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

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207336 properties
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103 Holiday homes

(6) Excellent 

23

B&b in Chestertown with wi-fi - from £171/night, beach / lakeside relaxation

New York / Chestertown

2 4 2 nights min

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

from £172 / night

£1,217 - £2,054 / week

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from £172 / night

(13) Excellent 

14

Authentic log cabin in Chestertown, New York | golf within 30mins drive | Nearest beach 4.8 km

New York / Chestertown

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 5 km
  • Child friendly
  • Private garden

from £114 / night

£723 / week

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from £114 / night

(17) Excellent 

36

Spacious self catering property in Chestertown | sleeps 8 | horse riding, water sports

New York / Chestertown

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £149 / night

£989 / week

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Responds fast!
avg. 1 hour 22 minutes

from £149 / night

(2) Very Good 

22

Holiday rental in Chestertown with satellite tv, beach / lakeside relaxation

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 £152 / night

£912 - £1,045 / week

Book View

Responds fast!
avg. 2 hours 13 minutes

from £152 / night

(13) Excellent 

34

Unique cottage in Chestertown, New York | Sleeps 10, pet friendly

New York / Chestertown

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 26 km
  • Child friendly

from £305 / night

£2,282 - £2,814 / week

Book View

from £305 / night

(17) Excellent 

Certificate of Excellence

25

Pet friendly apartment in Chestertown with Certificate of Excellence from £114/night

New York / Chestertown

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ski

Certificate of Excellence

from £114 / night

£495 - £951 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £114 / night