Family-friendly vacation 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, 147 reviews

Private Modern Log Cabin w/Hot Tub

RandallRating, 5 stars3 months ago
We enjoyed our time and the hot tub was great. Truly peace and quiet
Cottage in McHenry
4.74 out of 5 average rating, 38 reviews

House, 2 Bedrooms, 2 queen sofa bed

JenRating, 5 stars25 months ago
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.
Cottage in Oakland
4.88 out of 5 average rating, 81 reviews

Dock Holiday-Lake access with a boat slip

AdamRating, 5 stars6 months ago
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.
Guest favourite
Chalet in Great Cacapon
4.94 out of 5 average rating, 417 reviews

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!

MarionRating, 5 stars2 weeks ago
Quiet, peaceful, private. Very helpful with a special request that was made. Recommended.
Guest favourite
Home in Berkeley Springs
4.87 out of 5 average rating, 86 reviews

Whispering Hills - Couples Getaway

JesseRating, 5 stars3 weeks ago
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.
Superhost
Cabin in McHenry
4.84 out of 5 average rating, 32 reviews

Big Timber Retreat at Deep Creek Lake

StevenRating, 5 stars6 months ago
Great spot for our family vacation! Games downstairs were very fun and movie screen was great. Rick was easy to communicate with. Would recommend!
Guest favourite
Condo in Champion
4.85 out of 5 average rating, 92 reviews

Seven Springs slopeside ski in, ski out condo

WenjingRating, 5 stars2 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!
Superhost
Home in Confluence
4.76 out of 5 average rating, 206 reviews

Yough Mountain House, LLC

CapriceRating, 5 stars3 weeks ago
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

Guest favourite
Home in Clearville
4.92 out of 5 average rating, 291 reviews

Grouseland's Pondside Vacation Cottage

LeslieRating, 5 stars3 weeks ago
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!
Superhost
Cottage in Friedens
4.63 out of 5 average rating, 51 reviews

Lois Lane Stream side Cottage w/ Swimming Hole

RosanneRating, 5 stars6 months ago
Enjoyed our stay at Lois Lane. The property is beautiful with a creek and pond on the property.
Superhost
Home in Swanton
4.85 out of 5 average rating, 370 reviews

Lake Access Cabin: canoe, 3 private acres w/trail

JoelRating, 5 stars1 month ago
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.
Guest favourite
Tent in Purgitsville
4.97 out of 5 average rating, 140 reviews

In the forest. Secluded. Glamping.

GraceRating, 5 stars16 months ago
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.
Guest favourite
Cabin in Friendsville
4.97 out of 5 average rating, 318 reviews

The Crick House

JasonRating, 5 stars1 week ago
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!
Top guest favourite
Cabin in Great Cacapon
4.92 out of 5 average rating, 267 reviews

Rustic Cabin on Cacapon River for Private Getaway

WilsonRating, 5 stars2 months ago
Great stay at Jonathan's. Beautiful property, responsive host, everyone had a great time.
Cabin in Swanton
4.81 out of 5 average rating, 37 reviews

Rock Haul

SophRating, 5 stars23 months ago
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
Top guest favourite
Home in Everett
4.97 out of 5 average rating, 37 reviews

Beautiful Riverfront Home w/ Kayaks and Firewood

MichelleRating, 5 stars3 months ago
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

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

Weekday Discounts; Free Shuttle to Slopes/Lodge

AndrewRating, 5 stars1 month 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
Condo in Champion
4.88 out of 5 average rating, 33 reviews

9118 Woodridge

DavidRating, 5 stars13 months ago
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.
Superhost
Townhouse in Champion
4.71 out of 5 average rating, 135 reviews

5⭐Cozy Condo at 7 Springs⭐

BreaRating, 5 stars1 month 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.
Guest favourite
Cabin in Berkeley Springs
4.89 out of 5 average rating, 74 reviews

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

MicheleRating, 5 stars5 months ago
Very comfortable home. Well laid out for many to enjoy together but still have private time. Kitchen exceptionally equipped.
Guest favourite
Cabin in McHenry
4.86 out of 5 average rating, 44 reviews

Cloud 10 at Deep Creek Lake

RachelRating, 5 stars1 month 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!
Top guest favourite
Condo in Champion
4.91 out of 5 average rating, 116 reviews

1-Bedroom Condo 4701 Swiss Mountain Seven Springs

TamiRating, 5 stars1 month 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!
Guest favourite
Condo in Middlecreek Township
4.91 out of 5 average rating, 171 reviews

Ski-in Ski-Out March Specials- 7 Springs

NinaRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Swanton
5 out of 5 average rating, 12 reviews

Midnight Dip | Pvt Pool+Hot Tub & Game Room!

AnthonyRating, 5 stars10 months ago
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

Destinations to explore