Bennington Vacation Homes

Historic Henry Covered bridge over the Walloomsac River e in Bennington, Vermont

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Our top choices for Bennington holiday homes

Holiday Home in Shaftsbury

Margaret D.

HK$1,921 total

includes taxes & fees

20 Jan - 21 Jan

Holiday Home in Bennington

Malika R.

HK$2,188 total

includes taxes & fees

20 Jan - 21 Jan

Holiday Home in Arlington

Manish

HK$5,264 total

includes taxes & fees

25 Jan - 26 Jan

Holiday Home in Dorset

Sarah S.

HK$6,209 total

includes taxes & fees

23 Jan - 24 Jan

Holiday Home in Stratton

Lin M.

HK$3,118 total

includes taxes & fees

22 Jan - 23 Jan

Holiday Home in Manchester Center

Neetesh B.

HK$15,980 total

includes taxes & fees

26 Jan - 27 Jan

Holiday Home in Jamaica

Lee Anna C.

Holiday Home in Sunderland

Megan G.

HK$5,074 total

includes taxes & fees

20 Jan - 21 Jan

Holiday Home in Stratton

Katryn B.

HK$13,308 total

includes taxes & fees

20 Jan - 21 Jan

Holiday Home in Bennington

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

HK$1,952 total

includes taxes & fees

4 Feb - 5 Feb

Holiday Home in Jamaica

s w.

HK$7,453 total

includes taxes & fees

20 Jan - 21 Jan

Holiday Home in Manchester

HK$4,386 total

includes taxes & fees

21 Jan - 22 Jan

Holiday Home in Winhall

Eitan S.

HK$7,603 total

includes taxes & fees

20 Jan - 21 Jan

Holiday Home in Winhall

Meghan C.

HK$6,565 total

includes taxes & fees

21 Jan - 22 Jan

Holiday Home in Winhall

olena d.

Holiday Home in Florida

Tristan e.

HK$2,651 total

includes taxes & fees

20 Jan - 21 Jan

Holiday Home in Hoosick Falls

Lynn F.

HK$2,415 total

includes taxes & fees

20 Jan - 21 Jan

Holiday Home in Clarendon

Thaddeus T.

HK$3,220 total

includes taxes & fees

1 Feb - 2 Feb

Holiday Home in Charlemont

HK$5,220 total

includes taxes & fees

20 Jan - 21 Jan

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Top Bennington Hotel Reviews

Knotty Pine

10/10 Excellent

"Great property and a great value!"

South Shire

10/10 Excellent

"A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again."

One of a kind VT Renovated Barn- Cozy All Season and Holiday Retreat

10/10 Excellent

"Incredible converted barn made such an atmospheric place to stay after hiking the green mountains with our dog. All was clean and worked really well. We really enjoyed sitting by the huge fireplace every evening - we’d return immediately if we could!"

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