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Best Vacation Rentals in Monterey - Holiday Lettings - Cabins

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34 Vacation rentals

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Monterey ski chalet to rent.

Monterey chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $225 / night

$1,575 / week

1 / 30

Ski cottage to rent in Monterey

Monterey cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $189 / night

$1,323 / week

1 / 15

Monterey ski home to rent.

Monterey house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $575 / night

$4,025 / week

1 / 30

Monterey Vacation cottage rental

Monterey cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $222 / night

$1,554 / week

1 / 18

Monterey ski home to rent.

Monterey house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $587 / night

$4,109 / week

1 / 30

Ski home to rent in Monterey

Monterey house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $521 / night

$3,647 / week

1 / 29

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 $416 / night

$2,912 / week

1 / 30

Monterey Vacation home rental

Monterey house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $319 / night

$2,233 / 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 $315 / night

$2,205 / week

1 / 21

Monterey ski home to rent.

Monterey house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $570 / night

$3,990 / week

1 / 14

Vacation home in Monterey

Monterey house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $749 / night

$5,243 / week

1 / 30

Ski home to rent in Monterey

Monterey house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $940 / night

$6,580 / 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 $275 / night

$1,925 / week

1 / 26

Vacation home in Monterey

Monterey house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 8

from $374 / night

$2,618 / 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 $499 / night

$3,493 / week

1 / 30

Monterey Vacation home rental

Monterey house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $468 / night

$3,276 / week

1 / 12

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 $360 / night

$2,520 / week

1 / 24

Vacation cottage in Monterey

Monterey cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $846 / night

$5,922 / week

1 / 30

Monterey ski home to rent.

Monterey house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $393 / night

$2,751 / week

1 / 30

Vacation home in Monterey

Monterey house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 16

from $1,069 / night

$7,483 / week

1 / 30

Monterey Vacation home rental

Monterey house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $173 / night

$1,211 / week

1 / 13

Vacation home in Monterey

Monterey house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $931 / night

$6,517 / week

1 / 30

Vacation home in Monterey

Monterey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $454 / night

$3,178 / week

1 / 14

Vacation home in Monterey

Monterey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $213 / night

$1,491 / week

1 / 21

Vacation home in Monterey

Monterey house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $319 / night

$2,233 / week

1 / 23

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 $651 / night

$4,557 / week

1 / 30

Monterey Vacation home rental

Monterey house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from $789 / night

$5,523 / 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

Ski home to rent in Becket

Becket house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $226 / night

$1,582 / week

1 / 30

Great Barrington ski home to rent.

Great Barrington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $7,446 / night

$52,122 / week

1 / 13

Sheffield ski home to rent.

Sheffield house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

from $714 / night

$4,998 / week

1 / 23

Vacation home in Lenox

Lenox house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $329 / night

$2,303 / week

1 / 23

West Stockbridge ski condo to rent.

West Stockbridge condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $199 / night

$1,393 / week

1 / 12

Washington ski home to rent.

Washington house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $432 / night

$3,024 / week

1 / 18