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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
6–11 Jun
,
4.98 out of 5 average rating, 159 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.89 out of 5 average rating, 245 reviews
Guest favourite
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in South Portland
The Perch at Willard Square-Elegant Beach Getaway
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
New place to stay
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, 85 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, 27 reviews
Guest favourite
Home in South Portland
3BR Coastal Home w/ Porch + Parking Near Old Port
3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Oct
4.93 out of 5 average rating, 14 reviews
Guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
10–15 Nov
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in South Portland
South Portland home
3 bedrooms, 3 beds, 2 bathrooms
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, 1.5 bathrooms
1–6 Nov
4.94 out of 5 average rating, 78 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed, 1.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 122 reviews
Guest favourite
Home in South Portland
Willard Square Family Home
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.94 out of 5 average rating, 116 reviews
Top guest favourite
Flat in South Portland
Charmer- The Yellow House at Willard Square
2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Sept
4.94 out of 5 average rating, 144 reviews
Guest favourite
Flat in South Portland
Sopo Abode
1 bedroom, 1 bed, 1 bathroom
23–28 Oct
4.92 out of 5 average rating, 231 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, 905 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.87 out of 5 average rating, 94 reviews
Guest favourite
Apartment in Portland
⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient
3 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
4.87 out of 5 average rating, 255 reviews
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 152 reviews
Guest favourite
Room in South Portland
The Green Room
1 queen bed, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 32 reviews