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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
10–15 Aug
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4.97 out of 5 average rating, 37 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
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
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4.92 out of 5 average rating, 105 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, 5 reviews, 5 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
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
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
4.81 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Southport
Maine Carriage House
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Home in Southport
Architectural gem near Botanical Gardens
4.93 out of 5 average rating, 41 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
8–13 Sept
Top guest favourite
Home in Southport
Southport, ME Waterfront- (Boothbay region)
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
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
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
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
3–8 Jul
Home in Southport
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
4.79 out of 5 average rating, 38 reviews, 4 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
Superhost
Home in Southport
Stunning 3BR Oceanfront | Deck | W/D
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
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
Nature lodge in Boothbay Harbor
Woodlandview Lodge | 2 Queens + Porch
New place to stay, 1 bedroom, 3 beds, 1 bathroom
22–27 Aug