Windham County Vacation Rentals | Book Now, Save Up to 30%

All in pricing: Taxes and fees included

Save $116

Whimstay gem

House in Winhall, VT

Nov 16 - 19

$202/night

4.9

353

3 bedrooms

6 guests

$776$659total

Save $129

Guests rave

Entire vacation home in West Dover, VT

Apr 2 - 5

$442/night

5.0

63

2 bedrooms

5 guests

Pay only $124 today

$1,610$1,481total

Save $64

House in Stratton, VT

Nov 16 - 19

$218/night

4.8

50

3 bedrooms

6 guests

$797$733total

Save $133

House in Winhall, VT

Nov 16 - 19

$416/night

4.3

16

4 bedrooms

7 guests

$1,529$1,397total

Save $58

Condo in Peru, VT

Nov 16 - 19

$198/night

4.7

25

1 bedroom

4 guests

$722$665total

Save $86

House in Jamaica, VT

Nov 16 - 19

$295/night

4.8

38

4 bedrooms

8 guests

$1,077$991total

Save $102

House in Stratton, VT

Nov 16 - 19

$349/night

4.8

24

4 bedrooms

10 guests

$1,275$1,173total

Save $96

House in Winhall, VT

Nov 16 - 19

$329/night

4.7

47

4 bedrooms

8 guests

$1,200$1,104total

Save $170

Townhouse in Stratton, VT

Nov 16 - 19

$231/night

4.8

51

2 bedrooms

6 guests

$944$774total

Save $88

House in Winhall, VT

Nov 16 - 19

$236/night

4.8

49

3 bedrooms

6 guests

$881$793total

Save $101

House in Winhall, VT

Nov 16 - 19

$347/night

4.8

24

3 bedrooms

8 guests

$1,265$1,164total

Save $109

House in Peru, VT

Nov 16 - 19

$374/night

5.0

2

3 bedrooms

8 guests

$1,365$1,256total

Save $79

Preferred host

Entire cabin in Dummerston, VT

Nov 16 - 19

$274/night

5.0

4

2 bedrooms

4 guests

$987$908total

Save $153

Preferred host

Entire home in Peru, VT

Nov 25 - 28

$526/night

5.0

10

6 bedrooms

13 guests

$1,909$1,756total

Save $207

Preferred host

Entire home in Brattleboro, VT

Nov 16 - 20

$535/night

5.0

1

6 bedrooms

14 guests

$2,592$2,384total

Save $123

House in Wardsboro, VT

Nov 16 - 19

$425/night

New

4 bedrooms

10 guests

$1,542$1,418total

Save $183

Preferred host

Entire home in Putney, VT

Nov 16 - 19

$358/night

4.4

18

4 bedrooms

6 guests

$1,378$1,195total

Save $103

Preferred host

Entire home in Wilmington, VT

Nov 16 - 19

$354/night

5.0

1

4 bedrooms

11 guests

$1,285$1,183total

Save $89

Whimstay gem

Entire home in Townshend, VT

Nov 16 - 19

$310/night

4.9

35

3 bedrooms

8 guests

$1,117$1,028total

Save $77

Preferred host

Entire home in Dover, VT

Nov 16 - 19

$264/night

5.0

2

4 bedrooms

8 guests

$958$882total

Save $105

Preferred host

Entire home in Whitingham, VT

Nov 16 - 19

$365/night

4.9

16

4 bedrooms

10 guests

$1,317$1,211total

Map shows last minute vacation rentals in Windham County