Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
Excellent! 4.5/5
(15 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 6
Condo #3896538
15
Viewed 7 times in the last 48 hours
Wonderful! 4.9/5
(14 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Condo #716031vb
14
Viewed 15 times in the last 48 hours
Wonderful! 4.8/5
(12 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 12
House #4240841
12
Viewed 18 times in the last 48 hours
Excellent! 4.3/5
(17 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Cabin #3014265
17
Viewed 23 times in the last 48 hours
Wonderful! 4.9/5
(13 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #4044539
13
Viewed 14 times in the last 48 hours
Very Good! 4.2/5
(6 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Condo #3804012
6
Viewed 11 times in the last 48 hours
Very Good! 4/5
(10 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 6
Condo #4014526
10
Viewed 20 times in the last 48 hours
Wonderful! 4.9/5
(9 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 8
Cottage #175549
9
Viewed 8 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 7
Townhome #689905vb
6
Exceptional! 5/5
(5 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
House #876933vb
5
Exceptional! 5/5
(6 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 10
House #3924952
6
Viewed 6 times in the last 48 hours
Good! 3.8/5
(5 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Cabin #3016070
5
Viewed 20 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 9
House #4313390
1
Excellent! 4.5/5
(8 reviews)
avg/night
  • 2 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 7
Cottage #3828287
8
Viewed 10 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 8
House #4073769
16
Excellent! 4.3/5
(13 reviews)
avg/night
  • 6 BR
  • 3 BA
  • Sleeps 26
House #258920
13
Viewed 12 times in the last 48 hours
Excellent! 4.7/5
(18 reviews)
avg/night
  • 3 BR
  • 1 BA
  • Sleeps 8
House #7080936
18
Exceptional! 5/5
(9 reviews)
avg/night
  • 4 BR
  • 1 BA
  • Sleeps 7
Cottage #3496194
9
  • 6 BR
  • 3 BA
  • Sleeps 12
House #557834vb
1
Viewed 27 times in the last 48 hours
Excellent! 4.6/5
(16 reviews)
avg/night
  • 2 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 8
Cabin #641786vb
16
  • 7 BR
  • 4 BA
  • Sleeps 18
House #1034527vb
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
Cottage #1020543vb
Viewed 6 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 7
Condo #1036429vb
Viewed 6 times in the last 48 hours
  • 6 BR
  • 2 BA
  • Sleeps 11
Lodge #3727616
1
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 13
House #948569vb
Viewed 7 times in the last 48 hours
avg/night
  • 4 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 8
Chalet #593993vb
Viewed 5 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 8
Cottage #4473478
1
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Cabin #4087680
Viewed 28 times in the last 48 hours
avg/night
  • 4 BR
  • 1 BA
  • Sleeps 7
Cottage #3667204
1
Viewed 7 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 6
Apartment #948565vb
1
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Cabin #1021229vb
Viewed 7 times in the last 48 hours
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Cabin #4537664
Viewed 11 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 9
House #4479049
Viewed 7 times in the last 48 hours
  • 5 BR
  • 2 BA
  • Sleeps 8
House #239560
Wonderful! 4.9/5
(14 reviews)
avg/night
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 8
Townhome #978720
14
Viewed 14 times in the last 48 hours
avg/night
  • 4 BR
  • 4 BA
  • 1 HF BA
  • Sleeps 16
Apartment #3726412
1
Viewed 5 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 8
Cabin #4222462
Viewed 9 times in the last 48 hours
Wonderful! 4.9/5
(74 reviews)
avg/night
  • 5 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 18
House #179508
74
Viewed 70 times in the last 48 hours
Exceptional! 5/5
(103 reviews)
avg/night
  • 7 BR
  • 6 BA
  • 1 HF BA
  • Sleeps 18
House #3001286
103
Viewed 89 times in the last 48 hours
Excellent! 4.7/5
(11 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 7
House #863326vb
11
Viewed 84 times in the last 48 hours
Wonderful! 4.9/5
(11 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Cabin #802195vb
11
Viewed 50 times in the last 48 hours
Wonderful! 4.9/5
(35 reviews)
avg/night
  • 6 BR
  • 3 BA
  • 2 HF BA
  • Sleeps 15
House #3876403
35
Viewed 19 times in the last 48 hours
Excellent! 4.5/5
(12 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Cabin #7006524
12
Viewed 13 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 6
Cottage #3678055
24
Wonderful! 4.9/5
(47 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 10
House #423420vb
47
Viewed 15 times in the last 48 hours
Very Good! 4.2/5
(12 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 10
House #3969518
12
Viewed 60 times in the last 48 hours
  • 6 BR
  • 4 BA
  • Sleeps 19
House #3858756
38
Wonderful! 4.8/5
(10 reviews)
avg/night
  • 4 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 11
Townhome #145704
10
Viewed 16 times in the last 48 hours
Excellent! 4.6/5
(7 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
House #720321vb
7
Viewed 28 times in the last 48 hours
Exceptional! 5/5
(9 reviews)
avg/night
  • 6 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 13
House #748866vb
9
Viewed 8 times in the last 48 hours
  • 1 - 50 of 300+

Vacation Rentals in Chestertown, New York (300+)