Search results; Over 1,000 homes in South Portland

Top guest favourite
Guest suite in South Portland
Top of the Hill So Po In Law
Studio, 2 beds, 1 private bathroom
14–19 Sept
,
4.92 out of 5 average rating, 299 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
2 beds
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
3 beds
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in South Portland
Stay with Sarah
Peaceful Wooded Oasis Near Portland & Beaches
18–23 Jul
4.98 out of 5 average rating, 108 reviews
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4 beds
6–11 Sept
4.91 out of 5 average rating, 11 reviews
Guest favourite
Bed and breakfast in South Portland
Room in Charming Antique Victorian - SOPO
1 queen bed
30 Aug – 4 Sept
4.9 out of 5 average rating, 513 reviews
Top guest favourite
Flat in South Portland
Cozy South Portland studio with King bed! REG107
1 bed
12–17 Oct
4.98 out of 5 average rating, 140 reviews
Top guest favourite
Flat in South Portland
Beautiful loft in Knightville, minutes to Old Port
1 bed
19–25 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Flat in South Portland
Blocks away from the beach!
3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in South Portland
Willard Beach: Cozy Apartment with a King Size Bed
1 king bed
29 Aug – 3 Sept
4.95 out of 5 average rating, 274 reviews
Top guest favourite
Flat in South Portland
The Nest
1 bed
16–21 Aug
5.0 out of 5 average rating, 42 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
3 beds
16–21 Aug
New place to stay
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
3 beds
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
2 beds
27 Sept – 2 Oct
4.9 out of 5 average rating, 81 reviews
Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
3 beds
18–23 Jul
4.89 out of 5 average rating, 27 reviews
Top guest favourite
Flat in South Portland
Sunny Apt, 7 mins to Downtown, W/D, Café
1 queen bed
10–15 Aug
4.95 out of 5 average rating, 307 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
2 beds
18–23 Jul
4.98 out of 5 average rating, 125 reviews
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 beds
10–15 Aug
4.97 out of 5 average rating, 147 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
2 beds
19–24 Aug
5.0 out of 5 average rating, 73 reviews