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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
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 104 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, 21 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
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, 6 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 Southport
Cozy Harbor Waterfront
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Oct
4.88 out of 5 average rating, 42 reviews
Flat in Georgetown
Unique Apartment Georgetown
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.73 out of 5 average rating, 37 reviews
Top guest favourite
Home in Ocean Point
137 Shore Road Ocean Point view now with WiFi
2 bedrooms, 2 double beds, 3 bathrooms
27 Aug – 1 Sept
4.94 out of 5 average rating, 54 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, 60 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, 59 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, 41 reviews
Top guest favourite
Room in Boothbay Harbor
Southwest Master Bedroom
2 beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 53 reviews
Home in Boothbay Harbor
Lobster Cove Retreat
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
New place to stay
Top guest favourite
Home in Georgetown
Five Islands Waterfront Retreat
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 28 reviews
Guest favourite
Home in Southport
Spectacular Oceanfront Home!
10 bedrooms, 14 beds, 4 bathrooms
19–26 Jul
4.82 out of 5 average rating, 11 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