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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
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
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.86 out of 5 average rating, 7 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
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
Home in Georgetown
Bay View on Blueberry Hill
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.94 out of 5 average rating, 16 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
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 47 reviews
Home in Boothbay
Historic Kenniston Hill House Boothbay, Maine
4 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 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
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, 34 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, 21 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, 106 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, 22 reviews
Guest favourite
Cabin in Boothbay Harbor
Sebasco Sprucewold Cabin@ the Beach
1 bedroom, 1 queen bed, 1 bathroom
8–13 Dec
4.88 out of 5 average rating, 138 reviews
Superhost
Apartment in Boothbay Harbor
Tanager Cottage | 3BR + 2 Porches + Fireplace
3 bedrooms, 6 beds, 2.5 bathrooms
20–25 Sept
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
Home in Georgetown
Quintessential Maine Waterfront Home
3 bedrooms, 3 queen beds, 3 bathrooms
16–21 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Boothbay Harbor
Coastal Vibes in Boothbay Harbor
3 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.91 out of 5 average rating, 54 reviews