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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
12–17 Jul
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4.97 out of 5 average rating, 36 reviews
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
26–31 Jul
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
5.0 out of 5 average rating, 22 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, 5 reviews, 5 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Southport
Modern home on Southport Island
4.96 out of 5 average rating, 54 reviews, 3 bedrooms, 3 beds, 3 bathrooms
6–11 Sept
Guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Guest favourite
Cabin in Southport
Sprucerock Cabin by Sea Maine
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Superhost
Home in Southport
Stunning 3BR Oceanfront | Deck | W/D
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Southport
Spectacular Oceanfront Home!
4.8 out of 5 average rating, 10 reviews, 10 bedrooms, 14 beds, 4 bathrooms
1–8 Nov
Top guest favourite
Room in Boothbay Harbor
Southwest Master Bedroom
4.96 out of 5 average rating, 46 reviews, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Cabin in Boothbay Harbor
Lakeside 3 BR Cabin in Boothbay Harbor
4.97 out of 5 average rating, 279 reviews, 3 bedrooms, 4 beds, 2 bathrooms
4–11 Jul
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
Cottage in Southport
Classic Boathouse - Waterfront Cottage + Dock!
2 bedrooms, 4 beds, 1 bathroom
29 Aug – 5 Sept
Top guest favourite
Home in Boothbay Harbor
Town’s End Cottage
4.97 out of 5 average rating, 30 reviews, 3 bedrooms, 2 bathrooms
24–29 Aug
Boutique hotel in Boothbay Harbor
Crow's Nest | Panoramic Ocean Views - Queen
New place to stay, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Apartment in Boothbay Harbor
Cardinal Cottage | 3BR + 3 Porches + Fireplace
New place to stay, 3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Sept
Top guest favourite
Guest house in Boothbay Harbor
The Sparrow’s Nest Charming Country Cottage
5.0 out of 5 average rating, 267 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
Top guest favourite
Cabin in Georgetown
Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
5.0 out of 5 average rating, 194 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
Superhost
Home in Georgetown
Tide Haven Cottage • Private Panoramic Ocean Views
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Oct