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Search results; Over 1,000 homes in South Portland

Top guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
1 bedroom, 1 bed, 1.5 private bathrooms
30 Aug – 4 Sept
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4.88 out of 5 average rating, 482 reviews
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Oct
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in South Portland
Modern Willard Beach ADU
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
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
2–7 Aug
4.99 out of 5 average rating, 78 reviews
Guest favourite
Home in South Portland
Maine Coastal Getaway
3 bedrooms, 5 beds, 1 bathroom
5–10 Aug
4.86 out of 5 average rating, 21 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 147 reviews
Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
3 bedrooms, 3 beds, 1 bathroom
18–23 Jul
4.89 out of 5 average rating, 27 reviews
Top guest favourite
Flat in South Portland
Blocks away from the beach!
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Home in Portland
Fore River Getaway
3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
1 king bed, 1.5 bathrooms
9–14 Aug
4.98 out of 5 average rating, 117 reviews
Top guest favourite
Home in South Portland
Willard Beach-Cute Cottage in Peaceful Community.
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 83 reviews
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 41 reviews
Superhost
Room in South Portland
Bright & airy near beach & Old Port
1 queen bed, 1 bathroom
16–21 Aug
4.78 out of 5 average rating, 536 reviews
Top guest favourite
Flat in Portland
AMAZING! Working waterfront views, 94 walk score!
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.95 out of 5 average rating, 384 reviews