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Search results; Over 1,000 homes in South Portland

Top guest favourite
Apartment in South Portland
Rustic Willard Beach condo ten mins from Old Port!
2 bedrooms, 2 beds, 1 private bathroom
4–9 Sept
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4.96 out of 5 average rating, 223 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Oct
Top guest favourite
Flat in South Portland
Blocks away from the beach!
5.0 out of 5 average rating, 50 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in South Portland
The Nest
5.0 out of 5 average rating, 44 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 109 reviews, 1 queen bed, 1.5 bathrooms
2–7 Aug
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.9 out of 5 average rating, 82 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
Home in Portland
Charming house near downtown and comfortable.
New place to stay, 3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
5.0 out of 5 average rating, 74 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Aug
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
4.98 out of 5 average rating, 125 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
4.97 out of 5 average rating, 148 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
Top guest favourite
Flat in South Portland
Beautiful loft in Knightville, minutes to Old Port
4.98 out of 5 average rating, 46 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Sept
Top guest favourite
Flat in South Portland
Cozy South Portland studio with King bed! REG107
4.98 out of 5 average rating, 141 reviews, 1 bed, 1 bathroom
6–11 Jun
Top guest favourite
Guest suite in South Portland
Apartment Walking Distance to Willard Beach
4.92 out of 5 average rating, 426 reviews, 1 bed, 1 bathroom
9–14 Aug
Superhost
Room in South Portland
Bright & airy near beach & Old Port
4.78 out of 5 average rating, 536 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in South Portland
Peaceful Beach Getaway
4.95 out of 5 average rating, 102 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug