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Search results; Over 1,000 homes in Southport

Top guest favourite
Home in Southport
Modern home on Southport Island
3 bedrooms, 3 beds, 3 private bathrooms
6–11 Sept
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4.96 out of 5 average rating, 57 reviews
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 45 reviews
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Southport
Maine Carriage House
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Southport
Waterfront Cottage on Cozy Harbor in Southport, ME
3 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 21 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, 27 reviews
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
3 bedrooms, 3 queen beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 63 reviews
Guest favourite
Home in Southport
Architectural gem near Botanical Gardens
4 bedrooms, 9 beds, 3.5 bathrooms
29 Aug – 3 Sept
4.92 out of 5 average rating, 48 reviews
Superhost
Home in Southport
Salty Dog Cottage by Sea Maine
3 bedrooms, 6 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Boothbay Harbor
Lakeside 3 BR Cabin in Boothbay Harbor
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 283 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, 19 reviews
Guest favourite
Flat in Southport
Boothbay Region Woods & Water Retreat on Southport
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
4.83 out of 5 average rating, 29 reviews
Top guest favourite
Home in Southport
Waterfront cottage with private dock Southport, ME
3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds, 3 bathrooms
1–7 Sept
4.92 out of 5 average rating, 106 reviews
Top guest favourite
Home in Ocean Point
137 Shore Road Ocean Point view now with WiFi
2 bedrooms, 2 double beds, 3 bathrooms
27 Aug – 1 Sept
4.95 out of 5 average rating, 56 reviews
Tiny home in South Bristol
Best of Everything on the Coast of Maine
2 bedrooms, 2 queen beds, 2 bathrooms
30 Aug – 4 Sept
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Home in Southport
Cozy Harbor Waterfront
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Oct
4.89 out of 5 average rating, 44 reviews
Top guest favourite
Home in Boothbay Harbor
The Happy Harbor House! Walk to town!
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.99 out of 5 average rating, 92 reviews
Superhost
Home in Boothbay Harbor
Harborfields Lodge on the Shore Boothbay
6 bedrooms, 7 beds, 3 bathrooms
28 Aug – 2 Sept
4.85 out of 5 average rating, 13 reviews