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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, 55 reviews
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 bathrooms
13–18 Aug
4.98 out of 5 average rating, 40 reviews
Cabin in Southport
On The Rocks
4 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
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
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
1 bedroom, 1 queen bed, 1 bathroom
26–31 Aug
4.85 out of 5 average rating, 20 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, 139 reviews
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
3 bedrooms, 3 queen beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 57 reviews
Guest favourite
Cottage in Southport
Steamboat Landing Cottage: Water Views
4 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
4.95 out of 5 average rating, 19 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
Flat in Boothbay Harbor
Rosie's Hideaway By the Sea
2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
4.88 out of 5 average rating, 136 reviews
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 104 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
The Rowe House
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Sept
4.96 out of 5 average rating, 114 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, 41 reviews
Guest favourite
Cottage in Southport
Little Nick by Sea Maine
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.85 out of 5 average rating, 59 reviews
Cottage in Southport
Seaside 4BR Retreat
4 bedrooms, 5 beds, 1 bathroom
9–14 Sept
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
Guest favourite
Guest house in Boothbay
Ocean Point Cushnoc Efficiency
2 beds, 1 bathroom
12–18 Sept
4.88 out of 5 average rating, 51 reviews
Flat in Georgetown
Unique Apartment Georgetown
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
4.73 out of 5 average rating, 37 reviews