Holiday Houses in Southport

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182 Holiday homes

Oceanfront contemporary home with stunning island and lighthouse views

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

from £156 / night

£1,090 / week

Charming, Single-Level Summer Cottage on Southport Island

Newagen house

3 bedrooms / 2 bathrooms / sleeps 4

from £367 / night

£2,565 / week

Sprucerock_Southport_Island

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

from £227 / night

£1,585 / week

Bold Oceanfront Cottage on Southport Island

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £389 / night

£2,721 / week

OCEAN WAY ON SOUTHPORT ISLAND | QUIET WOODLAND RETREAT NEAR BEACH

Southport house

2 bedrooms / 1 bathroom / sleeps 4

from £132 / night

£920 / week

Mollys_Cape_Southport

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £288 / night

£2,017 / week

Cozy_Cottage_Southport_Island

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £157 / night

£1,095 - £1,917 / week

Two Bedroom, Classic Summer Cottage on Southport Island

Southport house

2 bedrooms / 2 bathrooms / sleeps 4

from £270 / night

£1,891 / week

Classic Maine Cottage on Southport Island

Southport house

5 bedrooms / 3 bathrooms / sleeps 10

from £304 / night

£2,122 / week

NEW LISTING! Stunning oceanfront cottage w/ private deck and ocean views!

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

from £206 / night

£1,443 / week

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

Southport guest house

1 bedroom / 1 bathroom / sleeps 2

from £99 / night

£830 / week

Periwinkle - A Small and Cozy Retreat on Southport Island, Maine

Southport cottage

2 bedrooms / 1 bathroom / sleeps 4

from £130 / night

£1,008 / week

Great rentals within 20 miles that match your search

Laughton House & Cottages - High Tide Cabin

New Harbor cottage

1 bedroom / 1 bathroom / sleeps 3

5

Responds fast! avg. 18 minutes

from £84 / night

£697 / week

Waterfront Private Estate w dock on 6 acres

Cundys Harbor house

5 bedrooms / 4 bathrooms / sleeps 8

from £729 / night

£5,107 / week

MERWICK COTTAGE | GEORGETOWN, MAINE |WATERFRONT | PRIVATE DOCK AND FLOAT

Georgetown house

3 bedrooms / 2 bathrooms / sleeps 6

from £279 / night

£1,115 / week

Green Gables, magical home & garden near the sound

Wiscasset apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 26 minutes

from £140 / night

£836 / week

Wiscasset house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 15 minutes

from £924 / night

£4,550 / week

Colorful wonderful Penthouse Apartment

Brunswick apartment

2 bedrooms / 1 bathroom / sleeps 3

2

Responds fast! avg. 32 minutes

from £89 / night

£581 / week

Charming oceanfront cottage

Cape Neddick cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £246 / night

£1,718 / week

convenient non-smoking efficiency

Brunswick studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 32 minutes

from £61 / night

£372 / week

Oar Island

Bremen cottage

3 bedrooms / 1 bathroom / sleeps 8

6

from £199 / night

£1,393 / week

93 Abbot Cove Road - West Bath

West Bath house

3 bedrooms / 4 bathrooms / sleeps 8

from £995 / night

£6,961 / week

"Top of The World Vista" Edgecomb Cottage!

Edgecomb studio

Studio / 1 bathroom / sleeps 4

2

Responds fast! avg. 42 minutes

from £186 / night

£1,300 / week

Discover a Family Tradition on Linekin Bay

Bayville house

6 bedrooms / 3 bathrooms / sleeps 16

from £730 / night

£5,107 / week

Ocean_Peek_East_Boothbay_Maine

Squirrel Island house

4 bedrooms / 2 bathrooms / sleeps 8

from £197 / night

£1,380 - £2,413 / week

The Barn

Alna house

3 bedrooms / 2 bathrooms / sleeps 12

from £279 / night

£1,486 - £4,735 / week

LOG HOME | SECLUDED | SLEEPS 10+ | MEADOW COVE

East Boothbay house

4 bedrooms / 3 bathrooms / sleeps 12

11

Responds fast! avg. 2 hours 43 minutes

from £479 / night

£3,347 / week

The Loft Guest Cottage

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

6

Responds fast! avg. 3 hours 46 minutes

from £160 / night

£1,115 / week

Cozy four bedroom summer cottage overlooking Linekin Bay

East Boothbay house

4 bedrooms / 2 bathrooms / sleeps 7

from £225 / night

£1,572 / week

Oceanfront Cottage on Southport Island with Private Dock and Float

East Boothbay house

2 bedrooms / 2 bathrooms / sleeps 4

from £268 / night

£1,870 / week

Bluewater Vista - Ocean Views, Dock Access, Tennis, Boothbay Harbor

Bayville cottage

4 bedrooms / 3 bathrooms / sleeps 8

from £231 / night

£1,751 / week

Lake Cottage on Knickerbocker Lake Boothbay ME.

Boothbay house

3 bedrooms / 2 bathrooms / sleeps 6

from £250 / night

£1,751 / week

Mazu, the Bed&Boat, the most waterfront cottage

Damariscotta yacht

2 bedrooms / 2 bathrooms / sleeps 6

5

from £208 / night

£1,382 - £2,027 / week

Classic Oceanfront Cottage on Orr's Island

Orrs Island cottage

3 bedrooms / 1 bathroom / sleeps 7

from £257 / night

£1,800 / week

Pet Friendly Summer Home on Ocean Point

East Boothbay house

4 bedrooms / 3 bathrooms / sleeps 7

from £276 / night

£1,932 / week

Spectacular Ocean Views & Private Beach, Minutes from Popham & Sebasco Resort

Phippsburg house

3 bedrooms / 3 bathrooms / sleeps 8

5

from £182 / night

£1,271 / week

Finch Cottage

New Harbor house

2 bedrooms / 2 bathrooms / sleeps 4

7

from £116 / night

£807 / week

Ocean-view Colonial 6 Bedroom Home on Spruce Point

Boothbay Harbor house

7 bedrooms / 4 bathrooms / sleeps 11

from £575 / night

£4,022 / week

Midcoast Waterfront Cottage on Unspoiled Westport Island-3BR/3BA, Fire Pit

Boothbay Harbor cottage

3 bedrooms / 3 bathrooms / sleeps 8

9

Responds fast! avg. 46 minutes

from £429 / night

£922 - £3,225 / week

Spruce_Point_Landing_Boothbay_Harbor

Boothbay Harbor house

5 bedrooms / 4 bathrooms / sleeps 10

from £698 / night

£4,883 / week

Viewing 40 of 182
rentals in Southport

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