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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
30 May – 4 Jun
,
4.97 out of 5 average rating, 61 reviews
Guest favourite
Home in Southport
Maine Carriage House
2 bedrooms, 2 queen beds, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds, 1.5 bathrooms
29 Sept – 4 Oct
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 50 reviews
Guest favourite
Home in Boothbay Harbor
Peace by the ocean
3 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.95 out of 5 average rating, 20 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, 30 reviews
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 107 reviews
Guest favourite
Home in Southport
Maine Cottage/Your Year-Round Destination
4 bedrooms, 5 beds, 3 bathrooms
15–21 Sept
4.93 out of 5 average rating, 107 reviews
Top guest favourite
Home in Boothbay Harbor
Quiet Oasis Family Home Close to East Side of Town
3 bedrooms, 4 beds, 3 bathrooms
14–19 Sept
4.93 out of 5 average rating, 46 reviews
Guest favourite
Home in Boothbay Harbor
Oceanfront Retreat +Dock: In L. L. Bean Catalog
5 bedrooms, 10 beds, 4 bathrooms
16–21 Sept
4.91 out of 5 average rating, 35 reviews
Guest favourite
Cottage in Southport
Little Nick by Sea Maine
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.85 out of 5 average rating, 66 reviews
Top guest favourite
Home in Boothbay Harbor
The Rowe House
2 bedrooms, 2 queen beds, 1 bathroom
29 Sept – 4 Oct
4.97 out of 5 average rating, 119 reviews
Home in Boothbay Harbor
Harbor View House | Walk to Water
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
New place to stay
Top guest favourite
Cottage in Southport
Seawood Sunset Cottage: Woods, near Beach
2 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Southport
The Landing: Relaxing Family Coastal Retreat
5 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.88 out of 5 average rating, 8 reviews
Home in Boothbay
Historic Kenniston Hill House Boothbay, Maine
4 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Boothbay Harbor
Lobster Cove Retreat
3 bedrooms, 3 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Georgetown
Serene Coveside Cottage
2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 94 reviews
Guest favourite
Home in Boothbay Harbor
Tranquil Woodland Retreat + Private Beach Access
3 bedrooms, 3 beds, 2 bathrooms
15–20 Apr
5.0 out of 5 average rating, 9 reviews