
Family-friendly vacation rentals in Cumberland
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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

House, 2 Bedrooms, 2 queen sofa bed
Karen's home was better and larger than the pictures in the listing. Karen was very helpful and responsive . The location is wonderful and close to so much- Wisp, restaurants, the lake etc. we had a great time enjoying the hot tub, playing games, puzzles and enjoying time as a family. The rooms were all comfortable and we felt very at home.

Dock Holiday-Lake access with a boat slip
DockHoliday is a happy little place tucked between state parks. We enjoyed staying here for three nights. The house was suitable for our party, 4 adults and 3 small children. The amenities in the house were adequate to meet our needs. Keurig Coffee Maker, functioning Washer/Dryer, Foosball Table, and full size fridge to hold our groceries made our stay comfortable. Know that this house is on a two-lane road that serves as a main road around this western portion of Deep Creek Lake. The traffic isn’t constant, but the noise of passing cars and trucks can be disruptive to those seeking a vacation home that brings them closer to nature. Also, the living space in the house isn’t large, so noise travels easily. May be a problem for noise-sensitive people in your party. If sleeping in the master bedroom on the main level, I recommend bringing a white-noise machine to mask the noises of footsteps on the second level. We came to see the Lake and State Parks and this house was a nice base.

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!
Quiet, peaceful, private. Very helpful with a special request that was made. Recommended.

Whispering Hills - Couples Getaway
This was a great place for a getaway. Private with a good amount of room for outdoor activities. There were things for us to do within close proximity. Everything was as described and we had a great time with no issues. Would stay again if we get the chance.

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 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!

Yough Mountain House, LLC
Brandy was a wonderful host — very responsive and helpful. The house was very clean, huge, and had all said amenities. The scenery was beautiful and my partner and I enjoyed the privacy as well as the rest of the house and hot tub. Great house for a cute getaway!
Family- and pet-friendly home rentals

Grouseland's Pondside Vacation Cottage
Beautiful place! Was a great small size even with a small toddler; her pack and play fit with plenty of space for two dog beds also in the bedroom!

Lois Lane Stream side Cottage w/ Swimming Hole
Enjoyed our stay at Lois Lane. The property is beautiful with a creek and pond on the property.

Lake Access Cabin: canoe, 3 private acres w/trail
We really enjoyed our stay at Greg and Pia's cabin. Private, quiet, and well equipped. The cabin was clean and comfortable. The location was perfect for our fishing trip! Check in and check out was a breeze.

In the forest. Secluded. Glamping.
Great stay at Stephen’s. He advised us not to use our non 4WD vehicle to get up to the site but we tried anyway because we arrived after dark. He told us he could help get our car unstuck and patiently did so. It was a serene place and we tried some of his distillery items, which were tasteful and great (no hangover!!). Friendly and loving cat who follows him around as well.

The Crick House
My fiancee and I had a tremendous weekend getaway. We loved the set up, hospitality, and warmth of the cabin. We learned about previous tenants and participated in a dollar bill game - highly recommend! The hot tub was spot on, the cabin was cozy. The owner's are not far in case you need anything. Go, check it out for yourself. Worth every bit!

Rustic Cabin on Cacapon River for Private Getaway
Great stay at Jonathan's. Beautiful property, responsive host, everyone had a great time.

Rock Haul
The place was a great space for a family getaway. Love the view of the lake from the deck. It's very close to many local attractions. My kids really enjoyed playing the wii and the fire pit was a hit! Thank you John

Beautiful Riverfront Home w/ Kayaks and Firewood
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.
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.

9118 Woodridge
We went for a ski trip and the place was great! Large, comfortable, clean house that was perfect for our group (6 friends). Finding the home was slightly challenging as GPS didn't take us to the correct location at first, but the host provided written instructions for how to get there when picking up the key at another location. One thing to note, while you can ski-on to this unit (back from the lifts), you cannot ski-off as it's about 0.5 miles downhill from the nearest trail. The host told us that it was ski-on when asked, so we were expecting this, but figure I'd share here. Additionally, the shuttle stop was very close by and ran continuously during the weekend (and was available by calling during the weekdays). Overall, we were thrilled with our stay, and had a great weekend skiing.

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.

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.

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!

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!

Ski-in Ski-Out March Specials- 7 Springs
We enjoyed our stay at Rich and Dee’s place. It was clean and had plenty of room. We loved that it was truly ski in/ ski out. It was nice that Rich called the week before our trip to go over a few things. That was a plus because he let you know it was okay to contact him if we had any issues but everything went well.

Midnight Dip | Pvt Pool+Hot Tub & Game Room!
Beautiful house in a gorgeous community. Close access to the lake and other items in town. Would definitely visit again!
Quick stats about vacation rentals that are family-friendly in Cumberland
Total rentals
40 properties
Nightly prices starting at
$72 CAD before taxes and fees
Total number of reviews
1.8K 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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