Family-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland family-friendly rentals
Family-friendly home rentals with a hot tub
Chalet in Great Cacapon
4.94 out of 5 average rating, 374 reviewsFern Haven - Waterfront Chalet w/ WiFi & Hot tub!
10–17 Oct
Home in Confluence
4.75 out of 5 average rating, 173 reviewsYough Mountain House, LLC
29 Sept – 6 Oct
Cabin in Oakland
4.9 out of 5 average rating, 354 reviewsWinter is Coming
24–31 Mar
Home in McHenry
4.89 out of 5 average rating, 105 reviewsThe Great Escape @ Deep Creek Lake
30 Oct – 6 Nov
Home in Oakland
4.95 out of 5 average rating, 192 reviewsPrivate|LAKE&Waterfalls|Firewood|PoolAccess|HotTub
31 Mar – 7 Apr
Home in McHenry
4.92 out of 5 average rating, 105 reviewsEmerald Overlook, Deep Creek Lake
18–25 Aug
Cabin in Berkeley Springs
4.91 out of 5 average rating, 136 reviewsPrivate Modern Log Cabin w/Hot Tub
10–17 Dec
Home in Swanton
4.97 out of 5 average rating, 145 reviewsLog Cabin at the Lake, 5300+ sq ft of fun!
11–18 Sept
Family- and pet-friendly home rentals
Cabin in Great Cacapon
4.94 out of 5 average rating, 126 reviewsCozy Cabin on the Cacapon River
11–18 Aug
Cabin in Berkeley Springs
4.83 out of 5 average rating, 180 reviewsRetriever’s Retreat ~ High-Tech Log Cabin Oasis
25 Oct – 1 Nov
Cabin in Capon Bridge
4.84 out of 5 average rating, 155 reviewsBlack Bear Cabin (Cabin #3) at Buffalo Gap Retreat
24 Jun – 1 Jul
Chalet in Martinsburg
4.92 out of 5 average rating, 276 reviewsMountaintop Retreat
9–16 Feb
Home in Swanton
4.95 out of 5 average rating, 213 reviewsAlyvia's Retreat by the Lake (Dock Slip Included)
13–20 Dec
Tent in Purgitsville
4.97 out of 5 average rating, 139 reviewsIn the forest. Secluded. Glamping.
27 Mar – 1 Apr
Home in Confluence
4.95 out of 5 average rating, 112 reviewsPaddler's Lane Retreat - Main House Rental - Full House
19–26 Mar
Cabin in McHenry
4.86 out of 5 average rating, 166 reviewsCozy Cabin in the Woods at Deep Creek Lake
31 Jul – 7 Aug
Family-friendly home rentals with a pool
Cabin in Berkeley Springs
4.89 out of 5 average rating, 63 reviewsHiking, WiFi, 4 Decks, King Suite, Community Pool
20–27 Jan
Townhouse in McHenry
4.93 out of 5 average rating, 80 reviewsTop of Wisp Mountain, 5BR, Hot Tub, Theater, Gym
6–13 Dec
Townhouse in Hedgesville
4.9 out of 5 average rating, 61 reviewsCozy Townhome At The Woods Resort Golf,SPA,Tennis
6–13 Jan
Cabin in McHenry
4.83 out of 5 average rating, 36 reviewsCloud 10 at Deep Creek Lake
16–23 Feb
Home in Oakland
5.0 out of 5 average rating, 3 reviewsWhisked Away | Lakefront Home, Private Dock!
22 Feb – 1 Mar
Home in McHenry
5.0 out of 5 average rating, 8 reviews5BR | Hot Tub | Fire Pit | Sauna [mtvwldg]
29 Aug – 5 Sept
Home in Swanton
4.63 out of 5 average rating, 101 reviewsPriv. Indoor Pool, Hot Tub, Free Golf&Mini,Tennis
22–29 May
Home in Berkeley Springs
4.81 out of 5 average rating, 64 reviewsAutumn Wings - A Natural Retreat
8–15 Mar
Quick stats about holiday rentals that are family-friendly in Cumberland
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
2K reviews
Nightly prices starting at
£40 before taxes and fees
Destinations to explore
- Pittsburgh Holiday rentals
- Cabins Holiday rentals
- Fairfax Holiday rentals
- State College Holiday rentals
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- Deep Creek Lake Holiday rentals
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