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Search results; Over 1,000 homes in Southport

Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
3 bedrooms, 3 beds, 2 private bathrooms
26–31 Jul
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5.0 out of 5 average rating, 56 reviews
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
4.82 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
5.0 out of 5 average rating, 104 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
4.97 out of 5 average rating, 38 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
10–15 Aug
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
5.0 out of 5 average rating, 137 reviews, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Cottage in Southport
Waterfront Cottage on Cozy Harbor in Southport, ME
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
2–7 Sept
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4.92 out of 5 average rating, 106 reviews, 4 bedrooms, 5 beds, 3 bathrooms
18–23 Jul
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Superhost
Cottage in Southport
Stuart Little by Sea Maine
4.6 out of 5 average rating, 10 reviews, 5 bedrooms, 6 beds, 2 bathrooms
26 Sept – 1 Oct
Superhost
Home in Boothbay Harbor
Tranquil Woodland Retreat + Private Beach Access
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
Guest favourite
Flat in Southport
Boothbay Region Woods & Water Retreat on Southport
4.82 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Jul
Guest favourite
Cabin in Boothbay Harbor
Sebasco Sprucewold Cabin@ the Beach
4.88 out of 5 average rating, 133 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Guest favourite
Cottage in Southport
Little Nick by Sea Maine
4.86 out of 5 average rating, 56 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Guest favourite
Home in Boothbay Harbor
The Osprey - 6 Person Summer Cottage
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–12 Sept
Top guest favourite
Cottage in Boothbay Harbor
The Cottage at the McCobb House
4.98 out of 5 average rating, 480 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Nov
Guest favourite
Home in Boothbay Harbor
The Burke Four Corners Cottage
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Nov