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Search results; Over 1,000 homes in Southport

Cottage in Southport
Classic Boathouse - Waterfront Cottage + Dock!
2 bedrooms, 4 beds, 1 shared bathroom
12–19 Sept
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Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds, 1.5 bathrooms
29 Sept – 4 Oct
4.95 out of 5 average rating, 20 reviews
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds, 3 bathrooms
3–9 Sept
4.92 out of 5 average rating, 106 reviews
Guest favourite
Home in Southport
Maine Carriage House
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 28 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, 48 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, 28 reviews
Top guest favourite
Home in Georgetown
Bay View on Blueberry Hill
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Boothbay Harbor
Oceanfront Retreat +Dock: In L. L. Bean Catalog
5 bedrooms, 10 beds, 4 bathrooms
1–8 Oct
4.91 out of 5 average rating, 35 reviews
Superhost
Cottage in Southport
Stuart Little by Sea Maine
5 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.6 out of 5 average rating, 10 reviews
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 107 reviews
Guest favourite
Home in Boothbay Harbor
Harborfields Lodge on the Shore Boothbay
6 bedrooms, 7 beds, 3 bathrooms
5–10 Sept
4.86 out of 5 average rating, 14 reviews
Top guest favourite
Home in Ocean Point
137 Shore Road Ocean Point view now with WiFi
2 bedrooms, 2 double beds, 3 bathrooms
11–16 Sept
4.95 out of 5 average rating, 56 reviews
Top 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, 22 reviews
Top guest favourite
Flat in Boothbay Harbor
Deckhouse with Footbridge Views!
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.96 out of 5 average rating, 427 reviews
Guest favourite
Flat in Southport
Boothbay Region Woods & Water Retreat on Southport
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
4.83 out of 5 average rating, 29 reviews
Guest favourite
Cottage in Boothbay
Affordable and Beautiful Coastal Cottage
1 bedroom, 3 beds, 1 bathroom
15–20 Sept
4.94 out of 5 average rating, 31 reviews
Guest favourite
Home in Boothbay Harbor
Peace by the ocean
3 bedrooms, 6 beds, 2 bathrooms
12–17 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Cabin in Southport
Sprucerock Cabin by Sea Maine
3 bedrooms, 4 beds, 2 bathrooms
20–25 May
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Boothbay
Cottage in the woods on Ocean Point
2 bedrooms, 1 queen bed, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 136 reviews