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20 Best Vacation Rentals in Chestertown - Holiday Lettings - Cabins

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121 Vacation rentals

Cottage rental in Chestertown

Chestertown cottage

4 bedrooms / 3 bathrooms / sleeps 10

13

from $516 / night

$3,664 - $4,466 / week

Chestertown Vacation log cabin rental

Chestertown log cabin

2 bedrooms / 2 bathrooms / sleeps 4

16

Responds fast! avg. 2 hours 13 minutes

from $172 / night

$1,088 / week

Chestertown Vacation cottage rental

Chestertown cottage

2 bedrooms / 2 bathrooms / sleeps 7

3

Responds fast! avg. 3 hours 59 minutes

from $228 / night

$1,488 - $1,688 / week

Vacation home in Chestertown

Chestertown house

3 bedrooms / 2 bathrooms / sleeps 8

20

from $241 / night

$1,661 - $1,832 / week

B&b rental in Chestertown

Chestertown b&b

2 bedrooms / 2 bathrooms / sleeps 4

8

from $373 / night

$2,519 - $3,080 / week

Chestertown ski apartment to rent.

Chestertown apartment

2 bedrooms / 2 bathrooms / sleeps 6

18

Responds fast! avg. 2 hours 16 minutes

from $172 / night

$745 - $974 / week

Vacation home in Chestertown

Chestertown house

6 bedrooms / 4 bathrooms / sleeps 12

from $797 / night

$5,579 / week

Vacation home in Chestertown

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 11

from $505 / night

$3,535 / week

Vacation home in Chestertown

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 5

from $139 / night

$970 / week

Chestertown Vacation home rental

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 33 minutes

from $161 / night

$1,123 / week

Chestertown Vacation home rental

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 33 minutes

from $94 / night

$658 / week

Vacation home in Chestertown

Chestertown house

3 bedrooms / 3 bathrooms / sleeps 14

3

from $344 / night

$2,290 - $2,405 / week

Vacation home rental

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 6

1

from $188 / night

$1,315 / week

Vacation chateau in Chestertown

Chestertown chateau

6 bedrooms / 5 bathrooms / sleeps 11

from $849 / night

$5,940 / week

Vacation home in Chestertown

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 33 minutes

from $155 / night

$1,082 / week

Vacation home rental

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 33 minutes

from $158 / night

$1,106 / week

Chestertown Vacation home rental

Chestertown house

3 bedrooms / 2 bathrooms / sleeps 6

from $239 / night

$1,668 / week

Vacation home with shared pool in Chestertown

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 33 minutes

from $161 / night

$1,123 / week

Home rental in Chestertown

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 9

from $406 / night

$2,838 / week

Vacation home in Chestertown

Chestertown house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 33 minutes

from $89 / night

$618 / week

Chestertown Vacation home rental

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 8

from $172 / night

$1,203 / week

Vacation home in Chestertown

Chestertown house

5 bedrooms / 3 bathrooms / sleeps 6

from $515 / night

$3,599 / week

Chestertown Vacation home rental

Chestertown house

4 bedrooms / 4 bathrooms / sleeps 8

from $255 / night

$1,780 / week

Great rentals within 20 miles that match your search

Vacation home in Lake George

Lake George house

1 bedroom / 1 bathroom / sleeps 4

from $138 / night

$762 - $985 / week

Lake George Vacation cottage rental

Lake George cottage

1 bedroom / 1 bathroom / sleeps 4

from $155 / night

$848 - $1,071 / week

Olmstedville ski log cabin to rent.

Olmstedville log cabin

2 bedrooms / 3 bathrooms / sleeps 10

from $544 / night

$2,863 / week

Home rental in Hague

Hague house

4 bedrooms / 4 bathrooms / sleeps 8

from $458 / night

$3,206 / week

Bolton Landing Vacation cottage rental

Bolton Landing cottage

2 bedrooms / 1 bathroom / sleeps 6

from $270 / night

$1,890 / week

Vacation cottage in Schroon Lake

Schroon Lake cottage

1 bedroom / 1 bathroom / sleeps 6

from $139 / night

$974 - $1,374 / week

Lake George Vacation home rental

Lake George house

1 bedroom / 1 bathroom / sleeps 4

from $138 / night

$762 - $985 / week

Vacation home in Cleverdale

Cleverdale house

3 bedrooms / 2 bathrooms / sleeps 8

from $527 / night

$3,687 / week

Vacation home in North Creek

North Creek house

5 bedrooms / 2 bathrooms / sleeps 12

from $401 / night

$2,290 - $2,451 / week

Vacation cottage in Cleverdale

Cleverdale cottage

1 bedroom / 1 bathroom / sleeps 3

from $229 / night

$1,603 / week

Lake George Vacation cottage rental

Lake George cottage

1 bedroom / 1 bathroom / sleeps 4

from $126 / night

$693 - $928 / week

Vacation cottage rental

Lake George cottage

1 bedroom / 1 bathroom / sleeps 4

4

from $224 / night

$1,603 / week

Vacation log cabin rental

Warrensburg log cabin

4 bedrooms / 3 bathrooms / sleeps 8

1

from $338 / night

$2,233 / week

Cottage rental in Lake George with shared pool

Lake George cottage

2 bedrooms / 1 bathroom / sleeps 4

from $126 / night

$733 - $956 / week

Vacation cottage with shared pool in Lake George

Lake George cottage

2 bedrooms / 1 bathroom / sleeps 4

from $155 / night

$848 - $1,071 / week

Lake George Vacation chalet rental

Lake George chalet

3 bedrooms / 2 bathrooms / sleeps 8

1

from $137 / night

$954 - $1,435 / week

Severance Vacation home rental

Severance house

3 bedrooms / 1 bathroom / sleeps 6

from $212 / night

$1,976 - $2,136 / week