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

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North America Holidays
174260 properties
United States Holidays
130630 properties

Chestertown

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110 Holiday homes

(11) Excellent 

15

Chestertown holiday log cabin rental

New York / Chestertown

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 5 km
  • Child friendly
  • Private garden

from £108 / night

£679 / week

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from £108 / night

(11) Excellent 

34

Cottage rental in Chestertown

New York / Chestertown

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 26 km
  • Child friendly

from £286 / night

£2,143 - £2,643 / week

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from £286 / night

(1) Excellent 

22

Chestertown holiday cottage rental

New York / Chestertown

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £143 / night

£857 - £982 / week

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Responds fast!
avg. 1 hour 59 minutes

from £143 / night

(6) Excellent 

Certificate of Excellence

23

B&b rental in Chestertown

New York / Chestertown

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

Certificate of Excellence

from £197 / night

£1,429 - £1,929 / week

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from £197 / night

(15) Excellent 

25

Chestertown ski apartment to rent.

New York / Chestertown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ski

from £108 / night

£465 - £893 / week

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Responds fast!
avg. 3 hours 7 minutes

from £108 / night

9

Holiday home rental

New York / Chestertown

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Air conditioning
  • Pet friendly

from £115 / night

£643 / week

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from £115 / night

(17) Excellent 

36

Holiday home in Chestertown

New York / Chestertown

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £140 / night

£929 - £1,000 / week

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Responds fast!
avg. 2 hours 31 minutes

from £140 / night

(4) Excellent 

6

Holiday apartment in Chestertown

New York / Chestertown

4 16 2 nights min

  • 4 bedrooms
  • Sleeps 16
  • 2 nights min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

from £356 / night

£1,068 - £3,068 / week

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from £356 / night