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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
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
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
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
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
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
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
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
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
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, 64 reviews
Guest favourite
Cottage in Southport
Steamboat Landing Cottage: Water Views
4 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Flat in Southport
Boothbay Region Woods & Water Retreat on Southport
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.83 out of 5 average rating, 29 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
Superhost
Home in Southport
Salty Dog Cottage by Sea Maine
3 bedrooms, 6 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Georgetown
Five Islands Waterfront Retreat
3 bedrooms, 3 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 30 reviews
Cottage in Southport
Stunning Ocean Front October 1-14 20% Off
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
1 bed, 1 bathroom
23–28 Oct
5.0 out of 5 average rating, 146 reviews
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Boothbay Harbor
Tranquil Woodland Retreat + Private Beach Access
3 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 9 reviews