Family-friendly holiday rentals in Cumberland

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Popular amenities for Cumberland family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Berkeley Springs
4.91 out of 5 average rating, 148 reviews

Private Modern Log Cabin w/Hot Tub

RandallRating, 5 stars6 months ago
We enjoyed our time and the hot tub was great. Truly peace and quiet
Superhost
Cabin in Swanton
4.8 out of 5 average rating, 97 reviews

"Whispering Pines"

SusanRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Berkeley Springs
4.97 out of 5 average rating, 78 reviews

Sqyrls Nest - hot tub, pets, fire pit, game room

SRating, 5 stars3 weeks ago
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!
Superhost
Cabin in Hedgesville
4.88 out of 5 average rating, 225 reviews

Deer Crossing at The Woods

LauraRating, 5 stars5 months ago
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.
Top guest favourite
Chalet in Swanton
4.83 out of 5 average rating, 60 reviews

Deep Creek Lake - Lakefront pup-friendly Chalet!

ConstanceRating, 5 stars4 months ago
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.
Top guest favourite
Cabin in Berkeley Springs
4.96 out of 5 average rating, 310 reviews

Wild, Wonderful Five-Bedrm Loghome

GailRating, 5 stars1 week ago
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!
Guest favourite
Home in McHenry
4.93 out of 5 average rating, 112 reviews

Emerald Overlook, Deep Creek Lake

KellyRating, 5 stars5 months ago
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.
Guest favourite
Cabin in McHenry
4.86 out of 5 average rating, 44 reviews

Cloud 10 at Deep Creek Lake

RachelRating, 5 stars4 months ago
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

Guest favourite
Cabin in Champion
4.93 out of 5 average rating, 253 reviews

Large ski chalet near Seven springs ski resort

HowardRating, 5 stars4 months ago
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.
Guest favourite
Cabin in Confluence
4.86 out of 5 average rating, 72 reviews

Rustic Paradise - Ohiopyle is only 7 miles away!

Joseph T.Rating, 5 stars4 months ago
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
Superhost
Chalet in Champion
4.87 out of 5 average rating, 61 reviews

Bear Claw Chalet at Claycomb Chalets

JakeRating, 5 stars1 month ago
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.
Guest favourite
Cabin in McHenry
5 out of 5 average rating, 14 reviews

Kaya Cabin on Deep Creek Lake

BillyRating, 5 stars6 days ago
Fantastic weekend getaway for two + our new puppy. Would recommend this cabin to anyone looking to stay near Deep Creek with furry friend(s)!
Guest favourite
Chalet in Berkeley Springs
4.83 out of 5 average rating, 66 reviews

Modern Escape with Cacapon Mountain View

JenniferRating, 5 stars1 month ago
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!
Top guest favourite
Home in Everett
4.97 out of 5 average rating, 38 reviews

Luxury Riverfront Home -Fireplace,CargoLift,Kayaks

Wil & AmyRating, 5 stars1 month ago
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!!
Guest favourite
Cabin in Elk Garden
4.81 out of 5 average rating, 101 reviews

Cabin G at Abrams Creek

DanielRating, 5 stars8 months ago
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!
Guest house in Berkeley Springs
4.83 out of 5 average rating, 299 reviews

Terrapin Cabin. A sunny, quiet cabin in the woods.

JaclynRating, 5 stars4 months ago
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

Guest favourite
Townhouse in Champion
4.85 out of 5 average rating, 67 reviews

Weekday Discounts; Free Shuttle to Slopes/Lodge

AndrewRating, 5 stars4 months ago
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.
Superhost
Chalet in Hidden Valley
4.81 out of 5 average rating, 104 reviews

Dillon's Getaway Chalet at Hidden Valley Resort

MichelleRating, 5 stars4 months ago
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!
Guest favourite
Townhouse in Champion
4.96 out of 5 average rating, 239 reviews

Family Friendly 4 BR Seven Springs Townhouse

JonathanRating, 5 stars2 weeks ago
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!
Superhost
Townhouse in Champion
4.71 out of 5 average rating, 135 reviews

5⭐Cozy Condo at 7 Springs⭐

BreaRating, 5 stars4 months ago
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.
Apartment in Champion
4.85 out of 5 average rating, 93 reviews

Seven Springs slopeside ski in, ski out condo

WenjingRating, 5 stars5 months ago
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!
Guest favourite
Cabin in Berkeley Springs
4.89 out of 5 average rating, 76 reviews

Hiking, WiFi, 4 Decks, King Suite, Community Pool

MaryRating, 5 stars3 weeks ago
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!
Top guest favourite
Apartment in Champion
4.91 out of 5 average rating, 116 reviews

1-Bedroom Condo 4701 Swiss Mountain Seven Springs

TamiRating, 5 stars4 months ago
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!
Home in Hidden Valley
4.91 out of 5 average rating, 122 reviews

Luxury Retreat in mountains

WilliamRating, 5 stars3 weeks ago
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

Destinations to explore