Family-friendly vacation 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.
Vacation 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
Treehouse in Georgetown
4.98 out of 5 average rating, 404 reviewsModern Tree Dwelling w/Water Views+Cedar Hot Tub
Dec 14 – 21
Apartment in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
Aug 14 – 21
Apartment in Falmouth
4.89 out of 5 average rating, 170 reviewsFalmouth 3br near Town landing
Nov 1 – 8
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
Oct 7 – 14
Apartment in Biddeford
4.98 out of 5 average rating, 118 reviewsBrenda and Phil's Place
Sep 19 – 26
Home in Portland
4.96 out of 5 average rating, 186 reviewsPeaceful Oasis with Water Views and Hot Tub!
Dec 7 – 14
Cabin in Rochester
4.94 out of 5 average rating, 216 reviewsawesome private cabin
Aug 29 – Sep 5
Guest suite in Kennebunk
4.85 out of 5 average rating, 84 reviewsHot Tub & Fire Pit at Cozy Studio Cottage
Nov 13 – 20
Family- and pet-friendly home rentals
Guest suite in Brunswick
4.93 out of 5 average rating, 314 reviewsArt House Gallery guest suite
Dec 31 – Jan 7
Farm stay in Scarborough
4.85 out of 5 average rating, 214 reviews434 Acres and a Cabin
May 27 – Jun 3
Guest suite in Freeport
4.96 out of 5 average rating, 186 reviewsWaterfront Private Apartment just 5 min to LL Bean
Sep 3 – 10
Guesthouse in Portland
4.97 out of 5 average rating, 564 reviewsThe Carriage House at Libbytown
Mar 23 – 30
Home in Biddeford
4.97 out of 5 average rating, 381 reviewsPrivate, spacious, colorful, fun & unique space
Nov 2 – 9
Cabin in Dresden
4.96 out of 5 average rating, 157 reviewsMcKeen's Riverside Retreat
Dec 6 – 13
Cabin in Boothbay
4.93 out of 5 average rating, 179 reviewsPeaceful & private waterfront cabin
Oct 23 – 30
Apartment in Edgecomb
4.91 out of 5 average rating, 298 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Nov 7 – 14
Family-friendly home rentals with a pool
Apartment in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
Oct 8 – 15
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
Dec 29 – Jan 5
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Sep 29 – Oct 6
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Feb 22 – Mar 1
Condo in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
Jan 1 – 8
Apartment in Falmouth
4.96 out of 5 average rating, 85 reviewsPoolside Suite-Gateway to Portland
Oct 2 – 9
Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
Jun 29 – Jul 6
Apartment in Boothbay Harbor
5.0 out of 5 average rating, 27 reviewsLuxury Condo on Water's Edge in Boothbay Harbor
Mar 19 – 26
Quick stats about vacation rentals that are family-friendly in Cumberland
Total rentals
450 properties
Wifi availability
440 properties include access to wifi
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
160 properties allow pets
Total number of reviews
28K reviews
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