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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
2–7 Aug
4.92 out of 5 average rating, 157 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds
24–29 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed
3–8 Aug
4.98 out of 5 average rating, 109 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds
16–21 Aug
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds
20–25 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in South Portland
Blocks away from the beach!
2 bedrooms, 3 queen beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 50 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds
27 Sept – 2 Oct
4.9 out of 5 average rating, 82 reviews
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 bedrooms, 2 beds
10–15 Aug
4.97 out of 5 average rating, 149 reviews
Top guest favourite
Flat in South Portland
Sunny Apt, 7 mins to Downtown, W/D, Café
1 bedroom, 1 queen bed
10–15 Aug
4.95 out of 5 average rating, 310 reviews
Top guest favourite
Flat in South Portland
The Nest
1 bedroom, 1 bed
16–21 Aug
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed
1–6 Nov
4.99 out of 5 average rating, 895 reviews
Top guest favourite
Flat in South Portland
Willard Beach: Cozy Apartment with a King Size Bed
1 bedroom, 1 king bed
23–28 Aug
4.95 out of 5 average rating, 276 reviews
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
3 bedrooms, 3 queen beds
24–29 Oct
4.89 out of 5 average rating, 628 reviews
Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds
2–7 Aug
4.99 out of 5 average rating, 79 reviews
Superhost
Room in South Portland
Bright & airy near beach & Old Port
1 queen bed
16–21 Aug
4.78 out of 5 average rating, 537 reviews
Top guest favourite
Guest suite in South Portland
Bright Guest Studio Near Lighthouses and Beach
6–11 Nov
4.99 out of 5 average rating, 322 reviews
Top guest favourite
Guest suite in Scarborough
Farmhouse By The Sea
2 bedrooms, 3 beds
13–18 Oct
4.96 out of 5 average rating, 139 reviews