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Search results; Over 1,000 homes in South Portland

Guest favourite
Bed and breakfast in South Portland
Room in Charming Antique Victorian - SOPO
1 bedroom, 1 bed, 1.5 shared bathrooms
30 Aug – 4 Sept
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4.9 out of 5 average rating, 515 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 137 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, 8 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 109 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds, 1.5 bathrooms
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, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in South Portland
Sunny Apt, 7 mins to Downtown, W/D, Café
1 bedroom, 1 queen bed, 2 bathrooms
10–15 Aug
4.95 out of 5 average rating, 309 reviews
Top guest favourite
Flat in South Portland
Willard Beach: Cozy Apartment with a King Size Bed
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 275 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
4.9 out of 5 average rating, 82 reviews
Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 29 reviews
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 148 reviews
Top guest favourite
Flat in South Portland
The Nest
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 45 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
8–13 Nov
4.98 out of 5 average rating, 127 reviews
Top guest favourite
Flat in South Portland
Studio Apt, 7 mins to Downtown, Parking, Café
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.95 out of 5 average rating, 407 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, 895 reviews
Superhost
Room in South Portland
Bright & airy near beach & Old Port
1 queen bed, 1 bathroom
16–21 Aug
4.78 out of 5 average rating, 537 reviews