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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
2–7 Nov
,
4.96 out of 5 average rating, 231 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
27 Sept – 2 Oct
4.89 out of 5 average rating, 243 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 27 reviews
Guest favourite
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Flat in South Portland
The Perch at Willard Square-Elegant Beach Getaway
2 bedrooms, 3 beds
18–23 Oct
New place to stay
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed
2–7 Dec
4.99 out of 5 average rating, 905 reviews
Guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds
13–18 Oct
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Flat in South Portland
blocks away from the beach!
2 bedrooms, 3 queen beds
1–6 Nov
4.94 out of 5 average rating, 78 reviews
Top guest favourite
Guest suite in South Portland
Apartment Walking Distance to Willard Beach
1 queen bed
28 Oct – 2 Nov
4.92 out of 5 average rating, 437 reviews
Top guest favourite
Flat in South Portland
Charmer- The Yellow House at Willard Square
2 bedrooms, 2 beds
19–24 Sept
4.94 out of 5 average rating, 144 reviews
Guest favourite
Home in South Portland
3BR Coastal Home w/ Porch + Parking Near Old Port
3 bedrooms, 4 beds
24–29 Oct
4.93 out of 5 average rating, 14 reviews
Guest favourite
Room in South Portland
The Green Room
1 queen bed
17–22 Oct
4.97 out of 5 average rating, 31 reviews
Guest favourite
Flat in South Portland
The Wild Yard Home
1 bedroom, 1 king bed
16–21 Nov
4.89 out of 5 average rating, 47 reviews
Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds
20–25 Sept
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed
14–19 Sept
4.98 out of 5 average rating, 122 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds
19–24 Oct
4.88 out of 5 average rating, 93 reviews
Top guest favourite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed
11–16 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 40 reviews
Guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
1 bedroom, 1 queen bed
27 Oct – 1 Nov
4.88 out of 5 average rating, 498 reviews