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Search results; Over 1,000 homes in Southport

Top guest favourite

Cottage in Southport

THE COVE :New England Nautical charm

3 bedrooms, 3 beds, 2 private bathrooms

26–31 Jul

$3,920 SGD for 5 nights

,

5.0 out of 5 average rating, 56 reviews

Top guest favourite

Home in Boothbay Harbor

Pinkham Cove - Water Front Cottage

3 bedrooms, 4 beds

3–8 Oct

$2,951 SGD for 5 nights

5.0 out of 5 average rating, 104 reviews

Guest favourite

Guest house in Southport

Ticket Office | Traveler’s Quaint Coastal Retreat

1 bedroom, 1 queen bed

23–28 Aug

$1,132 SGD for 5 nights

4.82 out of 5 average rating, 17 reviews

Guest favourite

Home in Southport

Southport, views of Christmas cove (Boothbay area)

3 bedrooms, 5 beds

29 Aug – 3 Sept

$3,005 SGD for 5 nights

Pay $0 today

Free cancellation

4.94 out of 5 average rating, 16 reviews

Top guest favourite

Cottage in Southport

Cottage at Island Point; Charming Coastal Retreat

3 bedrooms, 5 beds

27 Sept – 2 Oct

$2,893 SGD for 5 nights

5.0 out of 5 average rating, 24 reviews

Top guest favourite

Cottage in Southport

Classic Cottage on Southport Island

2 bedrooms, 2 beds

10–15 Aug

$2,784 SGD for 5 nights

4.97 out of 5 average rating, 38 reviews

Guest favourite

Home in Southport

The Landing: Relaxing Family Coastal Retreat

5 bedrooms, 6 beds

24–29 Aug

$3,557 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Top guest favourite

Flat in Boothbay Harbor

Harbor for Two

1 bed

19–24 Oct

$1,015 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 137 reviews

Top guest favourite

Cottage in Southport

Waterfront Cottage on Cozy Harbor in Southport, ME

3 bedrooms, 5 beds

2–7 Sept

$3,675 SGD for 5 nights

5.0 out of 5 average rating, 19 reviews

Guest favourite

Home in Southport

Maine Carriage House

2 bedrooms, 2 queen beds

29 Aug – 3 Sept

$3,241 SGD for 5 nights

4.95 out of 5 average rating, 22 reviews

Guest favourite

Home in Southport

Maine Cottage/Your Year-Round Destination

4 bedrooms, 5 beds

18–23 Jul

$4,881 SGD for 5 nights

4.92 out of 5 average rating, 106 reviews

Top guest favourite

Cottage in Southport

Seawood Sunset Cottage: Woods, near Beach

2 bedrooms, 5 beds

8–13 Sept

$2,686 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

Guest favourite

Flat in Southport

Boothbay Region Woods & Water Retreat on Southport

1 bedroom, 1 queen bed

8–13 Jul

$1,907 SGD for 5 nights

Pay $0 today

Free cancellation

4.82 out of 5 average rating, 28 reviews

Guest favourite

Cottage in Southport

Little Nick by Sea Maine

1 bedroom, 1 queen bed

8–13 Aug

$2,002 SGD for 5 nights

4.86 out of 5 average rating, 56 reviews

Guest favourite

Cottage in Boothbay Harbor

Battersea Cottage - quintessential Maine! ALL new!

3 bedrooms, 4 beds

26 Sept – 1 Oct

$2,174 SGD for 5 nights

4.91 out of 5 average rating, 116 reviews

Guest favourite

Cabin in Boothbay Harbor

Sebasco Sprucewold Cabin@ the Beach

1 bedroom, 1 queen bed

21–26 Sept

$1,529 SGD for 5 nights

4.88 out of 5 average rating, 133 reviews

Guest favourite

Home in Boothbay Harbor

The Burke Four Corners Cottage

3 bedrooms, 3 beds

1–6 Nov

$2,097 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Superhost

Cottage in Southport

Stuart Little by Sea Maine

5 bedrooms, 6 beds

26 Sept – 1 Oct

4.6 out of 5 average rating, 10 reviews

Superhost

Home in Boothbay Harbor

Tranquil Woodland Retreat + Private Beach Access

3 bedrooms, 3 beds

10–15 Sept

5.0 out of 5 average rating, 3 reviews