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Search results; Over 1,000 homes in South Portland

Top guest favourite
Flat in South Portland
Willard Beach: Cozy Apartment with a King Size Bed
1 bedroom, 1 bed, 1 private bathroom
17–22 Aug
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4.95 out of 5 average rating, 271 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, No bathroom
8–13 Jul
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
12–17 Oct
Top guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 114 reviews, 1 king bed, 1.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Flat in South Portland
The Nest
5.0 out of 5 average rating, 40 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
4.98 out of 5 average rating, 125 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Oct
Top guest favourite
Flat in South Portland
Cozy South Portland studio with King bed! REG107
4.98 out of 5 average rating, 140 reviews, 1 bed, 1 bathroom
12–17 Oct
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Superhost
Cabin in Yarmouth
Woodland Cottage
New place to stay, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Scarborough
Guesthouse Retreat just minutes from the Beaches!
4.99 out of 5 average rating, 78 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Sept
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.9 out of 5 average rating, 81 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Sept
Top guest favourite
Flat in South Portland
Blocks away from the beach!
5.0 out of 5 average rating, 50 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in South Portland
Willard Square Charmer
4.94 out of 5 average rating, 137 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Aug
Top guest favourite
Flat in South Portland
Sunny Apt, 7 mins to Downtown, W/D, Café
4.95 out of 5 average rating, 304 reviews, 1 bedroom, 1 bed, 2 bathrooms
10–15 Aug
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
4.97 out of 5 average rating, 147 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
5.0 out of 5 average rating, 72 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Aug
Top guest favourite
Flat in South Portland
Beautiful loft in Knightville, minutes to Old Port
4.98 out of 5 average rating, 45 reviews, 1 bedroom, 1 bed, 1 bathroom
19–25 Sept