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Search results; Over 1,000 homes in South Portland

Top guest favourite
Flat in South Portland
Sunny Apt, 7 mins to Downtown, W/D, Café
1 bedroom, 1 bed, 2 private bathrooms
10–15 Aug
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4.95 out of 5 average rating, 307 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds
20–25 Oct
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
1 king bed
9–14 Aug
4.98 out of 5 average rating, 118 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, 6 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
Bed and breakfast in South Portland
Room in Charming Antique Victorian - SOPO
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.9 out of 5 average rating, 514 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds
16–21 Aug
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds
8–13 Nov
4.98 out of 5 average rating, 125 reviews
Guest favourite
Home in South Portland
Modern Willard Beach ADU
1 bedroom, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in South Portland
The Nest
1 bedroom, 1 bed
16–21 Aug
5.0 out of 5 average rating, 42 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, 147 reviews
Top guest favourite
Flat in South Portland
Willard Beach: Cozy Apartment with a King Size Bed
1 bedroom, 1 king bed
29 Aug – 3 Sept
4.95 out of 5 average rating, 274 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
1 bedroom, 2 beds
19–24 Aug
5.0 out of 5 average rating, 73 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
Peaceful Beach Getaway
1 bedroom, 1 king bed
2–7 Aug
4.95 out of 5 average rating, 100 reviews
Guest favourite
Home in South Portland
Maine Coastal Getaway
3 bedrooms, 5 beds
16–21 Aug
4.86 out of 5 average rating, 21 reviews
Top guest favourite
Room in South Portland
Private Suite with deck/view/ocean access!
1 bed
27 Sept – 2 Oct
4.88 out of 5 average rating, 592 reviews