filters

Search results; Over 1,000 homes in Southport

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 private bathrooms
10–15 Aug
,
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Cottage in Southport
Nautical charm with a fire pit
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Cottage in Southport
Island cottage with a fire pit
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
4.94 out of 5 average rating, 17 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
Guest favourite
Home in Southport
Coastal retreat with porches near Boothbay Harbor
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
Guest favourite
Home in Southport
Water views from a hilltop on 5.5 acres
4.92 out of 5 average rating, 106 reviews, 4 bedrooms, 5 beds, 3 bathrooms
18–23 Jul
Top guest favourite
Home in Southport
Private island with a dock and kayaks
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Cottage in Southport
Artist-built cottage nestled among the pines
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
Guest favourite
Cottage in Southport
Deck with water views near Boothbay Harbor
4.86 out of 5 average rating, 57 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Guest favourite
Guest house in Southport
Ticket Office | Traveler’s Quaint Coastal Retreat
4.83 out of 5 average rating, 18 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Home in Southport
Stunning 3BR Oceanfront | Deck | W/D
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
Guest favourite
Home in Southport
Architectural gem near Botanical Gardens
4.93 out of 5 average rating, 42 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
8–13 Sept
Guest favourite
Cabin in Southport
Sunset views over Sheepscot River Bay
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
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
15–20 Aug
Guest favourite
Home in Southport
New carriage house overlooking Cozy Harbor
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Cottage in Southport
Seaside 4BR Retreat
4 bedrooms, 5 beds, 1 bathroom
9–14 Sept
Guest favourite
Home in Georgetown
Coveside cottage with lofted ceilings on 2 acres
4.94 out of 5 average rating, 86 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
Guest favourite
Home in Southport
Historic lightkeeper’s house with a private dock
4.88 out of 5 average rating, 41 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
Superhost
Home in Georgetown
Waterfront with an over-the-water boathouse
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–27 Aug