our morning walks. Absolutely cozy and perfect. Will definitely stay again!

Rustic Paradise - Ohiopyle is only 7 miles away!
We really enjoyed staying in this cabin. The beds were comfy. Kitchen had everything we needed. The shower was nice and hot. There were lots of fireflies in the yard. It was close to Ohiopyle and Fallingwater. All around it was great!

The Crick House
We loved our stay at the Crick House. The kitchen is well designed, the home was cozy, and found the nearby creek very peaceful. During our stay there was a large storm and much of the area lost power. Matthew ensured we were taken care of with extra lamps and flashlights and was very accommodating for the situation.

Funkomatik 513 on Deep Creek Lake
Lovely cabin that had everything we needed. Loved that I got to bring my dog to enjoy the weekend with us!

Luxury Riverfront Home -Fireplace,CargoLift,Kayaks
I needed R&R, and that’s definitely what I got! It was a wonderful place for kids, adults, and seniors alike. Her games were so much fun, and the location was ideal. So grateful for the Shoops sharing their home.

Cabin G at Abrams Creek
Abrams Creek is a great place for a quiet, private, beautiful rustic cabin camping experience. The grounds were fantastic, from the moment you pass the check-in you are immediately in the woods. At the cabin itself you feel like you are alone in the woods next to a peaceful stream. The cabin was comfortable and plenty warm with the propane heating, and having a dedicated port-a-potty right next to our site made bio-breaks much more convenient than if you had to walk to a central bathhouse. Highly recommend Abrams Creek!

Family friendly cottage with hot tub in Ohiopyle!
The turning leaf lodge was a great place! It had a nice outdoor space for our family. Has enough room inside and out. I would recommend this place for anyone who wants to relax and enjoy some quiet time.
Family-friendly home rentals with a pool

Weekday Discounts; Free Shuttle to Slopes/Lodge
The house was very cozy, the hosts were very helpful, and it’s easy to get to the resort either by driving or on the shuttle.

Dillon's Getaway Chalet at Hidden Valley Resort
Our group of 13 which had 3 families with 7 kids really enjoyed this house. Our favorite part was the location to skiing. Although not officially a ski-in/ski-out, the slopes were within walking distance and much easier for our younger skiers to access. The house was clean, fully stocked and provided enough beds for our large group. Would definitely recommend bringing your 4WD vehicle if snow is predicted during your stay as the driveway is a little steep. We plan to book again for our next Hidden Valley trip!

Deer Crossing at The Woods
This was our second stay at Janel's place and it was just as enjoyable as the first time. We loved the fireplace and views from the A frame windows. The hot tub wasn't working unfortunately, but things happen and Janel was communicative about it. Had a great weekend regardless. Also love that Janel is accommodating of dogs. Our fur babies were happy to join us on our getaway.

5⭐Cozy Condo at 7 Springs⭐
Great condo for a weekend ski trip to Seven Springs. The condo was comfortable and had everything we needed. It was located right on the shuttle line for the resort which was great, also a quick drive down if you don’t want to wait for the shuttle. Had a great stay and the price was excellent. Kim was also very easy to get in touch with and provided clear entry instructions at check in.

Private-Pool Access-Deck Fireplace & Hot Tub-XTRAS
Loved staying at Lazy Bear Lodge. Beautiful home with privacy on big property. Hosts were super responsive and gave great local recommendations. Very accessible to hiking and white water rafting.

Hiking, WiFi, 4 Decks, King Suite, Community Pool
Very comfortable home. Well laid out for many to enjoy together but still have private time. Kitchen exceptionally equipped.

1-Bedroom Condo 4701 Swiss Mountain Seven Springs
The condo was beautiful, clean, and conveniently located with close proximity to the resort and available shuttle services. Barrett was always responsive. A great place to stay!

Luxury Retreat in mountains
Second time renting with Michael. Would highly recommend. His home is great, very spacious, has all the amenities we could ask for. Will probably rent again next year!
Quick stats about vacation rentals that are family-friendly in Cumberland
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Seven Springs Mountain Resort
- Whitetail Resort
- Hidden Valley Resort
- Fallingwater
- Ohiopyle State Park
- Cacapon Resort State Park
- Wisp Resort
- Shawnee State Park
- Flight 93 National Memorial
- Blue Knob All Seasons Resort
- JayDee's Family Fun Center
- Lodestone Golf Course
- Berkeley Springs State Park
- Winter Experiences at The Peak
- Laurel Mountain Ski Resort