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Vacation Rentals in Williamstown, Massachusetts

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about Williamstown

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Williamstown, Massachusetts 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 Williamstown are added and updated every week!

Compared to hotels, Williamstown 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.

Williamstown, Massachusetts Vacation Rentals and Tourism

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Williamstown things to do


Mass Museum of Contemporary Art

I saw sad to hear that Wilco was taking a skip year, but we went to Mass MOCA anyway. The 13 acres in the old factory are filled with new art from all more


Clark Art Institute

The collection is fabulous. I was so impressed and surprised as a native NYCer to find such an extensive collection of art from so many famous periods 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


Mount Greylock State Reservation

1. Stop at the Visitor Center before you continue to drive up the mountain. There's a short video to watch, some exhibits on the history of the park, and more


Natural Bridge State Park

Lovely park highly suggested after strolling through North Adams, MASS MoCA, or driving down the Mohawk Trail. Park you car next to the red barn and more


Williamstown Theatre Festival

We took a vacation in the area, and found the performance of "The Elephant Man'" with it's 12 day run, which we managed to get tickets to. Spectacular! more


Independent Art Projects

This is a new great addition to the art scene of North Adams! You can get into the gallery before entering the museum, it's right in front of the more


Williams College Museum of Art

I drove slowly along Route 2, looking for the Clark Institute. I saw a sign that said "art museum." I quickly turned into the driveway, parked in front more


Greylock Bowl & Golf

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


Bennington Battle Monument

A good highlight for such a small town as Bennington. If you happen to be in Bennington, you should go visit more


Pine Cobble Trail

The absolute best short, scenic hike near Williams College. Elevation gain/loss is about 1200 ft. in 2 miles. The hike can be done almost any time of more


DeMayo's Bonnie Lea Farm

Great horses & friendly and knowledgeable more



I can't tell you how many times we walked into a Berskshires antique shop, and walked out 5 minutes later because: a) It was little more than someone's more


Press, Letterpress As a Public Art Project

PRESS: LetterPRESS as a Public Art Project is a gallery, but also a classroom for college kids and adults on letterpress printmaking! In the center of more


Zumba Fitness in the Berkshires

Becky Miner will get you moving and you will lose weight. It is so much fun and the women are wicked nice. As a person who would never dance anywhere more

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Hart farm house
Williamstown House Rental Picture
  • bedrooms 6
  • community
  • rental type House
  • sleeps 10
  • baths 2
  • rates (USD) $300 - $380 /nt
    $2,000 - $2,400 /wk
    $8,000 - $8,200 /mth

1 reviews write a review

Hart cottage
Williamstown Cottage Rental Picture
  • bedrooms 3
  • community
  • rental type Cottage
  • sleeps 6
  • baths 2
  • rates (USD) $195 - $300 /nt
    $1,300 - $2,000 /wk
    $5,000 - $7,500 /mth

write a review

Williamstown Guest House
Williamstown House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $225 - $475 /nt
    $1,275 - $2,875 /wk
    $3,500 - $3,900 /mth

write a review

There are autumn dates open
Williamstown House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 18
  • baths 3
  • rates (USD) $300 - $500 /nt
    $1,900 /wk
    $6,000 /mth

22 reviews write a review

Charming Downtown Williamstown Cottage - 5 Min Walk to Campus
Williamstown House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 7
  • baths 2
  • rates (USD) $120 - $300 /nt
    $900 - $1,650 /wk

16 reviews write a review

Unique Luxury Property in Williamstown with Spectacular Views...Multiple Suites
Williamstown House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $500 - $900 /nt
    $3,500 - $5,500 /wk

47 reviews write a review

A Home that feels like a Resort
Williamstown House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $350 - $500 /nt

5 reviews write a review

A perfect house for enjoying all the wonderful offerings In Williamstown
Williamstown House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $250 /nt
    $1,500 /wk
    $5,000 /mth

11 reviews write a review