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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
2–7 Aug
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
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
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, 117 reviews, 1 king bed, 1.5 bathrooms
9–14 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
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
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
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
4.98 out of 5 average rating, 125 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Guest favourite
Bed and breakfast in South Portland
Room in Charming Antique Victorian - SOPO
4.9 out of 5 average rating, 512 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, 42 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
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
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
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
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
Flat in South Portland
Peaceful Beach Getaway
4.95 out of 5 average rating, 100 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Apartment in Portland
⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient
4.87 out of 5 average rating, 238 reviews, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Flat in South Portland
1BD/1BA in Knightville South Portland
4.93 out of 5 average rating, 91 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Sept