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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, 514 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
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, 1 bathroom
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, 1.5 bathrooms
6–11 Sept
4.91 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, 109 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in South Portland
Blocks away from the beach!
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in South Portland
Cozy South Portland studio with King bed! REG107
1 bed, 1 bathroom
12–17 Oct
4.98 out of 5 average rating, 141 reviews
Guest favourite
Home in South Portland
Modern Willard Beach ADU
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 6 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
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, 125 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, 536 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, 42 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, 307 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, 147 reviews
Top guest favourite
Flat in South Portland
Willard Beach: Cozy Apartment with a King Size Bed
1 bedroom, 1 king bed, 1 bathroom
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, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 73 reviews
Guest favourite
Apartment in Portland
⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.87 out of 5 average rating, 238 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