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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
1–7 Sept
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4.92 out of 5 average rating, 106 reviews
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds
17–22 Aug
4.98 out of 5 average rating, 42 reviews
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds
29 Aug – 3 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
3 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Southport
Spectacular Oceanfront Home!
10 bedrooms, 14 beds
19–26 Jul
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
3 bedrooms, 3 queen beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds
17–22 Aug
5.0 out of 5 average rating, 104 reviews
Top guest favourite
Home in Southport
Waterfront cottage with private dock Southport, ME
3 bedrooms, 5 beds
11–16 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Georgetown
Cottage on Todd Bay
3 bedrooms, 4 beds
5–10 Oct
4.98 out of 5 average rating, 150 reviews
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5 bedrooms, 6 beds
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
26–31 Aug
4.86 out of 5 average rating, 21 reviews
Cottage in Southport
Seaside 4BR Retreat
4 bedrooms, 5 beds
9–14 Sept
Guest favourite
Home in Southport
Cozy Harbor Waterfront
4 bedrooms, 5 beds
6–11 Oct
4.88 out of 5 average rating, 42 reviews
Guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
2 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Southport
Architectural gem near Botanical Gardens
4 bedrooms, 9 beds
29 Aug – 3 Sept
4.91 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
1 bed
19–24 Oct
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Home in Boothbay Harbor
The Rowe House
2 bedrooms, 2 queen beds
23–28 Sept
4.97 out of 5 average rating, 116 reviews
Guest favourite
Cabin in Southport
Sprucerock Cabin by Sea Maine
3 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Boothbay Harbor
Modern Coastal Bungalow • 3BR/2BA • Walk to Town!
3 bedrooms, 3 queen beds
4–9 Oct
5.0 out of 5 average rating, 35 reviews