Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Best Vacation Rentals in Pound Ridge - Holiday Lettings - Cabins

All filters

Filters

10 Vacation rentals

Revenue impacts this sort order. Learn more

Pound Ridge ski home to rent.

Pound Ridge house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 16

from $1,076 / night

$7,532 / 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 $719 / night

$5,033 / 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 $1,314 / night

$9,198 / week

1 / 30

Vacation home in Pound Ridge

Pound Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $295 / night

$2,065 / week

1 / 12

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 home in Haverstraw

Haverstraw house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $237 / night

$1,659 / week

1 / 23

Ski home to rent in Newtown

Newtown house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $187 / night

$1,309 / week

1 / 30

Ski home to rent in Greenwich

Greenwich house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,516 / night

$10,612 / week

1 / 30

Ski cottage to rent in Fairfield

Fairfield cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $270 / night

$1,890 / week

1 / 30

Vacation home in Easton

Easton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $315 / night

$2,205 / week

1 / 30

Vacation apartment in Redding

Redding apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $202 / night

$1,414 / week

1 / 24

Vacation apartment in Redding

Redding apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $231 / night

$1,617 / week

1 / 30

Vacation home in Fairfield

Fairfield house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 11

from $1,533 / night

$10,731 / week

1 / 30

Ski home to rent in Newtown

Newtown house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,077 / night

$7,539 / week

1 / 30

New Canaan Vacation home rental

New Canaan house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from $1,513 / night

$10,591 / week

1 / 30

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

Putnam Valley ski home to rent.

Putnam Valley house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $489 / night

$3,423 / week

1 / 30

Ski home to rent in Danbury

Danbury house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $766 / night

$5,362 / 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 $933 / night

$6,531 / week

1 / 9

Ski home to rent in Danbury

Danbury house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $540 / night

$3,780 / week

1 / 30

Vacation home in Norwalk

Norwalk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $675 / night

$4,725 / week

1 / 26

Vacation home in Stamford

Stamford house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from $738 / night

$5,166 / week

1 / 30

Chappaqua Vacation home rental

Chappaqua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

from $621 / night

$4,347 / week

1 / 21

Ski home to rent in Stamford

Stamford house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $370 / night

$2,590 / 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 $900 / night

$6,300 / week

1 / 30

Vacation home in Westport

Westport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $817 / night

$5,719 / week

1 / 30

Vacation home in Greenwich

Greenwich house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $636 / night

$4,452 / 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 $894 / night

$6,258 / week

1 / 17