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Search results; Over 1,000 homes in Southport

Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds, 3 private bathrooms
18–23 Jul
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4.92 out of 5 average rating, 106 reviews
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
3 bedrooms, 3 queen beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 56 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, 16 reviews
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.81 out of 5 average rating, 16 reviews
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 104 reviews
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 bathrooms
10–15 Aug
4.97 out of 5 average rating, 38 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, 23 reviews
Boat in Boothbay Harbor
Island Overnight, Lighthouse, & Lobster Dinner
2 bedrooms, 4 beds, 1.5 bathrooms
7–12 Jul
New place to stay
Guest favourite
Home in Southport
Maine Carriage House
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Southport
Waterfront Cottage on Cozy Harbor in Southport, ME
3 bedrooms, 5 beds, 1.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 19 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, 137 reviews
Guest favourite
Home in Boothbay Harbor
Spruce Ledge Home by Sea Maine
4 bedrooms, 4 queen beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 9 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, 16 reviews
Nature lodge in Boothbay Harbor
Woodlandview Lodge | 2 Queens + Porch
1 bedroom, 3 beds, 1 bathroom
29 Aug – 3 Sept
New place to stay
Guest favourite
Cabin in Boothbay Harbor
Sebasco Sprucewold Cabin@ the Beach
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.88 out of 5 average rating, 133 reviews
Guest favourite
Home in Georgetown
Serene Coveside Cottage
2 bedrooms, 3 beds, 1 bathroom
24–29 Jul
4.94 out of 5 average rating, 84 reviews
Top guest favourite
Home in Boothbay Harbor
Cheerful Harbourside Cottage
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.9 out of 5 average rating, 79 reviews
Boutique hotel in Boothbay Harbor
Harold Room 8 | 2 Queens + Gable Windows
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
New place to stay