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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, 224 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 163 reviews
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds, 1.5 bathrooms
25–30 Oct
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed, 1.5 bathrooms
22–27 Aug
4.98 out of 5 average rating, 110 reviews
Top guest favourite
Flat in South Portland
Blocks away from the beach!
2 bedrooms, 3 queen beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Flat in South Portland
The Nest
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 46 reviews
Guest favourite
Home in South Portland
Maine Coastal Getaway
3 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 22 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
4.98 out of 5 average rating, 128 reviews
Guest favourite
Room in South Portland
Bright & airy near beach & Old Port
1 queen bed, 1 bathroom
23–28 Aug
4.79 out of 5 average rating, 542 reviews
Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Flat in South Portland
Sunny Apt, 7 mins to Downtown, W/D, Café
1 bedroom, 1 queen bed, 2 bathrooms
17–22 Aug
4.96 out of 5 average rating, 312 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 898 reviews
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 bedrooms, 2 beds, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 149 reviews
Guest favourite
Home in South Portland
3BR Coastal Home w/ Porch + Parking Near Old Port
3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 199 reviews