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Search results; Over 1,000 homes in Southport

Top guest favourite
Home in Southport
Waterfront cottage with private dock Southport, ME
3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Southport
Cozy Harbor Waterfront
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Oct
4.89 out of 5 average rating, 45 reviews
Guest favourite
Home in Southport
Maine Carriage House
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds, 1.5 bathrooms
29 Sept – 4 Oct
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds, 3 bathrooms
14–20 Sept
4.93 out of 5 average rating, 107 reviews
Top guest favourite
Home in Southport
Modern home on Southport Island
3 bedrooms, 3 beds, 3 bathrooms
30 May – 4 Jun
4.97 out of 5 average rating, 61 reviews
Top guest favourite
Home in Ocean Point
137 Shore Road Ocean Point view now with WiFi
2 bedrooms, 2 double beds, 3 bathrooms
12–17 Sept
4.95 out of 5 average rating, 57 reviews
Top guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
2 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Southport
Architectural gem near Botanical Gardens
4 bedrooms, 9 beds, 3.5 bathrooms
23–28 Sept
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Home in Boothbay Harbor
Boothbay Harbor- perfect for your Maine vacation!
5 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Boothbay Harbor
The Corner House
3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Georgetown
Five Islands Waterfront Retreat
3 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 31 reviews
Guest favourite
Cottage in Southport
Little Nick by Sea Maine
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.85 out of 5 average rating, 66 reviews
Guest favourite
Home in Boothbay Harbor
Lobster Cove Retreat
3 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Boothbay Harbor
Modern Cape Near Ocean, Town, Botanical Gardens
3 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
4.86 out of 5 average rating, 29 reviews
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 107 reviews
Top guest favourite
Home in Georgetown
Cottage on Todd Bay
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 155 reviews