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Search results; Over 1,000 homes in South Portland

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Top guest favourite
Flat in South Portland
The Knightcap
Studio, 1 bed, 1 private bathroom
19–24 Oct
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4.98 out of 5 average rating, 189 reviews
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Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
6–11 Sept
4.9 out of 5 average rating, 218 reviews
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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, 83 reviews
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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, 23 reviews
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Guest favourite
Home in South Portland
3BR Coastal Home w/ Porch + Parking Near Old Port
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Oct
4.92 out of 5 average rating, 13 reviews
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Guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 14 reviews
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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
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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, 114 reviews
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Top guest favourite
Flat in South Portland
blocks away from the beach!
2 bedrooms, 3 queen beds, 1.5 bathrooms
1–6 Nov
4.94 out of 5 average rating, 77 reviews
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Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
3 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.85 out of 5 average rating, 34 reviews
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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
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Guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed, 1.5 bathrooms
14–19 Sept
4.98 out of 5 average rating, 120 reviews
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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, 552 reviews
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Top guest favourite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 46 reviews
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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, 904 reviews
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Guest favourite
Flat in South Portland
1BD/1BA in Knightville South Portland
1 bedroom, 1 bed, 1 bathroom
3–8 Nov
4.94 out of 5 average rating, 94 reviews
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Top guest favourite
Flat in South Portland
The Nest
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 54 reviews
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Top guest favourite
Guest suite in South Portland
Great Views, Dog Friendly, Steps from Beach
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 65 reviews
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Home in Cape Elizabeth
Crescent Meadows
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
New place to stay