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25 Best Vacation Rentals in Chestertown - Holiday Lettings - Cabins
151 Vacation rentals
Vacation home in Chestertown
Chestertown house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from $229 / night
$1,489 / week
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Cottage rental in Chestertown
Chestertown cottage
- 4 bedrooms
- 3 bathrooms
- sleeps 10
from $487 / night
$3,664 - $4,466 / week
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Chestertown Vacation cottage rental
Chestertown cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 7
from $228 / night
$1,373 - $1,574 / week
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Chestertown Vacation log cabin rental
Chestertown log cabin
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $172 / night
$1,088 / week
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B&b rental in Chestertown
Chestertown b&b
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $373 / night
$2,519 - $3,080 / week
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Chestertown ski apartment to rent.
Chestertown apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
from $172 / night
$916 / week
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Vacation chateau in Chestertown
Chestertown chateau
- 6 bedrooms
- 5 bathrooms
- sleeps 11
from $233 / night
$1,627 / week
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Vacation home in Chestertown
Chestertown house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from $235 / night
$1,643 / week
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Vacation home with shared pool in Chestertown
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
from $166 / night
$1,163 / week
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Vacation home in Chestertown
Chestertown house
- 2 bedrooms
- 2 bathrooms
- sleeps 7
from $82 / night
$569 / week
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Vacation home in Chestertown
Chestertown house
- 6 bedrooms
- 4 bathrooms
- sleeps 12
from $772 / night
$5,403 / week
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Home rental in Chestertown
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 9
from $477 / night
$3,335 / week
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Vacation home in Chestertown
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 11
from $503 / night
$3,519 / week
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Chestertown Vacation home rental
Chestertown house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
from $100 / night
$698 / week
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Vacation home in Chestertown
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
from $168 / night
$1,171 / week
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Chestertown Vacation home rental
Chestertown house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from $275 / night
$1,924 / week
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Chestertown Vacation home rental
Chestertown house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from $116 / night
$810 / week
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Vacation home in Chestertown
Chestertown house
- 5 bedrooms
- 3 bathrooms
- sleeps 4
from $122 / night
$850 / week
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Vacation home rental
Chestertown house
- 5 bedrooms
- 2 bathrooms
- sleeps 8
from $99 / night
$690 / week
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Chestertown Vacation home rental
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
from $190 / night
$1,331 / week
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Vacation home rental
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
from $146 / night
$1,018 / week
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Vacation home in Chestertown
Chestertown house
- 5 bedrooms
- 3 bathrooms
- sleeps 6
from $290 / night
$2,028 / week
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Vacation home in Chestertown
Chestertown house
- 3 bedrooms
- 3 bathrooms
- sleeps 14
from $344 / night
$2,290 - $2,405 / week
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Chestertown Vacation home rental
Chestertown house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
from $276 / night
$1,932 / week
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Chestertown Vacation home rental
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 6
from $100 / night
$698 / week
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Great rentals within 20 miles that match your search
Vacation cottage with shared pool in Lake George
Lake George cottage
- 2 bedrooms
- 1 bathroom
- sleeps 6
from $304 / night
$1,466 / week
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Vacation log cabin rental
Warrensburg log cabin
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from $338 / night
$2,233 / week
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Cottage rental in Paradox
Paradox cottage
- 2 bedrooms
- 1 bathroom
- sleeps 5
from $229 / night
$1,203 / week
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Vacation home in Severance
Severance house
- 4 bedrooms
- 1 bathroom
- sleeps 6
from $295 / night
$2,061 / week
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Vacation cottage with shared pool in Lake George
Lake George cottage
- 1 bedroom
- 1 bathroom
- sleeps 4
from $126 / night
$733 - $813 / week
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Lake George Vacation home rental
Lake George house
- 1 bedroom
- 1 bathroom
- sleeps 4
from $138 / night
$762 - $842 / week
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Cottage rental in Paradox
Paradox cottage
- 2 bedrooms
- 1 bathroom
- sleeps 5
from $229 / night
$1,203 / week
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Vacation cottage with shared pool in Lake George
Lake George cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 8
from $149 / night
$808 - $1,128 / week
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Vacation home in Johnsburg
Johnsburg house
- 3 bedrooms
- 2 bathrooms
- sleeps 5
from $201 / night
$1,203 - $1,804 / week
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Lake George Vacation cottage rental
Lake George cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 8
from $149 / night
$808 - $1,128 / week
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Lake George Vacation cottage rental
Lake George cottage
- 4 bedrooms
- 4 bathrooms
- sleeps 10
from $241 / night
$1,563 / week
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Vacation home in Severance
Severance house
- 4 bedrooms
- 1 bathroom
- sleeps 6
from $291 / night
$2,033 - $2,193 / week
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Vacation cottage in Lake George
Lake George cottage
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from $229 / night
$1,443 / week
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Home rental in Lake George
Lake George house
- 1 bedroom
- 1 bathroom
- sleeps 4
from $195 / night
$1,140 / week
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Minerva Vacation bungalow rental
Minerva bungalow
- 3 bedrooms
- 1 bathroom
- sleeps 8
from $172 / night
$1,203 / week
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