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Best Vacation Rentals in Pound Ridge - Holiday Lettings - Cabins

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Pound Ridge ski home to rent.

Pound Ridge house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 16

from $1,088 / night

$7,616 / week

1 / 30

Pound Ridge Vacation cottage rental

Pound Ridge cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $155 / night

$1,085 / week

1 / 16

Vacation apartment in Pound Ridge

Pound Ridge apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $273 / night

$1,911 / week

1 / 11

Ski home to rent in Pound Ridge

Pound Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $735 / night

$5,145 / week

1 / 30

Pound Ridge Vacation home rental

Pound Ridge house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $294 / night

$2,058 / week

1 / 22

Vacation home in Pound Ridge

Pound Ridge house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $712 / night

$4,984 / week

1 / 30

Vacation home in Pound Ridge

Pound Ridge house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 7

from $735 / night

$5,145 / week

1 / 11

Home rental in Pound Ridge

Pound Ridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $575 / night

$4,025 / week

1 / 9

Vacation home rental

Pound Ridge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,547 / night

$10,829 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Stamford

Stamford house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $602 / night

$4,214 / week

1 / 30

Vacation cottage in Westport

Westport cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $640 / night

$4,480 / week

1 / 28

Vacation home in Haverstraw

Haverstraw house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $237 / night

$1,659 / week

1 / 23

Ski home to rent in Greenwich

Greenwich house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,529 / night

$10,703 / week

1 / 30

Fairfield Vacation cottage rental

Fairfield cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $287 / night

$2,009 / week

1 / 30

Vacation home in Easton

Easton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $281 / night

$1,967 / week

1 / 30

Ski home to rent in Newtown

Newtown house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,086 / night

$7,602 / week

1 / 30

New Canaan Vacation home rental

New Canaan house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from $1,733 / night

$12,131 / week

1 / 30

Vacation apartment in Redding

Redding apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $193 / night

$1,351 / week

1 / 24

Vacation apartment in Redding

Redding apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $220 / night

$1,540 / week

1 / 30

Fairfield ski home to rent.

Fairfield house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 11

from $1,533 / night

$10,731 / week

1 / 30

Vacation home in Danbury

Danbury house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $545 / night

$3,815 / week

1 / 26

Vacation home in Westport

Westport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $581 / night

$4,067 / week

1 / 21

Ski home to rent in Westport

Westport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $935 / night

$6,545 / week

1 / 30

Ski home to rent in Rowayton

Rowayton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $2,042 / night

$14,294 / week

1 / 22

Putnam Valley ski home to rent.

Putnam Valley house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $489 / night

$3,423 / week

1 / 30

Chappaqua Vacation home rental

Chappaqua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

from $610 / night

$4,270 / week

1 / 21

Ski home to rent in Stamford

Stamford house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $365 / night

$2,555 / week

1 / 30

Home rental in Westport

Westport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,173 / night

$8,211 / week

1 / 26

Vacation home in Easton

Easton house

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 10

from $3,967 / night

$27,769 / week

1 / 30

Vacation home in Darien

Darien house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $824 / night

$5,768 / week

1 / 30

Vacation home in Westport

Westport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $774 / night

$5,418 / week

1 / 30

Vacation home in Greenwich

Greenwich house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $575 / night

$4,025 / week

1 / 22

Vacation home in Darien

Darien house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,399 / night

$9,793 / week

1 / 30

Vacation home in Greenwich

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $943 / night

$6,601 / week

1 / 17

Vacation cottage in Norwalk

Norwalk cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $986 / night

$6,902 / week

1 / 30

Cottage rental in Fairfield

Fairfield cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $589 / night

$4,123 / week

1 / 30

Vacation apartment in Westport

Westport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $191 / night

$1,337 / week

1 / 30

Ski home to rent in Westport

Westport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $869 / night

$6,083 / week

1 / 9

Ski home to rent in Danbury

Danbury house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $506 / night

$3,542 / week

1 / 30

Vacation home in Norwalk

Norwalk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $927 / night

$6,489 / week

1 / 26