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Vacation Rentals in Bennington, Vermont

about Bennington

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Bennington, Vermont vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Bennington are added and updated every week!

Compared to hotels, Bennington vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Bennington, Vermont Vacation Rentals and Tourism

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Bennington things to do


Bennington Battle Monument

This battle was significant in turning the War of Independence from "impossible" to "maybe". The British troops at Saratoga were desperate for food more


Mass Museum of Contemporary Art

I was with a friend on a day trip to North Adams and she took me to MASS MoCA. Entry was $10 with a college ID, free for her as a student of more


Clark Art Institute

Sterling Clark, you were one hell of an early 20th century baller. I challenge my fellow yelpers to find a more affluent collection in New England. more


Vermont Arts Exchange

Their Mission Statement says it all.....To strengthen communities and neighborhoods through the arts and to bring art, art education, exhibition more


Mt. Anthony Country Club

I have been to the Mt. Anthony Country Club for lunch and dinner many times. It's privately owned and the owners are there quite regularly working more


Oldcastle Theatre Company

What a great little gem this is! I have only been to two performances there so far but both have been extraordinary. Great seating and layout. Both more


The Yoga Place

I attended a different class on Friday morning with Carol. This was a longer class then the Monday evening class. Carol's class was a workout and a half; more


Bennington CrossFit

Great instruction, good people, nice and more


Bennington Museum

The Bennington Museum is a true gem celebrating the rich history and heritage of Vermont and nearby regions. I can remember visiting the Bennington more


Robert Frost Stone House Museum

To tell you the truth, I wasn't expecting much from this experience. Compared to other historic homes (especially ones so close to the recent past), more


Park McCullough House

While visiting my daughter & family in Bennington, I had one afternoon free. I have always loved touring other people's houses, seeing how others lived more


Images Cinema

This is a fantastic little theatre in Williamstown! From blankets to organic popcorn and butter and candy this great theatre has it all... except more


Cinema 7

Pretty much the only theatre in Southern Vermont! Cinema 7 offers most of the current box offer favorites. The prices work since you don't have any more


Mt Greylock Bowl

Wow.... how many teenage nights did I spend at this place when I should have been studying for AP whatever? Too many. Aside from the smoke (which more


Anytime Fitness

This gym was my friend for my first 2 weeks away from home, away from the city. Thanks to the 14-day free trial deal! The equipments are new. The more

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Meadowood Farm
Bennington House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 9
  • baths
  • rates (USD) $300 - $400 /nt
    $1,200 - $1,500 /wk
    $4,000 - $6,000 /mth

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Escape to our Country Estate w/Guest House, 350 acres with ponds, woods & trails
Bennington House Rental Picture
  • bedrooms 6
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $350 - $400 /nt
    $2,300 /wk

16 reviews write a review

VTs most beautiful view-hike/bike by day-hot tub by night-seasonal private pool
Bennington Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $135 - $199 /nt
    $945 - $1,050 /wk

33 reviews write a review