Stockbridge Vacation Rentals | Book Now, Save Up to 30%

All in pricing: Taxes and fees included

Save $120

Preferred host

Entire cabin in Stockbridge, VT

Nov 16 - 19

$417/night

5.0

7

3 bedrooms

8 guests

$1,502$1,382total

Save $175

House in Stockbridge, VT

Nov 16 - 19

$605/night

4.9

13

6 bedrooms

16 guests

$2,187$2,012total

Save $703

Preferred host

Cabin in Stockbridge, VT

Nov 16 - 19

$562/night

4.8

4

4 bedrooms

12 guests

$2,575$1,872total

Save $86

Guests rave

House in Stockbridge, VT

Nov 16 - 19

$299/night

5.0

22

3 bedrooms

8 guests

$1,081$995total

Save $111

House in Stockbridge, VT

Nov 16 - 19

$299/night

5.0

16

3 bedrooms

8 guests

$1,105$995total

Save $687

House in Stockbridge, VT

Dec 3 - 6

$1,477/night

5.0

2

4 bedrooms

8 guests

$5,603$4,915total

Save $427

House in Pittsfield, VT

Nov 16 - 19

$690/night

4.7

38

4 bedrooms

11 guests

$2,744$2,317total

Save $258

House in Pittsfield, VT

Nov 16 - 19

$592/night

4.6

5

3 bedrooms

10 guests

$2,246$1,988total

Save $173

House in Pittsfield, VT

Nov 16 - 19

$419/night

New

3 bedrooms

6 guests

$1,557$1,383total

Save $114

Preferred host

House in Pittsfield, VT

Nov 16 - 19

$369/night

5.0

15

3 bedrooms

8 guests

$1,353$1,238total

Save $97

Preferred host

House in Pittsfield, VT

Nov 16 - 19

$333/night

5.0

3

3 bedrooms

6 guests

$1,216$1,118total

Save $509

House in Killington, VT

Nov 30 - Dec 3

$1,168/night

New

8 bedrooms

16 guests

$4,430$3,921total

Save $111

Preferred host

House in Killington, VT

Nov 16 - 19

$381/night

5.0

3

4 bedrooms

8 guests

$1,391$1,280total

Save $147

Preferred host

House in Killington, VT

Nov 16 - 19

$503/night

4.8

28

3 bedrooms

8 guests

$1,836$1,689total

Save $403

Preferred host

House in Killington, VT

Nov 16 - 19

$596/night

4.8

5

3 bedrooms

8 guests

$2,401$1,999total

Save $142

Preferred host

House in Killington, VT

Nov 16 - 19

$341/night

4.9

16

3 bedrooms

8 guests

$1,250$1,108total

Save $157

Whimstay gem

House in Killington, VT

Nov 16 - 19

$266/night

4.9

41

2 bedrooms

6 guests

$1,049$892total

Save $113

Preferred host

House in Killington, VT

Nov 16 - 19

$188/night

4.8

15

2 bedrooms

6 guests

$745$632total

Save $121

Preferred host

House in Killington, VT

Nov 16 - 19

$415/night

5.0

9

4 bedrooms

8 guests

$1,512$1,391total

Save $193

Guests rave

House in Killington, VT

Nov 17 - 20

$486/night

5.0

24

5 bedrooms

11 guests

$1,811$1,617total

Save $206

House in Killington, VT

Nov 16 - 19

$458/night

New

3 bedrooms

8 guests

$1,719$1,513total

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Map shows last minute vacation rentals in Stockbridge