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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

22–27 Aug

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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, 1.5 bathrooms

29 Aug – 3 Sept

Free cancellation

4.94 out of 5 average rating, 18 reviews

Guest favourite

Home in Southport

Spectacular Oceanfront Home!

10 bedrooms, 14 beds, 4 bathrooms

19–26 Jul

$10,645 SGD for 7 nights

4.82 out of 5 average rating, 11 reviews

Top guest favourite

Cottage in Southport

Cottage at Island Point; Charming Coastal Retreat

3 bedrooms, 5 beds, 2 bathrooms

27 Sept – 2 Oct

$2,862 SGD for 5 nights

5.0 out of 5 average rating, 27 reviews

Top guest favourite

Home in Southport

Modern home on Southport Island

3 bedrooms, 3 beds, 3 bathrooms

6–11 Sept

4.96 out of 5 average rating, 57 reviews

Guest favourite

Home in Southport

Maine Cottage/Your Year-Round Destination

4 bedrooms, 5 beds, 3 bathrooms

1–7 Sept

$5,717 SGD for 6 nights

4.92 out of 5 average rating, 106 reviews

Top guest favourite

Cottage in Southport

THE COVE :New England Nautical charm

3 bedrooms, 3 queen beds, 2 bathrooms

27 Aug – 1 Sept

$3,877 SGD for 5 nights

5.0 out of 5 average rating, 60 reviews

Guest favourite

Home in Southport

Cozy Harbor Waterfront

4 bedrooms, 5 beds, 2.5 bathrooms

6–11 Oct

$3,538 SGD for 5 nights

4.88 out of 5 average rating, 43 reviews

Top guest favourite

Home in Southport

Waterfront cottage with private dock Southport, ME

3 bedrooms, 5 beds, 2 bathrooms

11–16 Oct

$3,490 SGD for 5 nights

5.0 out of 5 average rating, 17 reviews

Guest favourite

Home in Southport

Architectural gem near Botanical Gardens

4 bedrooms, 9 beds, 3.5 bathrooms

29 Aug – 3 Sept

$6,690 SGD for 5 nights

4.91 out of 5 average rating, 46 reviews

Cottage in Southport

Seaside 4BR Retreat

4 bedrooms, 5 beds, 1 bathroom

9–14 Sept

$2,891 SGD for 5 nights

Guest favourite

Guest house in Southport

Ticket Office | Traveler’s Quaint Coastal Retreat

1 bedroom, 1 queen bed, 1 bathroom

26–31 Aug

$1,420 SGD for 5 nights

4.86 out of 5 average rating, 22 reviews

Guest favourite

Cottage in Southport

Seawood Sunset Cottage: Woods, near Beach

2 bedrooms, 5 beds, 2 bathrooms

8–13 Sept

$2,657 SGD for 5 nights

5.0 out of 5 average rating, 17 reviews

Guest favourite

Home in Southport

The Landing: Relaxing Family Coastal Retreat

5 bedrooms, 6 beds, 2 bathrooms

24–29 Aug

$4,143 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Guest favourite

Cabin in Southport

Sprucerock Cabin by Sea Maine

3 bedrooms, 4 beds, 2 bathrooms

9–14 Aug

5.0 out of 5 average rating, 22 reviews

Guest favourite

Home in Southport

Maine Carriage House

2 bedrooms, 2 queen beds, 1 bathroom

29 Aug – 3 Sept

$3,206 SGD for 5 nights

4.96 out of 5 average rating, 27 reviews

Top guest favourite

Home in Georgetown

Five Islands Waterfront Retreat

3 bedrooms, 3 beds, 1 bathroom

17–22 Oct

$3,055 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 29 reviews

Top guest favourite

Home in Georgetown

Cottage on Todd Bay

3 bedrooms, 4 beds, 1.5 bathrooms

5–10 Oct

$1,396 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 151 reviews

Guest favourite

Cottage in Southport

Steamboat Landing Cottage: Water Views

4 bedrooms, 5 beds, 2 bathrooms

29 Aug – 3 Sept

$4,946 SGD for 5 nights

4.95 out of 5 average rating, 20 reviews