Vacation Rentals in Great Barrington, Massachusetts
Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Great Barrington, 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 Great Barrington are added and updated every week!
Compared to hotels, Great Barrington 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.
Great Barrington, Massachusetts Vacation Rentals and Tourism
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Great Barrington things to do
Ski Butternut Ski Area & Ski & Board Shop
Me and the posse came here for a hardcore day of.....TUBING. Actually it was more like an hour and a half until we were freezing and were in need of some...read more
Cove Bowling Lanes
Clean, cheap, good selection of balls, very pleasant staff and a great way to spend a couple of hours. A great rainy day activity!read more
Charter The Berkshires
Yesterday I went on my second ice fishing excursion with Paul, and was once again impressed with the experience! I'd never been ice fishing before my...read more
Triplex Cinema
The Triplex Cinema is my go-to theater when I don't feel like driving an hour to Albany to go to the Spectrum. Triplex is a small, independent theater...read more
Monument Mountain
The blizzard of '10 thwarted my plans to leave this country and spend some time recharging. Heartbroken and listless though I was, the need to exit stage...read more
Kilpatrick Athletic Center
The KIlpatrick is the woefully under-utilized athletic center at Simon's Rock. (At least by the students.) Beautiful and new, it features a lap pool, a...read more
Yoga Great Barrington
Great little yoga studio in the Berkshires. The teachers and class types are somewhat varied around a general vinyasa style. I have been going here on...read more
CrossFit Great Barrington
Nothing bad to say about the Crossfit Sport itself! Other areas of this operation need improvement ! This facility needs to be cleaned more, as germs are a...read more
Egremont Country Club
Played this sweet little track during a difficult period in my life with one of dad's golfing buddies and it did wonders for me. After playing 99% of my...read more
Artful Mind Artzine
Great local Art magazine for the Berkshires Connecticut and Hudson Valley.read more
Berkshire South Reg Community Center
The equipment is dirty, poorly maintained and undeserving of the exorbitant membership/guest rates they charge, but with little to no competition in South...read more
Norman Rockwell Museum
Great visit today. Went especially to see the Heroes & Villains Alex Ross exhibit. A very cool show for a comic book nerd like me. I really enjoyed...read more
Tanglewood
People at Tanglewood do NOT mess around. Going for a classical music show? You better bring along your picnic table, your fancy wine glasses, your table...read more
Bash Bish Falls
Pretty much an amazing waterfall. My parents used to bring me here as a small child, and gasp, allowed us to swim. I'm not sure if swimming was actually...read more
- bedrooms 5
- community
- rental type House
- sleeps 11
- baths 3
- rates (USD)
$1,250
- $2,400
/wk
- bedrooms 5
- community
- rental type House
- sleeps 12
- baths 6½
- rates (USD)
$1,200
- $3,000
/nt
$5,000 - $12,000 /wk
$20,000 - $60,000 /mth
- bedrooms 2
- community
- rental type Apartment
- sleeps 4
- baths 1
- rates (USD)
$180
- $220
/nt
$1,000 - $1,200 /wk
$3,500 - $4,500 /mth
- bedrooms 5
- community
- rental type House
- sleeps 10
- baths 2
- rates (USD) $4,500 - $4,500 /mth
- bedrooms 4
- community
- rental type House
- sleeps 10
- baths 2
- rates (USD)
$1,000
- $2,250
/wk






