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Search results; Over 1,000 homes in South Portland

Top guest favourite
Flat in South Portland
Willard Square - The View
1 bedroom, 1 bed, 1 private bathroom
14–19 Sept
,
4.91 out of 5 average rating, 242 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 126 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
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
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 105 reviews, 1 queen bed, 1.5 bathrooms
26–31 Jul
Guest favourite
Home in South Portland
Maine Coastal Getaway
4.84 out of 5 average rating, 19 reviews, 3 bedrooms, 5 beds, 1 bathroom
12–17 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
Top guest favourite
Flat in South Portland
The Nest
5.0 out of 5 average rating, 40 reviews, 1 bedroom, 1 bed, 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
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
26–31 Jul
Guest favourite
Apartment in Portland
⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient
4.86 out of 5 average rating, 237 reviews, 3 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
4.88 out of 5 average rating, 478 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Flat in South Portland
Quiet Work/Stay Space near Beaches & Old Port
4.89 out of 5 average rating, 35 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Jul
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
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
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.9 out of 5 average rating, 78 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Sept
Top guest favourite
Home in South Portland
Willard Square Family Home
4.94 out of 5 average rating, 107 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
13–18 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
16–21 Aug