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Search results; Over 1,000 homes in South Portland

Top guest favourite
Apartment in South Portland
Rustic Willard Beach condo ten mins from Old Port!
2 bedrooms, 2 beds, 1 private bathroom
4–9 Sept
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4.95 out of 5 average rating, 222 reviews
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
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
5.0 out of 5 average rating, 3 reviews, 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
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
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
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
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
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
The Nest
5.0 out of 5 average rating, 41 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in South Portland
Cozy South Portland studio with King bed! REG107
4.98 out of 5 average rating, 140 reviews, 1 bed, 1 bathroom
12–17 Oct
Top guest favourite
Flat in South Portland
Willard Beach: Cozy Apartment with a King Size Bed
4.95 out of 5 average rating, 272 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
4.88 out of 5 average rating, 482 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
30 Aug – 4 Sept
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
Home in South Portland
The Garden House - Studio w/private entrance
5.0 out of 5 average rating, 33 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Aug
Top guest favourite
Flat in South Portland
Beautiful loft in Knightville, minutes to Old Port
4.98 out of 5 average rating, 46 reviews, 1 bedroom, 1 bed, 1 bathroom
19–25 Sept
Top guest favourite
Flat in Scarborough
Guesthouse Retreat just minutes from the Beaches!
4.99 out of 5 average rating, 79 reviews, 1 bedroom, 2 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
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
5.0 out of 5 average rating, 73 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Aug