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Search results; Over 1,000 homes in Southport

Guest favourite
Home in Southport
Architectural gem near Botanical Gardens
4 bedrooms, 9 beds, 3.5 private bathrooms
8–13 Sept
,
4.92 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
4.94 out of 5 average rating, 18 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, 46 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
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, 27 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, 20 reviews
Top guest favourite
Home in Southport
Cozy Harbor Waterfront
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Oct
4.89 out of 5 average rating, 44 reviews
Superhost
Home in Southport
Salty Dog Cottage by Sea Maine
3 bedrooms, 6 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 3 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 Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds, 3 bathrooms
1–7 Sept
4.92 out of 5 average rating, 106 reviews
Top guest favourite
Cabin in Georgetown
Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit
1 bedroom, 2 queen beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 227 reviews
Top guest favourite
Flat in Boothbay Harbor
Deckhouse with Footbridge Views!
1 bedroom, 1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 424 reviews
Top guest favourite
Guest house in Boothbay Harbor
The Sparrow’s Nest Charming Country Cottage
2 bedrooms, 2 beds, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 274 reviews
Guest favourite
Flat in Southport
Boothbay Region Woods & Water Retreat on Southport
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.83 out of 5 average rating, 29 reviews
Top guest favourite
Cabin in Georgetown
Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 206 reviews
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 Georgetown
Cottage on Todd Bay
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 152 reviews
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
1 bed, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 146 reviews
Top guest favourite
Flat in Boothbay Harbor
Rosie's Hideaway By the Sea
2 bedrooms, 2 beds, 1 bathroom
13–18 Oct
4.89 out of 5 average rating, 140 reviews