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Vacation Rentals in Cheshire, Massachusetts

about Cheshire

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

Compared to hotels, Cheshire 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.

Cheshire, Massachusetts Vacation Rentals and Tourism

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Cheshire 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 over...read 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 a...read 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 and...read more

 

Radiance Yoga

You could spend your time debating between a bunch of studios to go to or you could just make life way simpler and hit up Radiance Yoga. This is my...read more

 

Beacon Cinema

Few places in the area can compare to the Beacon when taking all of its virtues into account. The broad strokes: PARKING - Ample and free in the lot right...read more

 

The Colonial Theatre

I've recently vowed not to give out too many 5 star ratings, but this place deserves it. Lovingly and wonderfully restored, this theater seems like it...read more

 

Barrington Stage Company: Mainstage

Saw an incredible production of Fiddler on the Roof here this weekend. And while the show was a little long for me, clocking in at three hours, I enjoyed...read more

 

Berkshire Hills Country Club

I also recently attended a wedding here. This seems to be quite the place to attend weddings. This seemed like a pretty good venue to use for a wedding....read more

 

Bakers Golf Center

This is the mini golf course I grew up with. I could probably describe each hole...well maybe not all of them but lets list some highlights: -There was the...read more

 

Berkshire Museum

I really like this museum. My toddler had a blast. It is a fun way to spend a couple hours. The Dino dig is perfect for toddlers & the Christmas tree...read more

 

Onota Boat Livery

Wonderful experience!! They were very helpful and informative. We went fishing on Lake Onota and row boated for 4 hours for $60... they helped us set up our...read 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 Beaver...read 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 multiple...read 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 main...read 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 is...read more

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Charming Berkshires lakefront house near Jiminy Peak with beautiful views
Cheshire House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $200 - $225 /nt
    $1,200 /wk
 
 
 
 
 

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