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

All in pricing: Taxes and fees included

Save $317

Preferred host

Entire home in Francestown, NH

May 16 - 19

$633/night

5.0

1

3 bedrooms

6 guests

Pay only $240 today

$2,350$2,033total

Save $366

Preferred host

Apartment in Weare, NH

Jun 1 - 4

$623/night

4.6

56

2 bedrooms

4 guests

Pay only $171 today

$2,379$2,013total

Save $74

Preferred host

Entire cabin in Stoddard, NH

Nov 16 - 19

$264/night

5.0

2

1 bedroom

12 guests

$920$846total

Save $304

Whimstay gem

Cabin in Stoddard, NH

Jan 1 - 4

$495/night

4.9

36

5 bedrooms

12 guests

Pay only $129 today

$1,925$1,621total

Save $124

Whimstay gem

Cabin in Washington, NH

Jun 2 - 5

$436/night

4.9

39

3 bedrooms

6 guests

Pay only $114 today

$1,551$1,427total

Save $195

Whimstay gem

Cabin in Washington, NH

Nov 16 - 19

$299/night

4.9

62

4 bedrooms

8 guests

$1,173$978total

Save $73

Preferred host

Entire cabin in Henniker, NH

Nov 16 - 19

$216/night

4.6

11

3 bedrooms

6 guests

$764$691total

Save $223

Whimstay gem

Entire cottage in Jaffrey, NH

Nov 16 - 19

$367/night

5.0

20

4 bedrooms

7 guests

$1,398$1,176total

Save $110

Preferred host

Entire home in Keene, NH

Dec 18 - 21

$395/night

4.8

6

4 bedrooms

8 guests

$1,377$1,267total

Save $184

Entire cottage in Warner, NH

Nov 23 - 26

$299/night

4.7

58

4 bedrooms

6 guests

$1,153$969total

Save $102

Preferred host

Entire cabin in Bradford, NH

Nov 18 - 21

$365/night

5.0

4

4 bedrooms

9 guests

$1,274$1,172total

Save $241

House in Keene, NH

Nov 29 - Dec 2

$287/night

5.0

8

3 bedrooms

6 guests

$1,169$928total

Save $133

Preferred host

Entire cottage in Bradford, NH

Nov 16 - 19

$232/night

5.0

2

3 bedrooms

6 guests

$874$741total

Save $95

Preferred host

Entire home in Bradford, NH

Dec 5 - 8

$341/night

5.0

3

3 bedrooms

7 guests

$1,187$1,092total

Save $53

Preferred host

Entire cottage in Bradford, NH

Nov 16 - 19

$190/night

5.0

1

3 bedrooms

6 guests

$659$606total

Save $402

Preferred host

Entire home in Keene, NH

Nov 16 - 19

$1,436/night

5.0

1

8 bedrooms

15 guests

$5,024$4,622total

Save $363

Preferred host

Entire villa in Keene, NH

Mar 1 - 4

$1,299/night

5.0

4

4 bedrooms

8 guests

Pay only $493 today

$4,543$4,179total

Save $90

Whimstay gem

Entire home in Winchendon, MA

Nov 16 - 19

$302/night

4.9

27

2 bedrooms

5 guests

$1,042$953total

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