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Search results; Over 1,000 homes in South Portland

Guest favourite
Home in South Portland
Charming Cottage house, 2 bedrooms & Jacuzzi tub
2 bedrooms, 1 bed, 2 private bathrooms
27 Sept – 2 Oct
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4.97 out of 5 average rating, 34 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 188 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 82 reviews
Guest favourite
Home in South Portland
South Portland home
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.9 out of 5 average rating, 21 reviews
Flat in South Portland
Willard Beach 2-BR Coastal Apt w/ Full Kitchen
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in South Portland
3BR Coastal Home w/ Porch + Parking Near Old Port
3 bedrooms, 3 beds, 2.5 bathrooms
10–15 Oct
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
3 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.84 out of 5 average rating, 32 reviews
Guest favourite
Home in South Portland
Maine Coastal Getaway
3 bedrooms, 5 beds, 1 bathroom
10–15 Sept
4.83 out of 5 average rating, 29 reviews
Top guest favourite
Flat in South Portland
blocks away from the beach!
2 bedrooms, 3 queen beds, 1.5 bathrooms
4–9 Oct
4.93 out of 5 average rating, 75 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in South Portland
Willard Square Family Home
3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 113 reviews
Guest favourite
Room in South Portland
Bright & airy near beach & Old Port
1 queen bed, 1 bathroom
12–17 Sept
4.79 out of 5 average rating, 551 reviews
Guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed, 1.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 118 reviews
Guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
2–7 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Guest suite in South Portland
Apartment Walking Distance to Willard Beach
1 queen bed, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 431 reviews
Guest favourite
Apartment in Portland
⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient
3 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.87 out of 5 average rating, 254 reviews
Top guest favourite
Flat in South Portland
Charmer- The Yellow House at Willard Square
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 143 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
2–7 Dec
4.99 out of 5 average rating, 902 reviews