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

All in pricing: Taxes and fees included

Save $174

Vacation Rental in Bennington, VT

Nov 16 - 19

$166/night

4.6

131

3 bedrooms

8 guests

$708$535total

Save $58

Preferred host

Entire home in Bennington, VT

Nov 16 - 19

$201/night

4.8

6

1 bedroom

4 guests

$725$667total

Save $159

Preferred host

Entire cabin in Woodford, VT

Nov 19 - 22

$552/night

5.0

8

2 bedrooms

6 guests

$1,990$1,831total

Save $66

House in Woodford, VT

Nov 16 - 19

$225/night

5.0

5

3 bedrooms

6 guests

$819$753total

Save $681

Guests rave

Entire home in Hoosick, NY

Nov 16 - 19

$707/night

5.0

54

5 bedrooms

14 guests

$3,014$2,333total

Save $68

Whimstay gem

Entire home in Sunderland, VT

Nov 20 - 23

$238/night

5.0

24

2 bedrooms

4 guests

$856$787total

Save $152

Unit 1 of 2

Preferred host

Entire loft in Williamstown, MA

Nov 16 - 19

$260/night

4.7

6

Studio

2 guests

$1,014$861total

Save $150

Unit 2 of 2

Preferred host

Entire home in Williamstown, MA

Nov 16 - 19

$522/night

5.0

2

3 bedrooms

10 guests

$1,876$1,726total

Save $82

Preferred host

Entire home in Buskirk, NY

Nov 28 - Dec 1

$285/night

5.0

1

4 bedrooms

8 guests

$1,020$938total

Save $209

Preferred host

Entire home in Wilmington, VT

Nov 16 - 19

$721/night

4.0

4

5 bedrooms

10 guests

$2,619$2,409total

Save $65

Preferred host

Entire home in Arlington, VT

Nov 16 - 19

$226/night

5.0

3

3 bedrooms

5 guests

$815$750total

Save $79

Whimstay gem

Entire home in Wilmington, VT

Nov 16 - 19

$272/night

5.0

21

3 bedrooms

6 guests

$987$908total

Save $164

Preferred host

Entire home in Wilmington, VT

Jan 1 - 4

$566/night

4.3

3

4 bedrooms

8 guests

$2,056$1,891total

Save $79

Preferred host

Entire home in Cropseyville, NY

Nov 17 - 20

$278/night

4.6

17

3 bedrooms

6 guests

$992$913total

Save $365

Vacation Rental in Cambridge, NY

Nov 30 - Dec 3

$442/night

5.0

17

2 bedrooms

4 guests

$1,819$1,454total

Save $381

Guests rave

Vacation Rental in Cambridge, NY

Nov 17 - 20

$450/night

5.0

64

2 bedrooms

4 guests

$1,861$1,481total

Save $257

Guests rave

Vacation Rental in Cambridge, NY

Nov 16 - 19

$442/night

4.9

29

2 bedrooms

4 guests

$1,711$1,454total

Save $367

Guests rave

Vacation Rental in Cambridge, NY

Nov 29 - Dec 2

$442/night

5.0

21

2 bedrooms

4 guests

$1,821$1,454total

Save $247

Vacation Rental in Cambridge, NY

Nov 16 - 19

$397/night

5.0

17

1 bedroom

2 guests

$1,553$1,306total

Save $310

Vacation Rental in Cambridge, NY

Nov 29 - Dec 2

$397/night

4.7

9

1 bedroom

2 guests

$1,615$1,306total

Save $87

Preferred host

Entire cabin in Wilmington, VT

Dec 16 - 19

$301/night

5.0

1

3 bedrooms

6 guests

$1,091$1,004total

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