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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
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
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
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
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
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
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
Seawood Sunset Cottage: Woods, near Beach
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 5 beds, 2 bathrooms
8–13 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
Guest favourite
Home in Southport
Cozy Harbor Waterfront
4.88 out of 5 average rating, 40 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
Top guest favourite
Home in Boothbay Harbor
Town’s End Cottage
4.97 out of 5 average rating, 31 reviews, 3 bedrooms, 2 bathrooms
24–29 Aug
Guest favourite
Home in Southport
Architectural gem near Botanical Gardens
4.93 out of 5 average rating, 42 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
8–13 Sept
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
Guest favourite
Cabin in Southport
Sprucerock Cabin by Sea Maine
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
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
Flat in Boothbay Harbor
Rosie's Hideaway By the Sea
4.88 out of 5 average rating, 134 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Jul – 2 Aug
Home in Boothbay Harbor
Oceanfront Retreat +Dock: In L. L. Bean Catalog
4.91 out of 5 average rating, 32 reviews, 5 bedrooms, 10 beds, 4 bathrooms
15–22 Jul
Guest favourite
Home in Boothbay Harbor
Nautical Carriage House
4.91 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
Guest favourite
Home in Boothbay Harbor
Quiet Oasis Family Home Close to East Side of Town
4.92 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–14 Sept