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
Apartment in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
Sep 2 – 9
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
Feb 12 – 19
Apartment in Falmouth
4.89 out of 5 average rating, 170 reviewsFalmouth 3br near Town landing
Sep 24 – Oct 1
Home in Old Orchard Beach
4.96 out of 5 average rating, 110 reviewsLuxury Beach House Old Orchard Beach Maine
Jan 19 – 26
Home in Portland
4.85 out of 5 average rating, 143 reviewsEntire House in Quiet, Convenient Neighborhood
Jul 1 – 8
Cottage in Phippsburg
5.0 out of 5 average rating, 26 reviewsNorway Pines Oceanfront Cottages
Dec 29 – Jan 5
Condo in Portland
4.61 out of 5 average rating, 300 reviews▲ Spacious 5 Bedroom, 3.5 Bath, Parking, Deck! ▲
Jul 4 – 11
Home in Falmouth
4.95 out of 5 average rating, 63 reviewsAndy's Retreat-Heated pool, Hot Spring jacuzzi, AC
May 25 – Jun 1
Family- and pet-friendly home rentals
Guest suite in Freeport
4.71 out of 5 average rating, 498 reviewsFreeport Village Sunny Studio
Jan 3 – 10
Apartment in Harpswell
4.83 out of 5 average rating, 240 reviewsSunny Apartment on the Ocean.
Jan 3 – 10
Farm stay in Scarborough
4.85 out of 5 average rating, 214 reviews434 Acres and a Cabin
Nov 17 – 24
Home in Biddeford
4.97 out of 5 average rating, 381 reviewsPrivate, spacious, colorful, fun & unique space
Nov 2 – 9
Apartment in Falmouth
4.96 out of 5 average rating, 137 reviewsFalmouth Waterfront Carriage House Apt
Oct 6 – 13
Apartment in Portland
4.87 out of 5 average rating, 956 reviewsPrivate Hill Top Apartment/w One Car Driveway
Jan 26 – Feb 2
Cottage in Gray
4.9 out of 5 average rating, 190 reviewsSunset Haven - Little Sebago Lake
Jan 24 – 31
Guesthouse in Portland
4.97 out of 5 average rating, 564 reviewsThe Carriage House at Libbytown
Jan 11 – 18
Family-friendly home rentals with a pool
Apartment in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
Nov 17 – 24
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Jun 2 – 9
Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
Jun 29 – Jul 6
Apartment in Falmouth
4.96 out of 5 average rating, 85 reviewsPoolside Suite-Gateway to Portland
Nov 17 – 24
Chalet in Frye Island
5.0 out of 5 average rating, 8 reviewsSteps to Lake Sebago
Nov 5 – 12
Condo in Old Orchard Beach
5.0 out of 5 average rating, 11 reviewsLUXURY OCEANFRONT CONDO Best Location on the beach
Condo in Old Orchard Beach
4.75 out of 5 average rating, 8 reviewsSteps to the beach, Pool, 3rd Floor ocean view
Jan 1 – 8
Home in Harpswell
5.0 out of 5 average rating, 7 reviewsThe Point, At The Edge Of The Ocean
Sep 28 – Oct 5
Destinations to explore
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