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Search results; Over 1,000 homes in South Portland

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Top guest favourite
Apartment in South Portland
Rustic Willard Beach condo ten mins from Old Port!
2 bedrooms, 2 beds, 1 private bathroom
23–28 Oct
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4.96 out of 5 average rating, 234 reviews
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Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 256 reviews
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Guest favourite
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
10–15 Jan
5.0 out of 5 average rating, 10 reviews
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Superhost
Flat in South Portland
The Perch at Willard Square-Elegant Beach Getaway
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in South Portland
Maine Coastal Getaway
3 bedrooms, 5 beds, 1 bathroom
13–18 Oct
4.84 out of 5 average rating, 32 reviews
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Guest favourite
Home in South Portland
3BR Coastal Home w/ Porch + Parking Near Old Port
3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Oct
4.93 out of 5 average rating, 14 reviews
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Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.99 out of 5 average rating, 86 reviews
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Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed, 1.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 122 reviews
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Guest favourite
Home in South Portland
Walk to Restaurants & Waterfront | 5 min Portland
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.86 out of 5 average rating, 36 reviews
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Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 152 reviews
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Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.88 out of 5 average rating, 99 reviews
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Guest favourite
Guest suite in South Portland
Apartment Walking Distance to Willard Beach
1 queen bed, 1 bathroom
28 Oct – 2 Nov
4.92 out of 5 average rating, 442 reviews
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Guest favourite
Apartment in Portland
⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient
3 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
4.87 out of 5 average rating, 255 reviews
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Guest favourite
Home in South Portland
South Portland home
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.88 out of 5 average rating, 24 reviews
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Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 33 reviews
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Hotel in Scarborough
Beach Nearby | Pool. Free Breakfast + Full Kitchen
2 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.88 out of 5 average rating, 17 reviews
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Guest favourite
Home in South Portland
Willard Square Family Home
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.94 out of 5 average rating, 118 reviews
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Top guest favourite
Flat in South Portland
Willard By the Sea - 30 ft to the beach- 1st floor
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 49 reviews
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Guest favourite
Room in South Portland
Bright & airy near beach & Old Port
1 queen bed, 1 bathroom
18–23 Oct
4.79 out of 5 average rating, 556 reviews