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> North America
> United States
> Vermont
> Chester

Vacation homes - vacation rentals

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • House (6)
  • Chalet (1)
  • Condo (1)

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8 Vacation rentals

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Golf within 30mins drive

Great rentals within 20 miles that match your search

Ski home to rent in Proctorsville

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16
4 reviews

from $458 / night

$3,206 / week

1 / 19

Great rentals within 20 miles that match your search

Ski condo to rent in Ludlow

Ludlow condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $229 / night

$1,603 / week

1 / 23

Great rentals within 20 miles that match your search

Ski home to rent in South Londonderry

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $1,444 / night

$10,107 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home in Ludlow

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $344 / night

$2,405 / week

1 / 0

Great rentals within 20 miles that match your search

Ludlow ski home to rent.

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11
5 reviews

from $344 / night

$2,290 - $4,695 / week

1 / 17

Great rentals within 20 miles that match your search

Chalet rental in Ludlow

Ludlow chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16
5 reviews

from $373 / night

$2,857 / week

1 / 26

Great rentals within 20 miles that match your search

Ludlow ski home to rent.

Ludlow house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13
3 reviews

from $1,374 / night

$5,840 / week

1 / 20

Great rentals within 20 miles that match your search

Ski home to rent in Ludlow

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12
8 reviews

from $1,832 / night

$6,298 / week

1 / 35