
Holiday rentals in South Portland
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Top-rated holiday rentals in South Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for South Portland holiday rentals
Other great holiday rentals in South Portland
Top guest favourite

Barn in Scarborough
5 out of 5 average rating, 17 reviewsStunning 1 bedroom barn.
Top guest favourite

Flat in South Portland
4.99 out of 5 average rating, 100 reviewsCozy South Portland studio with King bed! REG107
Guest favourite

Flat in South Portland
5 out of 5 average rating, 20 reviewsPeaceful & minutes from Old Port w/private parking
Guest favourite

Flat in South Portland
5 out of 5 average rating, 8 reviewsBeautiful loft in Knightville, minutes to Old Port
Top guest favourite

Guest suite in South Portland
4.97 out of 5 average rating, 92 reviewsOcean Views, work friendly
Top guest favourite

Flat in South Portland
4.98 out of 5 average rating, 41 reviewsVista Views Apt
Top guest favourite

Flat in South Portland
5 out of 5 average rating, 11 reviewsThe Nest
Guest favourite

Flat in South Portland
4.95 out of 5 average rating, 66 reviewsPeaceful Beach Getaway
Quick stats about holiday rentals in South Portland
Total rentals
550 properties
Total number of reviews
65K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with dedicated workspaces
300 properties have a dedicated workspace
Wifi availability
540 properties include access to wifi
Destinations to explore
- Private suite rentals South Portland
- Hotel rentals South Portland
- Fitness-friendly rentals South Portland
- House rentals South Portland
- Pet-friendly rentals South Portland
- Rentals with pools South Portland
- Rentals with a firepit South Portland
- Rentals with a patio South Portland
- Apartment rentals South Portland
- Family-friendly rentals South Portland
- Rentals with outdoor seating South Portland
- Rentals with a washing machine and dryer South Portland
- Rentals with beach access South Portland
- Rentals with a fireplace South Portland
- Flat rentals South Portland
- Waterfront rentals South Portland
- Family-friendly rentals South Portland
- Rentals with breakfast South Portland
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Surfside Beach
- Long Beach
- Long Sands Beach
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Fox Ridge Golf Club
- Wentworth by the Sea Country Club
- Ferry Beach
- East End Beach
- Pemaquid Point Lighthouse
- Brunswick Golf Club
- Palace Playland
- Crescent Beach
- Wolfe's Neck Woods State Park
- Purity Spring Resort
- King Pine Ski Area
- Ogunquit Playhouse