
Family-friendly holiday rentals in Cumberland
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Top-rated family-friendly rentals in Cumberland
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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

"Whispering Pines"
Great place on the water! Great location, close enough to town for activities, far enough to be peaceful and private. Great amenities and plenty of space. The hot tub was a great place to unwind on a cool day with a great view.

Sqyrls Nest - hot tub, pets, fire pit, game room
It was a great stay. We thoroughly enjoyed our time at the Sqrly Nest. It was a long weekend so the neighbors were celebrating (couldn't see who they were) shooting shot guns in the air (it sounded like). Other than that, it was very peaceful. The place itself was pristine and had a well-stocked kitchen. Thanks for letting us stay!

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.

Deep Creek Lake - Lakefront pup-friendly Chalet!
Cabin and location is in a prime location right on the lake. My family went there on a weekend that was snowy, rainy, dreary. We could not do outdoor activities, so we drove to Walmart ordered food and had an amazing weekend in the cabin. Ample space, stocked kitchen, clean bathrooms, pool table, plethora of games, large dining room table where we had a ball! Very peaceful and relaxing atmosphere, made for great pictures. Paul is an incredible host. Responsive, honest, reliable. I highly rec this location and my family and I will return.

Wild, Wonderful Five-Bedrm Loghome
Susan's house was exactly what we wanted for our girl's weekend. We take this trip annually, and all we want to do is relax. We eat, drink and play games. Susan's house was perfect. The screened in porch was our favorite place to be. Susan was wonderful - gave detailed instructions ahead of time, left a ton of breakfast choices - eggs in the fridge, and bagels, muffins, etc. in the freezer. The kitchen had everything you could possibly need. The house is surrounded by beautiful trees and rocks. We will definitely return!

Emerald Overlook, Deep Creek Lake
This was our second time staying here, and we loved it again! The house is in the perfect location and had everything we needed for a great holiday getaway. We felt very comfortable in this cozy home. Maureen is a very kind and responsive host.

Cloud 10 at Deep Creek Lake
The house had so much to do which was fantastic for our kids. They were happy to spend the whole day being entertained by the arcade, pool, and other amenities. Thanks!
Family- and pet-friendly home rentals

Large ski chalet near Seven springs ski resort
Very comfortable spot. Plenty of amenities for adults and children. Gino was very responsive if we had any questions. Will definitely book again, perfect space or relaxing and spending time with the family.

Rustic Paradise - Ohiopyle is only 7 miles away!
had a great stay at the cabin it was very clean and comforting. The fire place was great to sit in front of and watch a movie. its a easy place to find and get into; very quiet and great place to go on a hike just to relax. Thanks Joe

Bear Claw Chalet at Claycomb Chalets
The cabin may look small in pictures but their use of space and design works perfect. It all felt very comfortable and cozy. The place was in immaculate condition. We had the cabin far right tucked away. Didn’t get a chance to use the fire pit but everything was there if needed. If you’re looking for what feels like a hunting lodge getaway this is the place. The owners really worked with us on multiple things and were very responsive. I would and have thought about staying again and recommended it to a few others. You’ll love it there and the owners. No complaints.

Kaya Cabin on Deep Creek Lake
Fantastic weekend getaway for two + our new puppy. Would recommend this cabin to anyone looking to stay near Deep Creek with furry friend(s)!

Modern Escape with Cacapon Mountain View
The home was beautiful with a stunning view of the mountains from the porch. The house was pristine aside from a few bugs in the bathroom. The large living and dining room area comfortably fits 7-8 people. Overall, the accommodations exceeded our expectations. We would definitely go back!

Luxury Riverfront Home -Fireplace,CargoLift,Kayaks
Beautiful & peaceful cabin with fenced in yard for our pups! Sandra was an amazing host! We had some unexpected weather and Sandra not only checked on us but brought us dinner! Her cabin was clean, bright, & had all the comforts of home. Cabin was well stocked with everything you could possibly need for your family & your fur babies. We would love to visit again, thank you Sandra!!

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!

Terrapin Cabin. A sunny, quiet cabin in the woods.
We had an amazing stay here, especially considering we got snowed in on Saturday and still had a great time! The area is beautiful, the neighborhood trail was fun to explore, and the history of Berkley Springs is fascinating. Jeff was kind and friendly, offered great recommendations, and very responsive to questions. The house was very clean and we were able to make use of the kitchen and pizza oven. Perfect little getaway spot!
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!

Family Friendly 4 BR Seven Springs Townhouse
Simon was very responsive when messaged. We were happy with the home, everyone was comfortable. Easy ride to 7 Springs for the event we were attending. Will look to book next year!

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.

Seven Springs slopeside ski in, ski out condo
This place is clean, super convenient to get to the slope and have a beautiful view! Mark is very responsive and flexible. We had a good time!

Hiking, WiFi, 4 Decks, King Suite, Community Pool
The location was nice, really quiet and private and right in the woods. There are hiking trails right there, so we could do a 2-3 mile hike in the morning before heading out to activities. It's just a 10 minute drive to Berkeley Springs. The views out of the picture windows in the living room, or on the deck, were great. The house is very spacious and clean, with a well stocked kitchen. Everyone found all the beds to be very comfortable with nice linens, features not always found in rental houses. The living room fireplace was welcome as it was chilly when we were there. I can't think of anything we needed that the house didn't have. One thing to note is that the driveway is graveled and there is a little slope to the door. Having said that our mid-80s parents had no issues; just something to keep in mind if you have someone with mobility issues. We enjoyed our stay and would recommend!

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
Beautiful house. Would be a great ski in ski out place. We were in the neighborhood for a party in May. Would think about coming back during ski season.
Quick stats about holiday rentals that are family-friendly in Cumberland
Total rentals
40 properties
Nightly prices starting at
₹4,328 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
- Fallingwater
- Flight 93 National Memorial
- Cacapon Resort State Park
- Hidden Valley Resort
- Ohiopyle State Park
- Wisp Resort
- Whitetail Resort
- Shawnee State Park
- Lodestone Golf Course
- Berkeley Springs State Park
- Laurel Mountain Ski Resort
- JayDee's Family Fun Center
- Blue Knob All Seasons Resort
- Clear Shade Creek
- Warden Lake
- Winter Experiences at The Peak