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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
3 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds
18–23 Jul
4.92 out of 5 average rating, 106 reviews
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds
29 Aug – 3 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Cottage in Southport
Waterfront Cottage on Cozy Harbor in Southport, ME
3 bedrooms, 5 beds
2–7 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Southport
Waterfront cottage with private dock Southport, ME
3 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds
10–15 Aug
4.97 out of 5 average rating, 38 reviews
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5 bedrooms, 6 beds
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
2 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
1 bedroom, 1 queen bed
23–28 Aug
4.82 out of 5 average rating, 17 reviews
Guest favourite
Home in Southport
Architectural gem near Botanical Gardens
4 bedrooms, 9 beds
8–13 Sept
4.93 out of 5 average rating, 42 reviews
Guest favourite
Cabin in Southport
Sprucerock Cabin by Sea Maine
3 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Southport
Cozy Harbor Waterfront
4 bedrooms, 5 beds
15–20 Sept
4.88 out of 5 average rating, 40 reviews
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds
3–8 Oct
5.0 out of 5 average rating, 104 reviews
Guest favourite
Home in Southport
Maine Carriage House
2 bedrooms, 2 queen beds
29 Aug – 3 Sept
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Southport
Spectacular Oceanfront Home!
10 bedrooms, 14 beds
1–8 Nov
4.8 out of 5 average rating, 10 reviews
Cottage in Southport
Seaside 4BR Retreat
4 bedrooms, 5 beds
9–14 Sept
Guest favourite
Flat in Southport
Boothbay Region Woods & Water Retreat on Southport
1 bedroom, 1 queen bed
11–16 Jul
4.82 out of 5 average rating, 28 reviews
Guest favourite
Cottage in Southport
Steamboat Landing Cottage: Water Views
4 bedrooms, 5 beds
29 Aug – 3 Sept
4.95 out of 5 average rating, 19 reviews