Family-friendly vacation rentals in Cumberland County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cumberland County
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 County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Falmouth
4.96 out of 5 average rating, 68 reviewsAndy's Retreat-Heated pool, Hot Spring jacuzzi, AC
Home in Portland
4.97 out of 5 average rating, 208 reviewsStunning & Spacious 6BR Waterfront House + Hot Tub
Home in Hollis
5 out of 5 average rating, 60 reviewsPeaceful Retreat on Saco River!
Rental unit in Falmouth
4.9 out of 5 average rating, 189 reviewsFalmouth 3br near Town landing
Home in Old Orchard Beach
4.96 out of 5 average rating, 135 reviewsLuxury Beach House Old Orchard Beach Maine
Rental unit in Topsham
4.87 out of 5 average rating, 535 reviewsMaine Stay with private hottub, near Brunswick
Tiny home in Harrison
4.9 out of 5 average rating, 297 reviewsMillion $ views, Hot Tub, Waterfront, 14 acres WOW
Family- and pet-friendly home rentals
Cabin in Windham
4.92 out of 5 average rating, 204 reviewsPrivate Hilltop Cabin, Lakes and Trails Abound..
Guest suite in Freeport
4.72 out of 5 average rating, 551 reviewsFreeport Village Sunny Studio
Home in Old Orchard Beach
4.99 out of 5 average rating, 243 reviewsWalk to Beach from Spacious 1920 Home
Rental unit in Portland
4.87 out of 5 average rating, 1,018 reviewsPrivate Hill Top Apartment/w One Car Driveway
Rental unit in Old Orchard Beach
4.93 out of 5 average rating, 197 reviewsThe Upstairs Moose
Guest suite in Freeport
4.97 out of 5 average rating, 205 reviewsWaterfront Private Apartment only 5 min to LL Bean
Home in South Portland
4.91 out of 5 average rating, 116 reviewsCottage style home 2 blocks from the beach!
Home in Bridgton
4.91 out of 5 average rating, 302 reviewsLake Region Comfort, Close to Everything!
Family-friendly home rentals with a pool
Rental unit in Freeport
4.69 out of 5 average rating, 16 reviews3-Bedroom Townhouse at the Harraseeket Inn
Home in Bridgton
4.94 out of 5 average rating, 54 reviewsHidden Haven at Moose Pond, sleeps 10
Condo in Old Orchard Beach
5 out of 5 average rating, 15 reviewsLUXURY OCEANFRONT CONDO Best Location on the beach
Condo in Old Orchard Beach
4.83 out of 5 average rating, 30 reviewsGreat Vacation-2 BR Condo, Beach, Amenities, Fun!
Cottage in Frye Island
5 out of 5 average rating, 9 reviewsSteps to Lake Sebago. Cottage with mooring!
Rental unit in Falmouth
4.97 out of 5 average rating, 92 reviewsPoolside Suite-Gateway to Portland
Condo in Old Orchard Beach
4.67 out of 5 average rating, 3 reviewsOld Orchard Beach Oceanfront Condo w/ Pool
Home in Portland
5 out of 5 average rating, 11 reviewsThe Hill's on Buttonwood
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