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Cottages in Chestertown and Apartments – Holiday Lettings - Holiday Rentals Chestertown

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31 Holiday homes

Holiday home in Chestertown

Chestertown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £455 / night

£3,184 / week

1 / 5

Cottage rental in Chestertown

Chestertown cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £546 / night

£3,639 - £4,276 / week

1 / 36

B&b rental in Chestertown

Chestertown b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £364 / night

£2,548 - £3,184 / week

1 / 24

Chestertown holiday cottage rental

Chestertown cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £245 / night

£2,274 - £2,592 / week

1 / 22

Chestertown ski apartment to rent.

Chestertown apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Most relaxing week in a beautiful setting.” Our stay was the best week of our Summer! There was so much provided at the condo, that it was truely a relaxing vacation. This is coming from a mom of three boys! The adirondack decor was loved by all of us! The beach was so close and I actually enjoyed the hill. It gave me a great workout! This was our third stay at Green Mansions, this condo, is by far my faveorite rental! Hoping to be back next Summer!

from £137 / night

£637 - £1,138 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Severance

Severance house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £255 / night

£1,592 - £1,847 / week

1 / 11

Holiday home in Severance

Severance house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £269 / night

£1,752 - £1,879 / week

1 / 11

Severance holiday home accommodation

Severance house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £125 / night

£865 / week

1 / 5

Holiday home in Severance

Severance house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from £255 / night

£1,729 - £1,856 / week

1 / 12

Holiday home in Severance

Severance house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from £237 / night

£1,683 - £1,811 / week

1 / 9

Holiday home in Severance

Severance house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £255 / night

£1,729 - £1,984 / week

1 / 12

Holiday home in Severance

Severance house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from £237 / night

£1,638 - £1,893 / week

1 / 10

Holiday log cabin rental

Warrensburg log cabin

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £360 / night

£2,275 / week

1 / 20

Lake George holiday home rental

Lake George house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from £364 / night

£2,548 / week

1 / 20

Holiday cottage in Pottersville

Pottersville cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 4

from £141 / night

£751 / week

1 / 15

Ski log cabin to rent in Johnsburg

Johnsburg log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 16

from £592 / night

£4,094 / week

1 / 17

Holiday home in Severance

Severance house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from £237 / night

£1,638 - £1,765 / week

1 / 5

Holiday home in Severance

Severance house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from £255 / night

£1,729 - £1,856 / week

1 / 8

Olmstedville ski log cabin to rent.

Olmstedville log cabin

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 10

from £433 / night

£2,275 / week

1 / 5

Severance holiday home rental

Severance house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £228 / night

£1,570 - £1,697 / week

1 / 11

Paradox holiday home rental

Paradox house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £416 / night

£2,911 / week

1 / 25

Bolton Landing holiday cottage rental

Bolton Landing cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £215 / night

£1,501 / week

1 / 18

Bolton Landing holiday cottage rental

Bolton Landing cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £346 / night

£2,420 / week

1 / 71

Schroon Lake ski home to rent.

Schroon Lake house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from £360 / night

£2,516 / week

1 / 28

Lake George holiday chalet rental

Lake George chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £159 / night

£758 - £1,140 / week

1 / 14

Holiday cottage in Cleverdale

Cleverdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £182 / night

£1,274 / week

1 / 13

Holiday home in Cleverdale

Cleverdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £419 / night

£2,930 / week

1 / 16

Tented camp rental in Bolton Landing

Bolton Landing tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £88 / night

£695 - £866 / week

1 / 16

Fort Ann holiday tented camp rental

Fort Ann tented camp

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 4

from £46 / night

£319 / week

1 / 13

Holiday lodge in Fort Ann

Fort Ann lodge

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £501 / night

£3,503 / week

1 / 33

Holiday home in Adirondack

Adirondack house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £546 / night

£3,912 / week

1 / 5

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