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Search results; Over 1,000 homes in South Portland

Top guest favourite
Guest suite in South Portland
Bright Guest Studio Near Lighthouses and Beach
Studio, 1 private bathroom
12–17 Sept
,
5.0 out of 5 average rating, 316 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 124 reviews, 1 bedroom, 2 beds, No bathroom
5–10 Jul
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
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
Guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 112 reviews, 1 king bed, 1.5 bathrooms
3–8 Jul
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
21–26 Aug
Superhost
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
4.88 out of 5 average rating, 25 reviews, 3 bedrooms, 3 beds, 1 bathroom
11–16 Jul
Guest favourite
Bed and breakfast in South Portland
Room in Charming Antique Victorian - SOPO
4.9 out of 5 average rating, 509 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in South Portland
The Nest
5.0 out of 5 average rating, 38 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Home in Portland
Fore River Getaway
4.99 out of 5 average rating, 91 reviews, 3 bedrooms, 4 beds, 1 bathroom
12–17 Jul
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
Home in Cape Elizabeth
Pastoral Tranquil Walkable To Trails Shopping
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
Flat in South Portland
Cozy South Portland Apt Near Downtown
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Top guest favourite
Home in South Portland
Willard Beach-Cute Cottage in Peaceful Community.
4.96 out of 5 average rating, 81 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Flat in Portland
4 bed, 2 bath, close to downtown
4.95 out of 5 average rating, 41 reviews, 4 bedrooms, 7 beds, 2 bathrooms
2–7 Aug
Home in Portland
Historic West End Townhouse with Expansive Garden
New place to stay, 4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Jul
Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4.99 out of 5 average rating, 76 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
5.0 out of 5 average rating, 40 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov