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Search results; Over 1,000 homes in South Portland

Top guest favourite
Flat in South Portland
Cozy South Portland studio with King bed! REG107
Studio, 1 bed, 1 private bathroom
24–29 Oct
,
4.98 out of 5 average rating, 157 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
27 Sept – 2 Oct
4.9 out of 5 average rating, 221 reviews
Guest favourite
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds
20–25 Sept
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in South Portland
South Portland home
3 bedrooms, 3 beds
5–10 Oct
4.87 out of 5 average rating, 23 reviews
Top guest favourite
Flat in South Portland
blocks away from the beach!
2 bedrooms, 3 queen beds
1–6 Nov
4.94 out of 5 average rating, 78 reviews
Guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds
4–9 Oct
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in South Portland
Willard Square Family Home
3 bedrooms, 4 beds
18–23 Oct
4.94 out of 5 average rating, 114 reviews
Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
3 bedrooms, 3 beds
6–11 Sept
4.85 out of 5 average rating, 34 reviews
Guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed
14–19 Sept
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Flat in South Portland
Charmer- The Yellow House at Willard Square
2 bedrooms, 2 beds
7–12 Sept
4.94 out of 5 average rating, 144 reviews
Guest favourite
Home in South Portland
3BR Coastal Home w/ Porch + Parking Near Old Port
3 bedrooms, 4 beds
18–23 Oct
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed
2–7 Dec
4.99 out of 5 average rating, 904 reviews
Top guest favourite
Guest suite in South Portland
Great Views, Dog Friendly, Steps from Beach
1 queen bed
27 Sept – 2 Oct
4.98 out of 5 average rating, 65 reviews
Flat in South Portland
Willard Beach 2-BR Coastal Apt w/ Full Kitchen
2 bedrooms, 3 beds
17–22 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 bedrooms, 2 beds
18–23 Oct
4.97 out of 5 average rating, 152 reviews
Top guest favourite
Flat in South Portland
The Nest
1 bedroom, 1 bed
27 Sept – 2 Oct
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Flat in South Portland
Charming Victorian Getaway With Private Patio
2 bedrooms, 2 beds
18–23 Oct
5.0 out of 5 average rating, 67 reviews