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$50

1 BR / 1 BA / Sleeps 1

SKI HOUSE IN MONTEREY MASSACHUSETTS - Berkshires vacation rentals
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SKI HOUSE IN MONTEREY MASSACHUSETTS

Monterey condo
1 BR / 1 BA / Sleeps 1 | Quick view

Details

We rent our house for a full winter season from November through March. You can enjoy all holidays, school breaks, weekends during the winter in your own winter wonderland. Contact us for all details. Walk to charming 200 year old Monterey with library, playground, playing fields, ice skating rink.15 minutes to Great …
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$250

3 BR / 2 BA / Sleeps 8

Charming, secluded 1860's farmhouse - Berkshires vacation rentals
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$250

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Charming, secluded 1860's farmhouse

Lenox house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Charming, spacious and comfortable 1860's farmhouse adjacent to wildlife sanctuary. Cozy country decor with original wide plank floors, lovely views and outdoor dining or lounging on porch or deck. Walking distance to hiking trails in Pleasant Valley Wildlife Preserve or Kennedy Park. Quiet and private, yet …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$242

3 BR / 2 BA / Sleeps 6

Spacious comfortable mid-century modern near town - Berkshires vacation rentals
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$242

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Spacious comfortable mid-century modern near town

Lenox house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

In the heart of Lenox, this 2 BR plus study (can be used as a 3BR) house offers the best of both worlds. On nearly 2 park-like acres, the house is a peaceful place for rest and relaxation. But there's much to do nearby. The town center of Lenox is within easy walking distance so you'll be close to restaurants, shops…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$200

2 BR / 1 BA / Sleeps 5

Charming Berkshires lakefront house, great views - Berkshires vacation rentals
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$200

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Charming Berkshires lakefront house, great views

Cheshire house
2 BR / 1 BA / Sleeps 5 | Quick view

Details

Comfortable house situated on the shore of Hoosac Lake with beautiful, long views stretching across the large lake. It's fully furnished, with cable TV, stereo, and high-speed Internet. There's a big kitchen, with a central island for dining. The expansive living/dining room and attached study, with distinctive wood …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$650

4 BR / 6 BA / Sleeps 12

Country Elegance in the Berkshires - Berkshires vacation rentals
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$650

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Country Elegance in the Berkshires

Great Barrington house
4 BR / 6 BA / Sleeps 12 | Quick view

Details

This immaculate home is the place for relaxing, entertaining and sharing great times with family and friends. The house sets over 4 beautifully wooded acres. We call it the "illision of seclusion," as it is very private and yet is 5 minutes from the town as well as lakes, hiking, movies, theater, shops, …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$400

4 BR / 2 BA / Sleeps 10

LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE - Berkshires vacation rentals
1 / 18

$400

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LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE

Lenox house
4 BR / 2 BA / Sleeps 10 | Quick view

Details

220+ Acres W\ Tennis Cts, Indoor / Outdoor Pool, Canoe, Fishing Boat, Hot Tub. New first time rental of 4 BR, 2BA, Cape Cod style, sleeps 10-12. New fully equipped kitchen w/ center island, indoor and outdoor barbecues, wine cooler, 2 fireplaces, large deck with 8 person hot tub and super seating for beautiful sunsets…
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$100

4 BR / 3 BA / Sleeps 15

8 Reviews

$100

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Race Mountain House

Sheffield house
4 BR / 3 BA / Sleeps 15 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

The Race Mountain House is set high on the slopes of the Taconic Mountains in Southern Berkshire County. Large, east-facing windows look out over a sweeping view of the Housatonic River Valley. In the early hours, the house floods with warm morning light and sunrises are spectacular. The inviting, creative design …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(8)

Perfect weekend getaway!

Left on Feb 12, 2014 for a stay in December 2013

A truly beautiful house in such a magical place! I spent a lovely weekend here with a group of friends from NYC, and we all had our own space to relax, and enjoyed coming together to cook and unwind in the spacious kitchen and living room (the fire place is awesome!). The perfect spot for a peaceful weekend in the woods, plus it's only a short walk to Race Brook Lodge to enjoy some food and …

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$225

4 BR / 2 BA / Sleeps 10

3 Reviews

$225

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2200sf Country House on 16 Acres-2 Miles to Jiminy

Hancock house
4 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Come and enjoy our beautiful mountain retreat - A home for every season. This charming home away from home is a wonderful place for family, friends and romance. Only 3 minutes from Jiminy Peak! With over 2200 square feet, this new country home has plenty of space for everyone yet a very cozy feel. Each one of the 3…
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Had a great time!

Left on Oct 07, 2010 for a stay in August 2010

The house was very clean and well supplied. The location is very convenient to fun family activities.


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