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Holiday Cottages in Southport

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127 Holiday homes

Oceanfront contemporary home with stunning island and lighthouse views

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 56 minutes

from £205 / night

£1,433 / week

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

Southport guest house

1 bedroom / 1 bathroom / sleeps 2

from £101 / night

£856 / week

Stunning oceanfront cottage w/ private deck and ocean views!

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

from £219 / night

£1,530 / week

On the Water Southport Island with Breathtaking Views - Sprucerock Cabin

Southport log cabin

3 bedrooms / 2 bathrooms / sleeps 6

from £203 / night

£1,589 / week

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

Southport cottage

2 bedrooms / 1 bathroom / sleeps 4

from £99 / night

£693 / week

Periwinkle Cottage - A Cozy Retreat on Southport Island, Maine

Southport cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £135 / night

£1,032 / week

Great rentals within 20 miles that match your search

Ocean Point, Maine Cottage Weekly Rental

East Boothbay cottage

2 bedrooms / 2 bathrooms / sleeps 6

from £272 / night

£1,903 / week

Historic Captain York House: 7 Bed, 6.5 Bath

Bailey Island house

7 bedrooms / 6 bathrooms / sleeps 14

from £465 / night

£3,256 / week

Waterfront Home on Scenic Cove

Harpswell house

3 bedrooms / 1 bathroom / sleeps 5

from £151 / night

£1,055 / week

Charming oceanfront cottage

Cape Neddick cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £263 / night

£1,836 - £2,730 / week

Maine Island Lodge

Friendship lodge

7 bedrooms / 6 bathrooms / sleeps 18

1

from £942 / night

£6,588 / week

Open Ocean Estate w/ path to neighborhood beach

Bailey Island house

3 bedrooms / 4 bathrooms / sleeps 8

from £805 / night

£5,633 / week

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

from £303 / night

£2,118 / week

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

11 bedrooms / 6 bathrooms / sleeps 24

3

from £2,016 / night

£14,112 - £21,148 / week

Meadow View Artist Retreat

Monhegan Island apartment

1 bedroom / 1 bathroom / sleeps 2

from £189 / night

£1,318 / week

The Loft Guest Cottage

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

6

from £162 / night

£1,130 / week

Executive furnished Penthouse in Brunswick, Maine.

Brunswick apartment

1 bedroom / 1 bathroom / sleeps 2

3

Responds fast! avg. 24 minutes

from £85 / night

£466 / week

The Artist's Box : An Adorable Ocean Front Cottage

New Harbor cottage

3 bedrooms / 2 bathrooms / sleeps 5

from £312 / night

£2,182 / week

Private waterfront home and cabins with trails, dock, kayaks

South Bristol house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 48 minutes

from £262 / night

£1,831 / week

Ocean Front Cottage, Harpswell, ME

Harpswell cottage

3 bedrooms / 1 bathroom / sleeps 6

5

from £202 / night

£1,412 - £3,324 / week

OCEAN FRONT IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY

Boothbay Harbor house

3 bedrooms / 2 bathrooms / sleeps 10

from £463 / night

£3,238 / week

Gathering Point Cottage, Water View, Walk to Aquarium, Beach Access

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 7

from £242 / night

£1,868 / week

Oceanfront Cottage on Middle Bay

Harpswell house

3 bedrooms / 2 bathrooms / sleeps 5

from £254 / night

£1,776 / week

Oar Island

Bremen cottage

3 bedrooms / 1 bathroom / sleeps 8

7

from £190 / night

£1,325 / week

Remarkable Four Gable House Overlooking Friendship Harbor

Friendship house

8 bedrooms / 6 bathrooms / sleeps 18

from £307 / night

£2,009 / week

Waterfront Private Estate w dock on 6 acres

Cundys Harbor house

5 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 38 minutes

from £688 / night

£4,821 / week

Light Filled, Woodsy Views, Atlantic Ocean Nearby - Classic Mid-Coast Cottage

New Harbor cottage

2 bedrooms / 2 bathrooms / sleeps 4

from £137 / night

£960 / week

Finch Cottage

New Harbor house

2 bedrooms / 2 bathrooms / sleeps 4

7

from £110 / night

£766 / week

The Barn

Alna house

3 bedrooms / 2 bathrooms / sleeps 12

from £263 / night

£1,400 - £4,462 / week

Lobster Haven

Boothbay Harbor house

3 bedrooms / 3 bathrooms / sleeps 7

from £373 / night

£1,561 / week

Beautiful Boothbay Vacation home

Boothbay Harbor house

3 bedrooms / 3 bathrooms / sleeps 8

from £373 / night

£1,561 - £2,602 / week

Waterfront Cottage, Stroll Away from Historic Bath

Bath cottage

2 bedrooms / 2 bathrooms / sleeps 4

2

Responds fast! avg. 3 hours 26 minutes

from £208 / night

£1,451 / week

Green Gables, magical home & garden near the sound

Wiscasset apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 9 minutes

from £129 / night

£772 / week

Maine Village Properties

Wiscasset house

5 bedrooms / 3 bathrooms / sleeps 14

from £259 / night

£1,813 / week

OceanView BonnieView

Round Pond house

3 bedrooms / 2 bathrooms / sleeps 8

from £151 / night

£1,057 - £1,660 / week

Maine Cottage, Mid-Coast Maine

South Bristol cottage

2 bedrooms / 1 bathroom / sleeps 4

2

from £120 / night

£841 / week

Port Cabin - New Inground Pool overlooking the Ocean on Beautiful Linekin Bay

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 8

from £445 / night

£3,503 / week

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

Bayville cottage

4 bedrooms / 3 bathrooms / sleeps 8

from £222 / night

£1,753 / week

Trick's End - A Beautiful Get Away on the Coast of Barter's Island

Trevett house

3 bedrooms / 2 bathrooms / sleeps 6

from £277 / night

£2,107 - £2,326 / week

Walk to town from Hawk's Nest - An Elegant Studio in Boothbay Harbor

Boothbay Harbor studio

Studio / 1 bathroom / sleeps 2

1

from £164 / night

£861 / week

Viewing 40 of 127
rentals in Southport