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Best Vacation Rentals in Islesboro - Holiday Lettings - Cabins

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17 Vacation rentals

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Vacation home in Islesboro

Islesboro house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $158 / night

$1,106 / week

1 / 13

Vacation apartment in Islesboro

Islesboro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $116 / night

$812 / week

1 / 18

Islesboro Vacation apartment rental

Islesboro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $136 / night

$952 / week

1 / 28

Vacation home in Islesboro

Islesboro house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $248 / night

$1,736 / week

1 / 27

Home rental in Islesboro

Islesboro house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $503 / night

$3,521 / week

1 / 30

Vacation home in Islesboro

Islesboro house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $212 / night

$1,484 / week

1 / 23

Islesboro Vacation cottage rental

Islesboro cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $218 / night

$1,526 / week

1 / 30

Vacation home in Islesboro

Islesboro house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $477 / night

$3,339 / week

1 / 30

Vacation home in Islesboro

Islesboro house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $370 / night

$2,590 / week

1 / 25

Vacation cottage in Islesboro

Islesboro cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $393 / night

$2,751 / week

1 / 24

Vacation home in Islesboro

Islesboro house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $368 / night

$2,576 / week

1 / 23

Vacation home in Islesboro

Islesboro house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $260 / night

$1,820 / week

1 / 22

Vacation cottage in Islesboro

Islesboro cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $327 / night

$2,289 / week

1 / 13

Vacation home in Islesboro

Islesboro house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $233 / night

$1,631 / week

1 / 30

Home rental in Islesboro

Islesboro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $354 / night

$2,478 / week

1 / 11

Vacation cottage in Islesboro

Islesboro cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $184 / night

$1,288 / week

1 / 30

Vacation home in Islesboro

Islesboro house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $2,725 / night

$19,075 / week

1 / 10

Great rentals within 20 miles that match your search

Owls Head Vacation apartment rental

Owls Head apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $234 / night

$1,638 / week

1 / 27

Ski home to rent in Camden

Camden house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $293 / night

$2,051 / week

1 / 27

Lodge rental in Stonington

Stonington lodge

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

from $1,308 / night

$9,156 / week

1 / 30

Lincolnville ski cottage to rent.

Lincolnville cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $300 / night

$2,100 / week

1 / 30

Vacation home in Rockport

Rockport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $257 / night

$1,799 / week

1 / 24

Ski home to rent in Rockport

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $442 / night

$3,094 / week

1 / 30

Vacation home in Brooklin

Brooklin house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

from $763 / night

$5,341 / week

1 / 30

Belfast Vacation cottage rental

Belfast cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $245 / night

$1,715 / week

1 / 30

Ski cottage to rent in Blue Hill

Blue Hill cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $374 / night

$2,618 / week

1 / 30

Vacation chalet in Harborside

Harborside chalet

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from $292 / night

$2,044 / week

1 / 24

Ski apartment to rent in Belfast

Belfast apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $708 / night

$4,956 / week

1 / 30

Camden ski cottage to rent.

Camden cottage

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

from $339 / night

$2,373 / week

1 / 16

Rockland Vacation home rental

Rockland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $330 / night

$2,310 / week

1 / 23

Northport Vacation cottage rental

Northport cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $295 / night

$2,065 / week

1 / 30

Vacation home in Castine

Castine house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 4

from $420 / night

$2,940 / week

1 / 21

Ski home to rent in Camden

Camden house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $131 / night

$917 / week

1 / 30

Searsmont ski home to rent.

Searsmont house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from $1,066 / night

$7,462 / week

1 / 30

Owls Head ski cottage to rent.

Owls Head cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $428 / night

$2,996 / week

1 / 30

Vacation apartment rental

Rockport apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $201 / night

$1,407 / week

1 / 16

Ski home to rent in Rockport

Rockport house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $147 / night

$1,029 / week

1 / 25

Vacation cottage in Stonington

Stonington cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $219 / night

$1,533 / week

1 / 24

Vacation home in Brooksville

Brooksville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $270 / night

$1,890 / week

1 / 24

Camden Vacation home rental

Camden house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 15

from $570 / night

$3,990 / week

1 / 30