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Search results; Over 1,000 homes in Southport

Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 private bathrooms
13–18 Aug
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4.98 out of 5 average rating, 40 reviews
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 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
1–7 Sept
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
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
4.84 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 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
17–22 Aug
Cottage in Southport
Seaside 4BR Retreat
4 bedrooms, 5 beds, 1 bathroom
9–14 Sept
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
Guest favourite
Cottage in Southport
Steamboat Landing Cottage: Water Views
4.95 out of 5 average rating, 19 reviews, 4 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Home in Southport
Cozy Harbor Waterfront
4.88 out of 5 average rating, 41 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Oct
Superhost
Home in Georgetown
Quintessential Maine Waterfront Home
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–27 Aug
Guest favourite
Home in Southport
Maine Carriage House
4.96 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Home in Southport
Stunning 3BR Oceanfront | Deck | W/D
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Home in Southport
Waterfront cottage with private dock Southport, ME
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Home in Ocean Point
137 Shore Road Ocean Point view now with WiFi
4.94 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 3 bathrooms
27 Aug – 1 Sept
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Home in Boothbay Harbor
The Rowe House
4.96 out of 5 average rating, 114 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Sept
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
5.0 out of 5 average rating, 139 reviews, 1 bed, 1 bathroom
19–24 Oct