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
Flat in Biddeford
4.98 out of 5 average rating, 118 reviewsBrenda and Phil's Place
6–13 Mar
Flat in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
17–24 Aug
Flat in Falmouth
4.89 out of 5 average rating, 170 reviewsFalmouth 3br near Town landing
15–22 Dec
Home in Portland
4.96 out of 5 average rating, 186 reviewsPeaceful Oasis with Water Views and Hot Tub!
18–25 Jan
Home in Old Orchard Beach
4.96 out of 5 average rating, 111 reviewsLuxury Beach House Old Orchard Beach Maine
19–26 Jan
Guest suite in Kennebunk
4.85 out of 5 average rating, 84 reviewsHot Tub & Fire Pit at Cozy Studio Cottage
11–18 Oct
Cottage in Wells
4.93 out of 5 average rating, 29 reviewsBeach Dreaming
27 Sep – 4 Oct
Apartment in Ogunquit
1 BR InnSeason Falls @ Ogunquit AUG 16-23, 2024
29 Mar – 5 Apr
Family- and pet-friendly home rentals
Flat in Cape Elizabeth
4.88 out of 5 average rating, 508 reviewsNear Beach & Portland So Romantic!
28 Apr – 5 May
Flat in Freeport
4.91 out of 5 average rating, 195 reviews1000 sq. ft. 1BR+ Apt Close to Town & Nature
8–15 Nov
Flat in Lisbon falls
4.95 out of 5 average rating, 383 reviewsCharming Victorian farmhouse 1880's bedrooms-2
30 Mar – 6 Apr
Flat in Harpswell
4.83 out of 5 average rating, 240 reviewsSunny Apartment on the Ocean.
11–18 Mar
Flat in Portland
4.87 out of 5 average rating, 956 reviewsPrivate Hill Top Apartment/w One Car Driveway
17–24 Feb
Flat in Portland
4.97 out of 5 average rating, 396 reviewsBright and cozy Munjoy Hill neighborhood apartment
11–18 Mar
Home in Portland
4.98 out of 5 average rating, 312 reviews3 bedroom house in the heart of Portland
17–24 Dec
Guest suite in Brunswick
4.93 out of 5 average rating, 315 reviewsArt House Gallery guest suite
24–31 Dec
Family-friendly home rentals with a pool
Flat in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
17–24 Nov
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
2–9 Oct
Apartment in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
30 Mar – 6 Apr
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
14–21 Oct
Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
17–24 Aug
Flat in Falmouth
4.96 out of 5 average rating, 85 reviewsPoolside Suite-Gateway to Portland
17–24 Dec
Guest house in Kennebunk
4.65 out of 5 average rating, 175 reviewsCozy Cottage close to beach + K'port shops
2–9 May
Flat in North Berwick
4.98 out of 5 average rating, 44 reviewsSuper Host* Quiet Country Retreat
28 Sep – 5 Oct
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
- Portland Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
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- Family-friendly rentals United States
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- Family-friendly rentals Downtown
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- Family-friendly rentals South Portland
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- Flat rentals South Portland
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- Rentals with a fireplace South Portland
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- Apartment rentals South Portland
- Family-friendly rentals Cumberland County
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