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Search results; Over 1,000 homes in Southport

Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 private bathrooms
10–15 Aug
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4.97 out of 5 average rating, 37 reviews
Top guest favourite
Cottage in Southport
THE COVE :New England Nautical charm
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Cottage in Southport
Cottage at Island Point; Charming Coastal Retreat
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
Superhost
Home in Southport
Stunning 3BR Oceanfront | Deck | W/D
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
5.0 out of 5 average rating, 104 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
Guest favourite
Home in Georgetown
Serene Coveside Cottage
4.94 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Oct – 2 Nov
Guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Guest favourite
Cabin in Southport
Sprucerock Cabin by Sea Maine
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Boothbay Harbor
The Osprey - 6 Person Summer Cottage
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–12 Sept
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
5.0 out of 5 average rating, 135 reviews, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Cottage in Boothbay Harbor
The Cottage at the McCobb House
4.98 out of 5 average rating, 478 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Nov
Top guest favourite
Apartment in Boothbay
Ocean Point Hideaway: 2-Story Unit on 3 Acres!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Oct
Top guest favourite
Home in Boothbay Harbor
Modern Coastal Bungalow • 3BR/2BA • Walk to Town!
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Home in Boothbay Harbor
The Rowe House
4.96 out of 5 average rating, 113 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Top guest favourite
Home in Boothbay Harbor
The Happy Harbor House!
5.0 out of 5 average rating, 87 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Guest house in Boothbay Harbor
The Sparrow’s Nest Charming Country Cottage
5.0 out of 5 average rating, 267 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
Guest favourite
Cabin in Boothbay Harbor
Walk to Barrett's Park: Wooded Cabin w/ Grill!
4.85 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 May
Guest favourite
Home in Boothbay Harbor
Quiet Oasis Family Home Close to East Side of Town
4.92 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–14 Sept