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Search results; Over 1,000 homes in Southport

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Guest favourite

Home in Southport

Waterfront cottage with private dock Southport, ME

3 bedrooms, 5 beds, 2 bathrooms

11–16 Oct

5.0 out of 5 average rating, 17 reviews

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Apartment in Boothbay Harbor

Shore Thing - lovely harbor-side home

2 bedrooms, 2 queen beds, 2 bathrooms

3–10 Oct

$3,100 SGD for 7 nights

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Top guest favourite

Home in Southport

Cozy Harbor Waterfront

4 bedrooms, 5 beds, 2.5 bathrooms

13–18 Oct

$2,987 SGD for 5 nights

4.89 out of 5 average rating, 47 reviews

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Top guest favourite

Home in Southport

Modern home on Southport Island

3 bedrooms, 3 beds, 3 bathrooms

30 May – 4 Jun

$4,214 SGD for 5 nights

4.97 out of 5 average rating, 62 reviews

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Superhost

Home in Southport

Maine Cottage/Your Year-Round Destination

4 bedrooms, 5 beds, 3 bathrooms

21–27 Sept

$5,549 SGD for 6 nights

4.93 out of 5 average rating, 107 reviews

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Guest favourite

Home in Southport

Maine Carriage House

2 bedrooms, 2 queen beds, 1 bathroom

21–26 Sept

$3,052 SGD for 5 nights

4.97 out of 5 average rating, 30 reviews

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Guest favourite

Home in Southport

Southport, views of Christmas cove (Boothbay area)

3 bedrooms, 5 beds, 1.5 bathrooms

29 Sept – 4 Oct

Free cancellation

4.95 out of 5 average rating, 21 reviews

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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, 31 reviews

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Guest favourite

Home in Southport

Architectural gem near Botanical Gardens

4 bedrooms, 9 beds, 3.5 bathrooms

23–28 Sept

4.92 out of 5 average rating, 50 reviews

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Top guest favourite

Cabin in Boothbay Harbor

Lakeside 3 BR Cabin in Boothbay Harbor

3 bedrooms, 4 beds, 2 bathrooms

24–29 Oct

$1,585 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 287 reviews

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Top guest favourite

Cottage in Southport

Seawood Sunset Cottage: Woods, near Beach

2 bedrooms, 5 beds, 2 bathrooms

26 Sept – 1 Oct

$2,513 SGD for 5 nights

5.0 out of 5 average rating, 23 reviews

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Guest favourite

Flat in Southport

Boothbay Region Woods & Water Retreat on Southport

1 bedroom, 1 queen bed, 1 bathroom

20–25 Sept

$1,823 SGD for 5 nights

4.83 out of 5 average rating, 29 reviews

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Guest favourite

Home in Southport

Salty Dog Cottage by Sea Maine

3 bedrooms, 6 beds, 1 bathroom

20–25 Sept

$2,335 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

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Guest favourite

Home in Boothbay Harbor

Peace by the ocean

3 bedrooms, 6 beds, 2 bathrooms

21–26 Sept

$3,818 SGD for 5 nights

4.86 out of 5 average rating, 21 reviews

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Top guest favourite

Home in Boothbay Harbor

Boothbay Harbor- perfect for your Maine vacation!

5 bedrooms, 8 beds, 3 bathrooms

20–25 Sept

5.0 out of 5 average rating, 24 reviews

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Guest favourite

Home in Boothbay Harbor

Oceanfront Retreat +Dock: In L. L. Bean Catalog

5 bedrooms, 10 beds, 4 bathrooms

1–8 Oct

$19,264 SGD for 7 nights

4.91 out of 5 average rating, 35 reviews

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Top guest favourite

Home in Boothbay Harbor

The Rowe House

2 bedrooms, 2 queen beds, 1 bathroom

29 Sept – 4 Oct

$1,956 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 120 reviews

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Guest favourite

Home in Southport

The Landing: Relaxing Family Coastal Retreat

5 bedrooms, 6 beds, 2 bathrooms

21–26 Sept

$4,587 SGD for 5 nights

4.88 out of 5 average rating, 8 reviews