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Vacation Rentals in Monterey, Massachusetts

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about Monterey

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

Compared to hotels, Monterey 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.

Monterey, Massachusetts Vacation Rentals and Tourism

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

Monterey things to do

 

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

 

Ski Butternut Ski Area & Ski & Board Shop

It was my first time going to Butternut even though it is fairly close to me, a little over an hour away. I'm glad we went(myself, 13 yr old daughter and 11...read more

 

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

 

Charter The Berkshires

My wife and I decided to try ice fishing with Charter the Berkshires, it we're bot very glad we did! It was a super fun day and we both learned a lot. You...read more

 

Naumkeag House

The hallmark piece of Fletcher Steele's many landscaping projects. The Naumkeag is the summer cottage of Choate family in the late 19th and early 20th...read more

 

Cove Bowling Lanes

I came here for a state tournament, this is a dilapidated old building. On a Saturday night there are more people sitting in the bar then on the lanes. The...read more

 

Berkshire Functional Fitness

As someone who works in the fitness world, I can tell you that this is a greatly place to go. I was in the area for the holidays and stopped by several...read more

 

Infinity Music Hall

Based in a small town Connecticut, middle of nowhere - at least for a New Yorker, this music hall features many national and regional artists. One in...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

 

Jacob's Pillow Dance Festival & School

WOW, nothing like seeing contemporary pieces being brought to life with grace by amazing dancers at the outdoor stage overlooking the mountains. My family...read more

 

Artful Mind Artzine

Great local Art magazine for the Berkshires Connecticut and Hudson Valley.read more

 

The Mount

Beautiful gardens and beautiful setting. The guide we had was super enthusiastic and nice. The house is pretty neat on the inside but not super historic....read more

 

Thousand Acre Swamp

You have not really hiked or camped unless you have done both here! Deceptively named by the townships founders to discourage visitations by poachers (who...read more

 

Les Trois Emme Vineyard & Winery

Stopped by here with some friends this past weekend and it was awesome. For $7 you pick 5 wines and each is paired with delicious little bites. They walk...read more

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Scenic Lake Garfield for All Seasons
Monterey House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $250 - $350 /nt
    $1,500 - $2,000 /wk
    $7,000 - $9,000 /mth
 
 
 
 
 

1 reviews write a review

Charming cottage, near beautiful Lake Buel, child and pet friendly
Monterey Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 0
  • rates (USD) $225 /nt
    $1,450 /wk
    $5,100 /mth
 
 
 
 
 

16 reviews write a review

Beautiful Lakefront Berkshire Rental, Lake Garfield
Monterey House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths 2
  • rates (USD)
 
 
 
 
 

2 reviews write a review

Architecturally Designed Light-filled Executive Home, w/Pond on 28 Private Acres
Monterey House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths 4
  • rates (USD) $450 - $650 /nt
    $3,150 - $4,200 /wk
 
 
 
 
 

8 reviews write a review

Perfect Family Vacation:-Charming Country Retreat Close To Beach-BOOK 2015 NOW!
Monterey House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $1,900 - $2,200 /wk
    $5,000 /mth
 
 
 
 
 

10 reviews write a review

Lakefront 4 Bedroom Beautiful Cottage MONTHLY RENTALS
Monterey Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $8,000 - $8,783 /mth
 
 
 
 
 

3 reviews write a review