Family-friendly holiday rentals in South Portland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in South Portland
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 South Portland family-friendly rentals
Family-friendly home rentals with a hot tub
Treehouse in Georgetown
4.98 out of 5 average rating, 406 reviewsModern Tree Dwelling w/Water Views+Cedar Hot Tub
Flat in Biddeford
4.98 out of 5 average rating, 118 reviewsBrenda and Phil's Place
Home in Waterford
4.84 out of 5 average rating, 219 reviewsMcWain pond house (private lake & hot tub)
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
Flat in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
Cabin in Rochester
4.94 out of 5 average rating, 216 reviewsawesome private cabin
Home in Portland
4.96 out of 5 average rating, 187 reviewsPeaceful Oasis with Water Views and Hot Tub!
Flat in Falmouth
4.89 out of 5 average rating, 171 reviewsFalmouth 3br near Town landing
Family- and pet-friendly home rentals
Farm stay in Scarborough
4.85 out of 5 average rating, 214 reviews434 Acres and a Cabin
Farm stay in Gray
4.94 out of 5 average rating, 250 reviewsGreat Goat Get-away in Southern Maine!
Guest house in Portland
4.97 out of 5 average rating, 565 reviewsThe Carriage House at Libbytown
Home in Biddeford
4.97 out of 5 average rating, 381 reviewsPrivate, spacious, colorful, fun & unique space
Flat in Lisbon falls
4.95 out of 5 average rating, 386 reviewsCharming Victorian farmhouse 1880's bedrooms-2
Flat in Cape Elizabeth
4.87 out of 5 average rating, 511 reviewsBeach & near Portland • Romantic!
Flat in Freeport
4.91 out of 5 average rating, 196 reviews1000 sq. ft. 1BR+ Apt Close to Town & Nature
Guest suite in Freeport
4.96 out of 5 average rating, 187 reviewsWaterfront Private Apartment only 5 min to LL Bean
Family-friendly home rentals with a pool
Flat in Brunswick
4.99 out of 5 average rating, 195 reviewsCharming Saltwater Farm apartment
Apartment in Wells
4.84 out of 5 average rating, 146 reviewsNew Condo on the Wells/Ogunquit town-line
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Flat in Falmouth
4.96 out of 5 average rating, 85 reviewsPoolside Suite-Gateway to Portland
Home in Portland
5.0 out of 5 average rating, 3 reviewsThe Hill's at Buttonwood
Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
Cottage in Wells
4.93 out of 5 average rating, 29 reviewsBeach Dreaming
Quick stats about holiday rentals that are family-friendly in South Portland
Total rentals
260 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
250 properties include access to wifi
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Total number of reviews
19K reviews
Destinations to explore
- Cambridge Holiday rentals
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- Chebacco Lake Holiday rentals
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