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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
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
4.81 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
5.0 out of 5 average rating, 104 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 6 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
4.97 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
10–15 Aug
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
5.0 out of 5 average rating, 136 reviews, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Southport
Maine Carriage House
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Home in Boothbay Harbor
Spruce Ledge Home by Sea Maine
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Sept
Top guest favourite
Home in Boothbay Harbor
Cheerful Harbourside Cottage
4.9 out of 5 average rating, 79 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Superhost
Home in Boothbay Harbor
Tranquil Woodland Retreat + Private Beach Access
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
Boutique hotel in Boothbay Harbor
Harold Room 8 | 2 Queens + Gable Windows
New place to stay, 1 bedroom, 2 beds, 1 bathroom
10–15 Oct
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4.92 out of 5 average rating, 105 reviews, 4 bedrooms, 5 beds, 3 bathrooms
18–23 Jul
Top guest favourite
Home in Boothbay Harbor
The Happy Harbor House!
5.0 out of 5 average rating, 87 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
Guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Cottage in Southport
Waterfront Cottage on Cozy Harbor in Southport, ME
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
2–7 Sept
Guest favourite
Home in Boothbay Harbor
The Osprey - 6 Person Summer Cottage
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–12 Sept
Top guest favourite
Home in Boothbay Harbor
The Rowe House
4.96 out of 5 average rating, 113 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept