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Vacation rentals in Monterey

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Top-rated vacation rentals in Monterey

Guests agree: these stays are highly rated for location, cleanliness, and more.

Berkshires Rustic Modern Lake Retreat in the Trees
Entire house · 12 guests · 7 beds · 2 baths

Berkshires Rustic Modern Lake Retreat in the Trees2.5 hrs from NYC, 2 hrs from Boston! Escape and unplug in our modern rustic "treehouse"! You'll feel like you are in a secluded forest, but in reality you are 5-30 minutes from anything you would ever want to do in the Berkshires! Two living rooms with gas fireplaces--ideal space for multiple families or groups. Well-stocked kitchen, Fios Wi-fi, Chromecast & seriously comfy beds! Walk to lake, swimming, pool, tennis/pickleball, playground, fitness center, clubhouse, hiking trails, skiing.

Peaceful Getaway in the Berkshires
SUPERHOST
Entire cottage · 4 guests · 3 beds · 1 bath

Peaceful Getaway in the BerkshiresPrivate home located in Berkshires only minutes from the Appalachian trail, Otis Ridge, and the Otis Reservoir. The private retreat sits on over an acre of land and is within walking distance to the Farmington River. Lee's premium outlets, dispensary, shopping, restaurants, and bars are located only a short drive away.

Berkshire Mountain Views
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath

Berkshire Mountain ViewsRecently built 500 square-foot one bedroom apartment with separate entrance. Kitchenette. Private screened-in porch overlooking Jug End State Reservation, Mt. Everett and the back of Catamount Ski Area. Three miles from Berkshire School, five miles from the center of Great Barrington and .3 miles from the Appalachian Trail. Queen bed in bedroom; can sleep additional two in living area on sectional sofas. Electric fireplace. Mudroom perfect for storing hiking and ski gear. Very quiet.

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Popular amenities for Monterey vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Monterey

  1. Entire house
  2. Becket
Beautiful, quiet and cozy home in Becket!
SUPERHOST
  1. Entire house
  2. Otis
Charming Cottage with close view of Otis Reservoir
SUPERHOST
  1. Entire house
  2. West Stockbridge
Sweet Escape with Indoor Pool and Panoramic Views
  1. Barn
  2. Lenox
NEW TO AIRBNB! The Granary at House on Golden Hill
  1. Entire guesthouse
  2. Stockbridge
Modern studio with views of the treetops
SUPERHOST
  1. Entire guest suite
  2. Lenox
T’Other House
  1. Barn
  2. Lenox
Modern Barn with Loft at House on Golden Hill
SUPERHOST
  1. Entire house
  2. Monterey
Sweet Monterey Cottage
SUPERHOST
  1. Entire house
  2. Great Barrington
Jaw dropping mountain & lake views
SUPERHOST
  1. Entire house
  2. Lee
Cozy Berkshires Cottage
SUPERHOST
  1. Entire guesthouse
  2. Lenox
Lenox - Sunny cottage nestled in the garden
SUPERHOST
  1. Entire cottage
  2. West Stockbridge
Cozy Stockbridge Cottage

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