filters

Search results; Over 1,000 homes in Southport

Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
3 bedrooms, 5 beds, 2 shared bathrooms
27 Sept – 2 Oct
,
5.0 out of 5 average rating, 28 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
Guest favourite
Home in Boothbay Harbor
The Osprey - 6 Person Summer Cottage
4 bedrooms, 6 beds, 2 bathrooms
5–12 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds, 3 bathrooms
3–9 Sept
4.92 out of 5 average rating, 106 reviews
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 48 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, 20 reviews
Guest favourite
Home in Southport
Maine Carriage House
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Boothbay Harbor
Oceanfront Retreat +Dock: In L. L. Bean Catalog
5 bedrooms, 10 beds, 4 bathrooms
1–8 Oct
4.91 out of 5 average rating, 35 reviews
Superhost
Cottage in Southport
Stuart Little by Sea Maine
5 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.6 out of 5 average rating, 10 reviews
Top guest favourite
Home in Georgetown
Bay View on Blueberry Hill
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Southport
Little Nick by Sea Maine
1 bedroom, 1 queen bed, 1 bathroom
26 Sept – 1 Oct
4.86 out of 5 average rating, 64 reviews
Guest favourite
Home in Boothbay Harbor
Harborfields Lodge on the Shore Boothbay
6 bedrooms, 7 beds, 3 bathrooms
5–10 Sept
4.86 out of 5 average rating, 14 reviews
Top guest favourite
Home in Ocean Point
137 Shore Road Ocean Point view now with WiFi
2 bedrooms, 2 double beds, 3 bathrooms
11–16 Sept
4.95 out of 5 average rating, 56 reviews
Guest favourite
Home in Boothbay Harbor
Peace by the ocean
3 bedrooms, 6 beds, 2 bathrooms
12–17 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Home in Boothbay Harbor
Spruce Ledge Home by Sea Maine
4 bedrooms, 4 queen beds, 2.5 bathrooms
21–26 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Boothbay Harbor
Quiet Oasis Family Home Close to East Side of Town
3 bedrooms, 4 beds, 3 bathrooms
9–14 Sept
4.93 out of 5 average rating, 46 reviews
Guest favourite
Flat in Southport
Boothbay Region Woods & Water Retreat on Southport
1 bedroom, 1 queen bed, 1 bathroom
3–8 Sept
4.83 out of 5 average rating, 29 reviews
Home in Boothbay
Historic Kenniston Hill House Boothbay, Maine
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews