Holiday Houses in Southport

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189 Holiday homes

Oceanfront contemporary home with stunning island and lighthouse views

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

from £149 / night

£1,040 / week

Charming, Single-Level Summer Cottage on Southport Island

Newagen house

3 bedrooms / 2 bathrooms / sleeps 4

from £352 / night

£2,460 / week

Bold Oceanfront Cottage on Southport Island

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £374 / night

£2,618 / week

Cozy_Cottage_Southport_Island

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £149 / night

£1,040 - £1,821 / week

Mollys_Cape_Southport

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £275 / night

£1,923 / week

OCEAN WAY ON SOUTHPORT ISLAND | QUIET WOODLAND RETREAT NEAR BEACH

Southport house

2 bedrooms / 1 bathroom / sleeps 4

from £126 / night

£883 / week

Two Bedroom, Classic Summer Cottage on Southport Island

Southport house

2 bedrooms / 2 bathrooms / sleeps 4

from £256 / night

£1,792 / week

Classic Maine Cottage on Southport Island

Southport house

5 bedrooms / 3 bathrooms / sleeps 10

from £292 / night

£2,040 / week

Stunning oceanfront cottage w/ private deck and ocean views!

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

from £185 / night

£1,292 / week

Little Nick - A Sweet Little Haven with a Peak of the Ocean

Southport guest house

1 bedroom / 1 bathroom / sleeps 2

from £94 / night

£791 / week

Cozy, dog-friendly cabin w/ a wood burning fireplace & a full kitchen

Southport cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 46 minutes

from £126 / night

£880 / week

On the Water Southport Island with Breathtaking Views - Sprucerock Cabin

Southport log cabin

3 bedrooms / 2 bathrooms / sleeps 6

from £185 / night

£1,472 / week

Periwinkle Cottage - A Cozy Retreat on Southport Island, Maine

Southport cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £135 / night

£1,046 / week

Great rentals within 20 miles that match your search

from £221 / night

£709 / week

Boothbay Harbor Cabin w/Spacious Deck & Yard!

Boothbay Harbor cottage

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 1 hour 5 minutes

from £183 / night

£1,276 / week

Quiet_Spot_East_Boothbay

East Boothbay house

3 bedrooms / 2 bathrooms / sleeps 8

from £181 / night

£1,265 / week

Spruce_Point_Landing_Boothbay_Harbor

Boothbay Harbor house

5 bedrooms / 4 bathrooms / sleeps 10

1

from £667 / night

£4,666 / week

Executive furnished Penthouse in Brunswick, Maine.

Brunswick apartment

1 bedroom / 1 bathroom / sleeps 2

3

Responds fast! avg. 30 minutes

from £71 / night

£436 / week

Remarkable Four Gable House Overlooking Friendship Harbor

Friendship house

8 bedrooms / 6 bathrooms / sleeps 18

from £308 / night

£2,021 / week

Vintage Oceanfront Log Cabin Overlooking Linekin Bay

Boothbay Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £256 / night

£1,787 / week

Charming oceanfront cottage

Cape Neddick cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £246 / night

£1,717 - £2,553 / week

Pet Friendly, Historic Farmhouse on Sawyer's Island

Boothbay house

4 bedrooms / 2 bathrooms / sleeps 10

3

from £231 / night

£1,616 / week

Thankfulnest_East_Boothbay

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 8

from £174 / night

£1,212 / week

Waterfront House with Views of Working Harbor and Open Ocean from Every Room

Georgetown house

4 bedrooms / 2 bathrooms / sleeps 7

from £249 / night

£1,740 / week

OCEAN FRONT IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY

Boothbay Harbor house

3 bedrooms / 2 bathrooms / sleeps 10

from £450 / night

£3,146 / week

Ocean Point, Maine Cottage Weekly Rental

East Boothbay cottage

2 bedrooms / 2 bathrooms / sleeps 6

from £256 / night

£1,789 / week

Waterfront Private Estate w dock on 6 acres

Cundys Harbor house

5 bedrooms / 4 bathrooms / sleeps 8

from £692 / night

£4,846 / week

Dog-Friendly Ocean Beach Rental, Level 1

Phippsburg cottage

2 bedrooms / 1 bathroom / sleeps 8

1

from £265 / night

£1,850 / week

Edge_Of_The_Sea_East_Boothbay

East Boothbay house

3 bedrooms / 2 bathrooms / sleeps 6

1

from £253 / night

£1,767 / week

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

from £284 / night

£1,983 / week

from £234 / night

£785 / week

The Loft Guest Cottage

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

6

from £151 / night

£1,058 / week

Dash_Inn_East_Boothbay

East Boothbay house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £244 / night

£1,708 / week

Finch Cottage

New Harbor house

2 bedrooms / 2 bathrooms / sleeps 4

7

from £111 / night

£771 / week

Green Gables, magical home & garden near the sound

Wiscasset apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 26 minutes

from £133 / night

£793 / week

Historic East Boothbay Home on Ocean Point

Boothbay house

5 bedrooms / 3 bathrooms / sleeps 10

4

from £341 / night

£2,386 / week

Bluefin_Georgetown

Georgetown house

2 bedrooms / 2 bathrooms / sleeps 6

from £264 / night

£1,848 / week

Waterfront Cottage, Stroll Away from Historic Bath

Bath cottage

2 bedrooms / 2 bathrooms / sleeps 4

2

from £211 / night

£1,474 / week

A Writer's Home at the Edge of the Forest on the Boothbay Peninsula

Boothbay house

2 bedrooms / 2 bathrooms / sleeps 5

from £133 / night

£925 / week

Ocean-view Colonial 6 Bedroom Home on Spruce Point

Boothbay Harbor house

7 bedrooms / 4 bathrooms / sleeps 11

from £550 / night

£3,846 / week

Viewing 40 of 189
rentals in Southport