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Best Vacation Rentals in Ossining - Holiday Lettings - Cabins

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Ossining Vacation home rental

Ossining house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $197 / night

$1,379 / week

1 / 30

Vacation home in Ossining

Ossining house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $245 / night

$1,715 / week

1 / 30

Apartment rental in Ossining

Ossining apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $126 / night

$882 / week

1 / 14

Vacation condo in Ossining

Ossining condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Pricing unknown

1 / 27

Ossining Vacation home rental

Ossining house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 30

Vacation home in Ossining

Ossining house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

from $539 / night

$3,773 / week

1 / 30

Ossining ski home to rent.

Ossining house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 13

from $1,183 / night

$8,281 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation home in New Rochelle

New Rochelle house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

from $1,374 / night

$9,618 / week

1 / 30

Home rental in Stamford

Stamford house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $615 / night

$4,305 / week

1 / 30

Vacation home in Haverstraw

Haverstraw house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $237 / night

$1,659 / week

1 / 23

Vacation apartment rental

Yonkers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $246 / night

$1,722 / week

1 / 17

Vacation home in Pomona

Pomona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,114 / night

$7,798 / week

1 / 27

Larchmont Vacation home accommodation

Larchmont house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

from $564 / night

$3,948 / week

1 / 15

New Rochelle ski home to rent.

New Rochelle house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $331 / night

$2,317 / week

1 / 29

Vacation home in Stamford

Stamford house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from $751 / night

$5,257 / week

1 / 30

Chappaqua Vacation home rental

Chappaqua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

from $624 / night

$4,368 / week

1 / 21

Pearl River Vacation home rental

Pearl River house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $625 / night

$4,375 / week

1 / 17

Ski home to rent in Stamford

Stamford house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $593 / night

$4,151 / week

1 / 30

Vacation home in Garrison

Garrison house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,533 / night

$10,731 / week

1 / 20

Vacation home in Garrison

Garrison house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $990 / night

$6,930 / week

1 / 30

Vacation home in Greenwich

Greenwich house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $695 / night

$4,865 / week

1 / 22

Vacation home in Greenwich

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $985 / night

$6,895 / week

1 / 17

Vacation home in Stamford

Stamford house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $224 / night

$1,568 / week

1 / 24

Putnam Valley ski home to rent.

Putnam Valley house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $520 / night

$3,640 / week

1 / 30

Englewood Vacation home rental

Englewood house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

from $660 / night

$4,620 / week

1 / 30

Ski home to rent in Fort Montgomery

Fort Montgomery house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $408 / night

$2,856 / week

1 / 24

Cottage rental in Pomona

Pomona cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $154 / night

$1,078 / week

1 / 30

Vacation home in Yonkers

Yonkers house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $330 / night

$2,310 / week

1 / 20

Stamford Vacation home rental

Stamford house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $416 / night

$2,912 / week

1 / 30

Vacation home in New Canaan

New Canaan house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from $237 / night

$1,659 / week

1 / 14

Vacation home in New Rochelle

New Rochelle house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $760 / night

$5,320 / week

1 / 29

Apartment rental in Croton on Hudson

Croton on Hudson apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $210 / night

$1,470 / week

1 / 30

Home rental in Greenwich

Greenwich house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 5

from $1,247 / night

$8,729 / week

1 / 0

Monroe ski home to rent.

Monroe house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 25

from $2,196 / night

$15,372 / week

1 / 30

Tuckahoe Vacation apartment rental

Tuckahoe apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $447 / night

$3,129 / week

1 / 30

Vacation home rental

Stamford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

from $647 / night

$4,529 / week

1 / 30

Vacation condo in Yonkers

Yonkers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $83 / night

$581 / week

1 / 24

Vacation apartment in South Byron

South Byron apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $273 / night

$1,911 / week

1 / 19

Home rental in White Plains

White Plains house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $158 / night

$1,106 / week

1 / 15

Vacation home in Putnam Valley

Putnam Valley house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $341 / night

$2,387 / week

1 / 23