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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

6–11 Sept

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4.96 out of 5 average rating, 57 reviews

Guest favourite

Home in Southport

Southport, views of Christmas cove (Boothbay area)

3 bedrooms, 5 beds

29 Aug – 3 Sept

Pay $0 today

Free cancellation

4.94 out of 5 average rating, 18 reviews

Guest favourite

Home in Southport

Spectacular Oceanfront Home!

10 bedrooms, 14 beds

19–26 Jul

$10,655 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

27 Sept – 2 Oct

$2,864 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 27 reviews

Guest favourite

Home in Southport

Maine Cottage/Your Year-Round Destination

4 bedrooms, 5 beds

1–7 Sept

$5,722 SGD for 6 nights

Free cancellation

4.92 out of 5 average rating, 106 reviews

Top guest favourite

Home in Southport

Waterfront cottage with private dock Southport, ME

3 bedrooms, 5 beds

11–16 Oct

$3,493 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 17 reviews

Top guest favourite

Cottage in Southport

THE COVE :New England Nautical charm

3 bedrooms, 3 queen beds

27 Aug – 1 Sept

$3,881 SGD for 5 nights

5.0 out of 5 average rating, 60 reviews

Guest favourite

Guest house in Southport

Ticket Office | Traveler’s Quaint Coastal Retreat

1 bedroom, 1 queen bed

26–31 Aug

$1,416 SGD for 5 nights

4.86 out of 5 average rating, 22 reviews

Guest favourite

Home in Southport

Cozy Harbor Waterfront

4 bedrooms, 5 beds

6–11 Oct

$3,541 SGD for 5 nights

Free cancellation

4.88 out of 5 average rating, 42 reviews

Guest favourite

Cottage in Southport

Seawood Sunset Cottage: Woods, near Beach

2 bedrooms, 5 beds

8–13 Sept

$2,659 SGD for 5 nights

5.0 out of 5 average rating, 17 reviews

Cottage in Southport

Seaside 4BR Retreat

4 bedrooms, 5 beds

9–14 Sept

$2,894 SGD for 5 nights

Free cancellation

Guest favourite

Home in Southport

The Landing: Relaxing Family Coastal Retreat

5 bedrooms, 6 beds

24–29 Aug

$4,195 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

30 Aug – 4 Sept

5.0 out of 5 average rating, 21 reviews

Guest favourite

Cottage in Southport

Steamboat Landing Cottage: Water Views

4 bedrooms, 5 beds

29 Aug – 3 Sept

$4,951 SGD for 5 nights

4.95 out of 5 average rating, 20 reviews

Guest favourite

Home in Southport

Architectural gem near Botanical Gardens

4 bedrooms, 9 beds

29 Aug – 3 Sept

$6,696 SGD for 5 nights

Free cancellation

4.91 out of 5 average rating, 46 reviews

Guest favourite

Home in Southport

Maine Carriage House

2 bedrooms, 2 queen beds

29 Aug – 3 Sept

$3,209 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 27 reviews

Top guest favourite

Home in Boothbay Harbor

Pinkham Cove - Water Front Cottage

3 bedrooms, 4 beds

13–18 Oct

$2,945 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 104 reviews

Top guest favourite

Home in Georgetown

Five Islands Waterfront Retreat

3 bedrooms, 3 beds

17–22 Oct

$3,058 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 29 reviews

Guest favourite

Cottage in Southport

Little Nick by Sea Maine

1 bedroom, 1 queen bed

7–12 Sept

$1,344 SGD for 5 nights

4.86 out of 5 average rating, 63 reviews