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Vacation Rentals in Pittsfield, Massachusetts

about Pittsfield

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

Compared to hotels, Pittsfield 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.

Pittsfield, Massachusetts Vacation Rentals and Tourism

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Pittsfield things to do

 

Tanglewood

The summer home of the Boston Symphony Orchestra, they feature an expanded ensemble including many young performers, as well as guest stars from varied...read more

 

Cranwell Resort, Spa & Golf Club

This is a review of the lodgings. I have stayed in a lot of average to excellent hotels. Our room at the Cranwell was nice enough, say for your average...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

 

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

 

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

 

Mass Audubon Pleasant Valley Wildlife Sanctuary

Went here on a beautiful Saturday morning. We started at the visitor center and hiked up to the monument and back, taking the Trail of the Ledges up and the...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

 

Norman Rockwell Museum

Norman Rockwell now is viewed as an American icon whose illustrations -- mostly for the Saturday Evening Post from the 1920s to the early '60s -- created a...read more

 

Shakespeare & Company

Absolutely fantastic! We just returned from seeing The Complete Works of Shakespeare Abridged at the Tina Packer Playhouse and highly recommend this play!...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 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

 

Hilltop Orchards

One word....Reggie!!! She completely made the experience for us. She was absolutely wonderful. I felt like I was sitting down having a class of wine with...read more

 

Herman Melville's Arrowhead

Arrowhead is amazing! The tour guide we had was enthusiastic and very kind! You can tell he really loves his job. This is not your everyday run of the...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

 

Arcadian Shop

This place is located at the trailhead of Kennedy Park, and as others have noted it reminds me of what REI used to be like back in the day when they were...read more

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Big, Beautiful, 7 Bedroom, 2 Kitchens, Hot Tub, Pool Table,
Pittsfield House Rental Picture
  • bedrooms 7
  • rental type House
  • owner badgeowner badge
  • sleeps 18
  • baths 3
  • rates (USD) $300 - $350 /nt
    $2,100 /wk
    $6,000 /mth
 
 
 
 
 

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