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Search results; Over 1,000 homes in Southport

Top guest favourite
Home in Southport
Modern home on Southport Island
3 bedrooms, 3 beds, 3 private bathrooms
6–11 Sept
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4.96 out of 5 average rating, 57 reviews
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 18 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
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Aug
4.98 out of 5 average rating, 42 reviews
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
1 bedroom, 1 queen bed, 1 bathroom
26–31 Aug
4.86 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
3 bedrooms, 3 queen beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
1 bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Cottage in Boothbay Harbor
The Cottage at the McCobb House
1 bedroom, 2 beds, 1 bathroom
9–14 Nov
4.98 out of 5 average rating, 488 reviews
Guest favourite
Home in Southport
Cozy Harbor Waterfront
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Oct
4.88 out of 5 average rating, 42 reviews
Guest favourite
Cottage in Southport
Coastal Cottage - Panoramic Views - Pond & Nature
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 12 reviews
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, 17 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
Cabin in Georgetown
Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
1 bedroom, 1 queen bed, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 205 reviews
Cottage in Southport
Seaside 4BR Retreat
4 bedrooms, 5 beds, 1 bathroom
9–14 Sept
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
Guest favourite
Apartment in Boothbay
Ocean Point Hideaway: 2-Story Unit on 3 Acres!
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest house in Boothbay Harbor
The Sparrow’s Nest Charming Country Cottage
2 bedrooms, 2 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 270 reviews
Guest favourite
Cottage in Southport
Little Nick by Sea Maine
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.85 out of 5 average rating, 61 reviews
Top guest favourite
Cabin in Woolwich
Woodland Fae Guest House
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 10 reviews