Help on Feeds

Vacation Rentals in Monterey, Massachusetts

$200 $72
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

more destinations

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

Monterey things to do


Norman Rockwell Museum

My husband, my mother, and I visited here in May 2013 and it was 100% worth the drive. Even just the drive to the museum is beautiful and humbling. 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 more



I have been wanting to experience Tanglewood for a while now. I adore quality time with myself and every year I try to plan a different solo activity 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. more


Cranwell Resort, Spa & Golf Club

This is a review of the spa & gym facilities. They have separate changing areas for men & women. In the women's area, they have a hot tub w/ jets, sauna, & more


Kripalu Center

I just returned from a 2 day r+r retreat and I have never felt more refreshed or rejuvenated. I hope to make this a quarterly event if possible, more


Cove Bowling Lanes

"there's a beverage here man" I heard a rumor that the cove bowling lanes was the inspiration for the movie "the Big Lebowski", maybe it's because 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 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 more


Shakespeare & Company

Not many theater companies can take 16th-century writing and make it contemporary, entertaining, and funny. This troupe does exceptional physical comedy, more


Jacob's Pillow Dance Festival & School

Ballet BC was amazing! Beer & Tacos at "The Barre" were a great finish to a wonderful day! This is looking to be a yearly vacation more


Artful Mind Artzine

Great local Art magazine for the Berkshires Connecticut and Hudson 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 more


Santarella Museum & Gardens

Oh my good God. This place is beautiful. This place is amazing. I want to get married here. Look at those pictures! more


Naumkeag House

We went on a garden tour at Naumkeag House and it was interesting and beautiful. Our tour guide, Scott, was engaging and had many historical, more

powered by:
rental results


Weekly rate:

Min $0, Max $4000


Bedrooms: Min 0, Max 5


Property Type:


has photos
has calendar
has swimming pool
has hot tub
pets allowed
owner badge

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

Ski House on Lake Garfield in Monterey, Ma.
Monterey House Rental Picture
  • bedrooms 4
  • community Lake Garfield Estate
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $1,500 /mth

write a review

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

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

write a review

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

8 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

5 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) $200 - $225 /nt
    $1,000 - $1,450 /wk
    $3,000 - $5,100 /mth

16 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) $8,267 /mth

3 reviews write a review