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, 404 reviewsModern Tree Dwelling w/Water Views+Cedar Hot Tub
14 – 21 Dec
Apartment in Biddeford
4.98 out of 5 average rating, 118 reviewsBrenda and Phil's Place
19 – 26 Sept
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
7 – 14 Oct
Apartment in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
14 – 21 Aug
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
29 Dec – 5 Jan
Cabin in Rochester
4.94 out of 5 average rating, 216 reviewsawesome private cabin
15 – 22 Feb
Apartment in Falmouth
4.89 out of 5 average rating, 170 reviewsFalmouth 3br near Town landing
1 – 8 Nov
Home in Portland
4.96 out of 5 average rating, 185 reviewsPeaceful Oasis with Water Views and Hot Tub!
7 – 14 Dec
Family- and pet-friendly home rentals
Farm stay in Scarborough
4.85 out of 5 average rating, 214 reviews434 Acres and a Cabin
27 May – 3 June
Apartment in Cape Elizabeth
4.88 out of 5 average rating, 508 reviewsNear Beach & Portland So Romantic!
20 – 27 Mar
Apartment in Freeport
4.91 out of 5 average rating, 195 reviews1000 sq. ft. 1BR+ Apt Close to Town & Nature
7 – 14 Apr
Apartment in Harpswell
4.83 out of 5 average rating, 240 reviewsSunny Apartment on the Ocean.
25 Feb – 4 Mar
Apartment in Lisbon falls
4.95 out of 5 average rating, 383 reviewsCharming Victorian farmhouse 1880's bedrooms-2
8 – 15 Dec
Apartment in Portland
4.87 out of 5 average rating, 955 reviewsPrivate Hill Top Apartment/w One Car Driveway
2 – 9 Mar
Apartment in Falmouth
4.96 out of 5 average rating, 137 reviewsFalmouth Waterfront Carriage House Apt
4 – 11 Oct
Apartment in Portland
4.97 out of 5 average rating, 396 reviewsBright and cozy Munjoy Hill neighborhood apartment
13 – 20 Dec
Family-friendly home rentals with a pool
Apartment in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
8 – 15 Oct
Condo in Wells
4.84 out of 5 average rating, 144 reviewsNew Condo on the Wells/Ogunquit town-line
1 – 8 Jan
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
29 Sept – 6 Oct
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
22 Feb – 1 Mar
Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
29 June – 6 July
Apartment in Falmouth
4.96 out of 5 average rating, 85 reviewsPoolside Suite-Gateway to Portland
31 Oct – 7 Nov
Guesthouse in Kennebunk
4.65 out of 5 average rating, 175 reviewsCozy Cottage close to beach + K'port shops
12 – 19 Mar
Apartment in North Berwick
4.98 out of 5 average rating, 44 reviewsSuper Host* Quiet Country Retreat
28 Sept – 5 Oct
Quick stats about holiday rentals that are family-friendly in South Portland
Total rentals
260 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
250 properties include access to Wi-Fi
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 Accommodation & holiday rentals
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- Chebacco Lake Accommodation & holiday rentals
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