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Search results; Over 1,000 homes in South Portland

Top guest favourite
Guest suite in South Portland
Ocean Views, work friendly
1 bedroom, 2 beds, 1 private bathroom
19–24 Jul
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4.97 out of 5 average rating, 107 reviews
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Oct
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, No bathroom
19–24 Jul
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
Home in South Portland
Maine Coastal Getaway
4.86 out of 5 average rating, 21 reviews, 3 bedrooms, 5 beds, 1 bathroom
5–10 Aug
Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
4.89 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 1 bathroom
18–23 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
13–18 Sept
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4.99 out of 5 average rating, 78 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in South Portland
Modern Willard Beach ADU
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
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
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 116 reviews, 1 king bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Portland
Fore River Getaway
4.99 out of 5 average rating, 94 reviews, 3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
Guest favourite
Flat in Portland
4 bed, 2 bath, close to downtown
4.95 out of 5 average rating, 44 reviews, 4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in South Portland
Willard Beach-Cute Cottage in Peaceful Community.
4.96 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
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
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
Top guest favourite
Flat in Portland
AMAZING! Working waterfront views, 94 walk score!
4.95 out of 5 average rating, 383 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov