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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, 56 reviews
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
4.98 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Aug
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
5.0 out of 5 average rating, 140 reviews, 1 bed, 1 bathroom
19–24 Oct
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
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
5.0 out of 5 average rating, 57 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 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
Top guest favourite
Flat in Boothbay Harbor
Rosie's Hideaway By the Sea
4.88 out of 5 average rating, 137 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 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
Cottage in Southport
Steamboat Landing Cottage: Water Views
4.95 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
4.85 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Aug
Superhost
Chalet in Georgetown
Coveside Fall Retreat
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
Guest favourite
Home in Southport
Cozy Harbor Waterfront
4.88 out of 5 average rating, 42 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Oct
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
Guest favourite
Apartment in Boothbay
Ocean Point Hideaway: 2-Story Unit on 3 Acres!
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Oct
Top guest favourite
Guest house in Boothbay Harbor
The Sparrow’s Nest Charming Country Cottage
5.0 out of 5 average rating, 268 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Oct
Flat in Georgetown
Unique Apartment Georgetown
4.73 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Boothbay
Elegant Studio Apartment at the Old Firehouse
5.0 out of 5 average rating, 34 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Flat in Boothbay Harbor
Chic 1-Bedroom at the Heart of Boothbay Harbor
4.99 out of 5 average rating, 123 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Home in Boothbay Harbor
Lobster Cove Retreat
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept