Holiday Cottages in Orrs Island

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195 Holiday homes

Classic Oceanfront Cottage on Orr's Island

Orrs Island cottage

3 bedrooms / 1 bathroom / sleeps 7

from £263 / night

£1,841 / week

NEW LISTING! Updated waterfront cottage w/private deck, gas grill & dock access

Orrs Island cottage

2 bedrooms / 1 bathroom / sleeps 6

from £112 / night

£780 / week

Great rentals within 20 miles that match your search

Wiscasset house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 15 minutes

from £938 / night

£4,620 / week

OCEAN WAY ON SOUTHPORT ISLAND | QUIET WOODLAND RETREAT NEAR BEACH

Southport house

2 bedrooms / 1 bathroom / sleeps 4

from £136 / night

£947 / week

Beautifully Renovated - Walking Distance to Harbor Spring Special Rates!

Boothbay Harbor house

3 bedrooms / 3 bathrooms / sleeps 6

from £213 / night

£1,485 / week

‘Heron Cottage’ on Casco Bay w/Deck & Dock Access!

South Freeport cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 6 minutes

from £236 / night

£1,650 / week

519 Preble Street - South Portland

South Portland house

4 bedrooms / 2 bathrooms / sleeps 6

from £673 / night

£4,712 / week

Camp Forever

Harpswell studio

Studio / 1 bathroom / sleeps 3

6

Responds fast! avg. 1 hour 13 minutes

from £165 / night

£707 / week

101 Lower Flying Point Road - Freeport

Freeport house

7 bedrooms / 5 bathrooms / sleeps 21

from £1,213 / night

£8,486 - £11,785 / week

Merwick_Cottage_Georgetown

Georgetown house

3 bedrooms / 2 bathrooms / sleeps 6

from £210 / night

£1,464 - £1,983 / week

Colorful wonderful Penthouse Apartment

Brunswick apartment

2 bedrooms / 1 bathroom / sleeps 3

2

Responds fast! avg. 1 hour 53 minutes

from £90 / night

£590 / week

convenient non-smoking efficiency

Brunswick studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 53 minutes

from £62 / night

£377 / week

NEW! Updated Freeport House w/Porch Near Downtown!

Freeport house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 21 minutes

from £142 / night

£991 / week

Cozy_Cottage_Southport_Island

Southport house

3 bedrooms / 2 bathrooms / sleeps 6

from £159 / night

£1,114 - £1,950 / week

Thankfulnest_East_Boothbay

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 8

from £150 / night

£1,050 - £1,840 / week

Discover a Family Tradition on Linekin Bay

Bayville house

6 bedrooms / 3 bathrooms / sleeps 16

from £742 / night

£5,189 / week

Panoramic Ocean Views!

Cape Elizabeth house

2 bedrooms / 2 bathrooms / sleeps 6

from £378 / night

£2,642 / week

1175 Shore Road - Cape Elizabeth

Cape Elizabeth house

4 bedrooms / 2 bathrooms / sleeps 8

from £877 / night

£6,136 / week

Waterfront Private Estate w dock on 6 acres

Cundys Harbor house

5 bedrooms / 4 bathrooms / sleeps 8

from £741 / night

£5,189 / week

3 Sea Cove Ln - Falmouth

Falmouth house

4 bedrooms / 4 bathrooms / sleeps 7

from £674 / night

£4,716 / week

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

Phippsburg house

3 bedrooms / 3 bathrooms / sleeps 8

5

from £186 / night

£1,301 / week

93 Abbot Cove Road - West Bath

West Bath house

3 bedrooms / 4 bathrooms / sleeps 8

from £1,011 / night

£7,074 / week

Charming, Single-Level Summer Cottage on Southport Island

Newagen house

3 bedrooms / 2 bathrooms / sleeps 4

from £275 / night

£1,921 - £2,642 / week

Furnished Two-Bedroom Apartment

Yarmouth house

2 bedrooms / 1 bathroom / sleeps 4

from £123 / night

£687 / week

OCEAN FRONT IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY

Boothbay Harbor house

3 bedrooms / 2 bathrooms / sleeps 10

from £373 / night

£4,246 / week

Sun-Drenched, Family-Friendly Oceanfront-Oasis

South Freeport house

4 bedrooms / 3 bathrooms / sleeps 6

from £449 / night

£3,137 / week

Furnished & newly built Modern Cottage, walk to the ocean, 10 min to Portland

Cape Elizabeth house

2 bedrooms / 1 bathroom / sleeps 4

from £269 / night

£1,883 / week

39 Trundy Road - Cape Elizabeth

Cape Elizabeth house

5 bedrooms / 4 bathrooms / sleeps 10

from £944 / night

£6,605 / week

Oceanfront Cottage on Southport Island with Private Dock and Float

East Boothbay house

2 bedrooms / 2 bathrooms / sleeps 4

from £238 / night

£1,662 - £2,902 / week

The Point, Where the Land Meets the Sea

Harpswell house

4 bedrooms / 2 bathrooms / sleeps 10

from £335 / night

£2,265 - £3,586 / week

East End 3BR, Portland, - Great neighborhood - 2 blocks from ocean yet near town

Portland apartment

3 bedrooms / 1 bathroom / sleeps 9

from £335 / night

£2,170 - £3,227 / week

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

Georgetown house

3 bedrooms / 2 bathrooms / sleeps 6

from £284 / night

£1,133 / week

East Side Cove - At the Head of the Harbor with Dock, Walk to Town

Boothbay Harbor house

3 bedrooms / 1 bathroom / sleeps 6

from £243 / night

£1,864 / week

24 McKenney Point Road - Cape Elizabeth

Cape Elizabeth house

5 bedrooms / 5 bathrooms / sleeps 10

from £2,697 / night

£18,875 / week

Tentrr – Hill Top Camp

Danville tented camp

1 bedroom / 1 bathroom / sleeps 4

from £123 / night

£859 / week

Also Close to Everything

Portland apartment

5 bedrooms / 1 bathroom / sleeps 10

from £236 / night

£1,651 / week

Portland Maine East End - Top of Munjoy Hill (30 day minimum stay)

Portland apartment

2 bedrooms / 1 bathroom / sleeps 4

1

from £118 / night

£826 / week

Nautica_Georgetown

Georgetown house

2 bedrooms / 2 bathrooms / sleeps 4

from £210 / night

£1,465 - £2,561 / week

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

Georgetown house

4 bedrooms / 2 bathrooms / sleeps 7

from £267 / night

£1,864 / week

Cozy Apartment at Pride's Corner on 1rst floor!

Westbrook apartment

1 bedroom / 1 bathroom / sleeps 4

from £75 / night

£378 - £708 / week

Viewing 40 of 195
rentals in Orrs Island

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