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Best Vacation Rentals in Monterey - Holiday Lettings - Cabins

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33 Vacation rentals

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Monterey ski chalet to rent.

Monterey chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $254 / night

$1,778 / week

1 / 0

Ski cottage to rent in Monterey

Monterey cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $189 / night

$1,323 / week

1 / 14

Monterey ski home to rent.

Monterey house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $590 / night

$4,130 / week

1 / 30

Monterey Vacation cottage rental

Monterey cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $234 / night

$1,638 / week

1 / 18

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $502 / night

$3,514 / week

1 / 30

Monterey ski home to rent.

Monterey house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $598 / night

$4,186 / week

1 / 30

Ski home to rent in Monterey

Monterey house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $553 / night

$3,871 / week

1 / 0

Monterey Vacation home rental

Monterey house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $345 / night

$2,415 / week

1 / 23

Ski home to rent in Monterey

Monterey house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $460 / night

$3,220 / week

1 / 30

Monterey Vacation home rental

Monterey house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $329 / night

$2,303 / week

1 / 25

Monterey Vacation home rental

Monterey house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $145 / night

$1,015 / week

1 / 11

Vacation chalet in Monterey

Monterey chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $320 / night

$2,240 / week

1 / 21

Monterey ski home to rent.

Monterey house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $582 / night

$4,074 / week

1 / 14

Monterey ski home to rent.

Monterey house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $788 / night

$5,516 / week

1 / 30

Ski home to rent in Monterey

Monterey house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $774 / night

$5,418 / week

1 / 30

Monterey Vacation cottage rental

Monterey cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $407 / night

$2,849 / week

1 / 26

Vacation home in Monterey

Monterey house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 8

from $396 / night

$2,772 / week

1 / 20

Vacation home in Monterey

Monterey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $120 / night

$840 / week

1 / 7

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $569 / night

$3,983 / week

1 / 30

Monterey Vacation home rental

Monterey house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $490 / night

$3,430 / week

1 / 12

Ski home to rent in Monterey

Monterey house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

from $1,352 / night

$9,464 / week

1 / 30

Vacation home in Monterey

Monterey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $544 / night

$3,808 / week

1 / 26

Vacation home rental

Monterey house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $526 / night

$3,682 / week

1 / 24

Vacation cottage in Monterey

Monterey cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $846 / night

$5,922 / week

1 / 30

Vacation home in Monterey

Monterey house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 16

from $1,329 / night

$9,303 / week

1 / 30

Monterey ski home to rent.

Monterey house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $446 / night

$3,122 / week

1 / 24

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,037 / night

$7,259 / week

1 / 30

Vacation home in Monterey

Monterey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $454 / night

$3,178 / week

1 / 15

Monterey Vacation apartment rental

Monterey apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $258 / night

$1,806 / week

1 / 30

Monterey ski home to rent.

Monterey house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $647 / night

$4,529 / week

1 / 24

Home rental in Monterey

Monterey house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $605 / night

$4,235 / week

1 / 30

Monterey Vacation home rental

Monterey house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from $822 / night

$5,754 / week

1 / 30

Monterey ski home to rent.

Monterey house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $364 / night

$2,548 / week

1 / 25

Great rentals within 20 miles that match your search

Sandisfield ski home to rent.

Sandisfield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $189 / night

$1,323 / week

1 / 28

Tyringham ski cottage to rent.

Tyringham cottage

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $422 / night

$2,954 / week

1 / 22

Vacation home in West Stockbridge

West Stockbridge house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,087 / night

$7,609 / week

1 / 30

New Marlborough ski home to rent.

New Marlborough house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $741 / night

$5,187 / week

1 / 24

Ski home to rent in Stockbridge

Stockbridge house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $486 / night

$3,402 / week

1 / 28

Salisbury ski home to rent.

Salisbury house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $183 / night

$1,281 / week

1 / 21

Ski home to rent in Becket

Becket house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $246 / night

$1,722 / week

1 / 30