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

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103 Holiday homes

(18) 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 £156 / night

£1,014 - £1,169 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £156 / night

(13) Excellent 

14

Chestertown holiday log cabin rental

New York / Chestertown

2 4 2 nights min

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

from £117 / night

£740 / week

Book View

from £117 / night

(2) Very Good 

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 £155 / night

£934 - £1,070 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £155 / night

(13) 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 £312 / night

£2,336 - £2,880 / week

Book View

from £312 / night

(17) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £117 / night

£507 - £975 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from £117 / night

(6) Excellent 

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

from £215 / night

£1,559 - £2,105 / week

Book View

from £215 / night

Great rentals within 20 miles that match your search

Distance approx 12.6 miles from Chestertown

(1) Excellent 

17

Schroon Lake holiday home rental

New York / Schroon Lake

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £167 / night

£1,166 - £1,400 / week

Book View

from £167 / night

Distance approx 9.72 miles from Chestertown

14

Holiday chalet rental

New York / Olmstedville

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £94 / night

£608 - £936 / week

Book View

from £94 / night

Distance approx 9.74 miles from Chestertown Show on Map

(12) Excellent 

22

Holiday log cabin in North Creek

New York / North Creek

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary

from £117 / night

£702 - £975 / week

Book View

Responds fast!
avg. 2 hours 48 minutes

from £117 / night

Distance approx 16.11 miles from Chestertown

5

Schroon Lake holiday home rental

New York / Schroon Lake

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £203 / night

£1,402 - £1,619 / week

Book View

from £203 / night

Distance approx 14.96 miles from Chestertown

(3) Very Good 

31

Ski log cabin to rent in North River

New York / North River

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 5 km
  • Ski
  • Child friendly

from £137 / night

£780 - £1,053 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £137 / night

Distance approx 16.02 miles from Chestertown

5

Holiday home in Severance

New York / Severance

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £201 / night

£1,402 / week

Book View

from £201 / night

Distance approx 16.17 miles from Chestertown

(1) Excellent 

12

Holiday home in Severance

New York / Severance

5 6 7 nights min

  • 5 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £212 / night

£1,479 / week

Book View

from £212 / night

Distance approx 16.06 miles from Chestertown

11

Holiday home in Severance

New York / Severance

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £187 / night

£1,168 - £1,479 / week

Book View

from £187 / night

Distance approx 9.71 miles from Chestertown Show on Map

15

Holiday home in North Creek

New York / North Creek

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Suitable for children age 5+
  • Ask about pets

from £273 / night

£1,557 - £1,666 / week

Book View

from £273 / night

Distance approx 16 miles from Chestertown

8

Holiday home in Severance

New York / Severance

5 6 7 nights min

  • 5 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £212 / night

£1,481 - £1,590 / week

Book View

from £212 / night

Distance approx 17.06 miles from Chestertown

(2) Excellent 

17

Lake George holiday home rental

New York / Lake George

4 11 7 nights min

  • 4 bedrooms
  • sleeps 11
  • 7 nights min
  • Child friendly
  • Air conditioning

from £301 / night

£2,102 / week

Book View

Responds fast!
avg. 3 hours 54 minutes

from £301 / night

Distance approx 3.99 miles from Chestertown Show on Map

(4) Excellent 

21

Log cabin rental in Warrensburg

New York / Warrensburg

2 4 2 nights min

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

from £117 / night

£702 / week

Book View

Responds fast!
avg. 2 hours 48 minutes

from £117 / night

Distance approx 16.81 miles from Chestertown

(1) Excellent 

8

Holiday cottage accommodation

New York / Lake George

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £203 / night

£1,403 / week

Book View

from £203 / night

Distance approx 8.47 miles from Chestertown

(1) Very Good 

6

Holiday cottage in Lake George

New York / Lake George

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £137 / night

£850 / week

Book View

from £137 / night

Distance approx 16.52 miles from Chestertown

21

Holiday home rental

New York / Schroon Lake

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden

from £334 / night

£2,336 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £334 / night

Distance approx 9.72 miles from Chestertown Show on Map

(1) Excellent 

11

North Creek holiday apartment rental

New York / North Creek

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 10 km
  • Child friendly
  • Air conditioning

from £156 / night

£1,168 - £1,331 / week

Book View

from £156 / night

Distance approx 8.47 miles from Chestertown

5

Holiday home rental

Lake George / Diamond Point

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £148 / night

£889 / week

Book View

from £148 / night

Distance approx 16.81 miles from Chestertown

(1) Excellent 

10

Lake George holiday cottage rental

New York / Lake George

2 7 3 nights min

  • 2 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £215 / night

£1,481 / week

Book View

from £215 / night

Distance approx 15.04 miles from Chestertown

(1) Excellent 

17

Tented camp rental in North River

New York / North River

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly

from £113 / night

£790 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £113 / night

Distance approx 18.11 miles from Chestertown

8

Holiday cottage in Paradox

New York / Paradox

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child friendly

from £134 / night

£934 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £134 / night

Distance approx 6.23 miles from Chestertown Show on Map

39

Log cabin rental in Adirondack

New York / Adirondack

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £390 / night

£2,728 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £390 / night

Distance approx 8.47 miles from Chestertown

(4) Average 

8

Holiday cottage in Lake George

New York / Lake George

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £144 / night

£911 / week

Book View

from £144 / night

Distance approx 13.29 miles from Chestertown

(1) Very Good 

11

Holiday chalet in Minerva

New York / Minerva

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Child friendly
  • Ask about pets

from £195 / night

£1,010 - £2,101 / week

Book View

from £195 / night

Distance approx 8.47 miles from Chestertown

1

Cottage rental in Lake George

New York / Lake George

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £85 / night

£569 / week

Book View

from £85 / night

Distance approx 16.52 miles from Chestertown

25

Paradox holiday home rental

New York / Paradox

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden

from £357 / night

£2,494 / week

Book View

from £357 / night

Distance approx 8.47 miles from Chestertown

(1)  

7

Holiday cottage in Lake George

New York / Lake George

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £133 / night

£826 / week

Book View

from £133 / night

Distance approx 16.52 miles from Chestertown

18

Holiday home in Schroon Lake

New York / Schroon Lake

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden

from £334 / night

£2,339 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £334 / night

Distance approx 16.41 miles from Chestertown

44

Home rental in Hague

New York / Hague

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly

from £312 / night

£2,180 / week

Book View

from £312 / night

Distance approx 8.47 miles from Chestertown

(2) Excellent 

7

Lake George holiday cottage rental

New York / Lake George

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £156 / night

£1,037 / week

Book View

from £156 / night

Distance approx 18.17 miles from Chestertown

7

Cottage rental in Paradox

New York / Paradox

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly

from £134 / night

£936 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £134 / night

Distance approx 11.59 miles from Chestertown

17

Ski log cabin to rent in Johnsburg

New York / Johnsburg

3 16 3 nights min

  • 3 bedrooms
  • sleeps 16
  • 3 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child friendly

from £467 / night

£2,336 / week

Book View

from £467 / night

Distance approx 8.47 miles from Chestertown

(1) Very Good 

5

Holiday home in Lake George

New York / Lake George

6 16 2 nights min

  • 6 bedrooms
  • sleeps 16
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £288 / night

£1,713 / week

Book View

from £288 / night

Distance approx 18.17 miles from Chestertown

12

Cottage rental in Paradox

New York / Paradox

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly

from £109 / night

£763 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £109 / night

Distance approx 18.17 miles from Chestertown

12

Cottage letting in Paradox

New York / Paradox

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly

from £117 / night

£818 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £117 / night