Holiday Houses in Southport

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179 Holiday homes

Charming, Single-Level Summer Cottage on Southport Island

Newagen house

3 bedrooms / 2 bathrooms / sleeps 4

from £276 / night

£1,928 - £2,652 / week

Oceanfront contemporary home with stunning island and lighthouse views

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 45 minutes

from £169 / night

£1,182 / week

Sprucerock_Southport_Island

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

from £186 / night

£1,297 - £2,271 / week

OCEAN WAY ON SOUTHPORT ISLAND | QUIET WOODLAND RETREAT NEAR BEACH

Southport house

2 bedrooms / 1 bathroom / sleeps 4

from £136 / night

£947 / week

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

Newagen house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 45 minutes

from £197 / night

£1,379 / week

Great rentals within 20 miles that match your search

Finch Cottage

New Harbor house

2 bedrooms / 2 bathrooms / sleeps 4

7

from £119 / night

£831 / week

Open Ocean Estate w/ path to neighborhood beach

Bailey Island house

3 bedrooms / 4 bathrooms / sleeps 8

from £812 / night

£5,682 / week

Charming oceanfront cottage

Cape Neddick cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £251 / night

£1,752 / week

Green Gables, magical home & garden near the sound

Wiscasset apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 26 minutes

from £142 / night

£853 / week

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

from £305 / night

£2,131 / week

Oar Island

Bremen cottage

3 bedrooms / 1 bathroom / sleeps 8

6

from £203 / night

£1,421 / week

The Loft Guest Cottage

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

5

Responds fast! avg. 3 hours 46 minutes

from £163 / night

£1,137 / week

Goose Cove - Spacious Water Front with Stunning Views, 5 Bed, 3.5 Bath

Freeport house

5 bedrooms / 4 bathrooms / sleeps 12

1

Responds fast! avg. 3 hours 15 minutes

from £749 / night

£4,972 / week

Merwick_Cottage_Georgetown

Georgetown house

3 bedrooms / 2 bathrooms / sleeps 6

from £210 / night

£1,466 - £1,985 / week

Historic East Boothbay Home on Ocean Point

Boothbay house

5 bedrooms / 3 bathrooms / sleeps 10

4

from £242 / night

£1,691 - £2,960 / week

Quiet_Spot_East_Boothbay

East Boothbay house

3 bedrooms / 2 bathrooms / sleeps 8

from £150 / night

£1,050 - £1,835 / week

Thankfulnest_East_Boothbay

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 8

from £150 / night

£1,050 - £1,841 / week

Mollys_Cape_Southport

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £295 / night

£2,066 - £3,606 / week

"Top of The World Vista" Edgecomb Cottage!

Edgecomb studio

Studio / 1 bathroom / sleeps 4

1

Responds fast! avg. 46 minutes

from £189 / night

£1,322 / week

Bold Oceanfront Cottage on Southport Island

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £263 / night

£1,841 - £3,174 / week

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

Phippsburg house

3 bedrooms / 3 bathrooms / sleeps 8

5

from £186 / night

£1,302 / week

Ocean-view Colonial 6 Bedroom Home on Spruce Point

Boothbay Harbor house

7 bedrooms / 4 bathrooms / sleeps 11

from £469 / night

£3,278 - £5,735 / week

Oceanfront Cottage with private beach-Pet friendly

West Bath house

3 bedrooms / 2 bathrooms / sleeps 8

2

from £135 / night

£944 - £2,454 / week

Classic Maine Cottage on Southport Island

Southport house

5 bedrooms / 3 bathrooms / sleeps 10

from £244 / night

£1,708 - £3,826 / week

Vintage Oceanfront Log Cabin Overlooking Linekin Bay

Boothbay Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £214 / night

£1,495 - £2,608 / week

OceanView BonnieView

Round Pond house

3 bedrooms / 2 bathrooms / sleeps 8

from £166 / night

£1,157 - £1,487 / week

Damariscotta waterfront home

Damariscotta house

4 bedrooms / 2 bathrooms / sleeps 7

from £458 / night

£3,204 / week

Pet Friendly, Waterside Retreat with Spectacular Sunsets in Boothbay

Boothbay house

2 bedrooms / 2 bathrooms / sleeps 6

1

from £195 / night

£1,362 - £1,777 / week

Waterfront Cottage, Stroll Away from Historic Bath

Bath cottage

2 bedrooms / 2 bathrooms / sleeps 4

2

from £226 / night

£1,578 / week

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

Georgetown house

4 bedrooms / 2 bathrooms / sleeps 7

from £266 / night

£1,862 / week

Settler`s Cottage

Rockland house

2 bedrooms / 1 bathroom / sleeps 4

from £153 / night

£1,074 - £1,351 / week

Oceanfront Cottage on Middle Bay

Harpswell house

3 bedrooms / 2 bathrooms / sleeps 5

from £270 / night

£1,886 / week

Dog-Friendly Ocean Beach Rental, Level 1

Phippsburg cottage

2 bedrooms / 1 bathroom / sleeps 8

from £337 / night

£2,357 / week

Discover a Family Tradition on Linekin Bay

Bayville house

6 bedrooms / 3 bathrooms / sleeps 16

from £741 / night

£5,185 / week

Waterfront Private Estate w dock on 6 acres

Cundys Harbor house

5 bedrooms / 4 bathrooms / sleeps 8

from £740 / night

£5,185 / week

Private waterfront home and cabins with trails, dock, kayaks

South Bristol house

4 bedrooms / 3 bathrooms / sleeps 8

from £269 / night

£1,881 / week

OCEAN FRONT IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY

Boothbay Harbor house

3 bedrooms / 2 bathrooms / sleeps 10

from £373 / night

£4,243 / week

Edge_Of_The_Sea_East_Boothbay

East Boothbay house

3 bedrooms / 2 bathrooms / sleeps 6

1

from £210 / night

£1,470 - £2,577 / week

NEW! Boothbay Harbor Cabin w/Spacious Deck & Yard!

Boothbay Harbor cottage

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 46 minutes

from £189 / night

£1,320 / week

Ocean Point, Maine Cottage Weekly Rental

East Boothbay cottage

2 bedrooms / 2 bathrooms / sleeps 6

from £274 / night

£1,914 / week

Viewing 40 of 179
rentals in Southport

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