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Search results; Over 1,000 homes in Southport

Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds, 3 private bathrooms
18–23 Jul
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4.92 out of 5 average rating, 105 reviews
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
3 bedrooms, 3 queen beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Georgetown
Serene Coveside Cottage
2 bedrooms, 3 beds, 1 bathroom
28 Oct – 2 Nov
4.94 out of 5 average rating, 84 reviews
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
1 bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 135 reviews
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Boothbay Harbor
Lakeside 3 BR Cabin in Boothbay Harbor
3 bedrooms, 4 beds, 2 bathrooms
4–11 Jul
4.97 out of 5 average rating, 279 reviews
Boutique hotel in Boothbay Harbor
Harold Room 8 | 2 Queens + Gable Windows
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
New place to stay
Top guest favourite
Home in Boothbay Harbor
The Happy Harbor House!
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 87 reviews
Nature lodge in Boothbay Harbor
Woodlandview Lodge | 2 Queens + Porch
1 bedroom, 3 beds, 1 bathroom
22–27 Aug
New place to stay
Guest favourite
Cabin in Southport
Sprucerock Cabin by Sea Maine
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Southport
Stunning 3BR Oceanfront | Deck | W/D
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
Guest favourite
Home in Boothbay Harbor
The Osprey - 6 Person Summer Cottage
4 bedrooms, 6 beds, 2 bathrooms
5–12 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Southport
Modern home on Southport Island
3 bedrooms, 3 beds, 3 bathrooms
6–11 Sept
4.96 out of 5 average rating, 54 reviews
Guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in Boothbay Harbor
The Cottage at the McCobb House
1 bedroom, 2 beds, 1 bathroom
4–9 Nov
4.98 out of 5 average rating, 476 reviews
Apartment in Boothbay Harbor
Cardinal Cottage | 3BR + 3 Porches + Fireplace
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Sept
New place to stay
Superhost
Home in Georgetown
Tide Haven Cottage • Private Panoramic Ocean Views
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Boothbay Harbor
The Hull by Sea Maine
5 bedrooms, 7 beds, 4 bathrooms
20–25 Sept