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Chic Berkshire Carriage House

Bedrooms 2
Property type cottage
Minimum Stay 2 - 7 nights


About the property

2 bedroom, 1bath

This little Gem offers a open chefs kitchen with butcher block counters and a dining area with a large window wall. The living room has windows on three sides, french doors that lead out to the patio and also features a wood burning stove. Two bedrooms upstairs share a full bath with tub shower and one of the bedroom has a little office loft space. Convenient to all Berkshire cultural venues. Downtown Great Barrington is 5 minutes away and Butternut Ski resort is around the corner. Sleeps five. Pets considered.

Rachel O'Rourke
Member since: 2015
Speaks English
Response time:
Within a few hours
Response rate:
Calendar last updated:
18 April, 2017

About Rachel O'Rourke

I'm a chef that moved from the metropolitan area in 1996. I owned a B&B in Gt. Barrington for 10 years. Food is my passion and I would be glad to cook for you at dinner time with previous arrangements. I have been cooking professionally 26 years. First in NYC and then at Canyon Ranch until buying a B&B

Rachel O'Rourke purchased this cottage in 1998

Why Rachel O'Rourke chose Berkshires

The house is very centrally located and convenient to down town Great Barrington and everything it has to offer including some wonderful restaurants.

What makes this cottage unique

There are some wonderful hikes very near the cottage and Butternut Ski Resort which is directly across the street has a panoramic view of the hills.


Accommodation and facilities for this holiday cottage in Great Barrington in Berkshire County

Property Type:
  • cottage
  • Self-catering
House Rules:
  • Max. occupancy: 5
  • non smoking only
  • pets considered
  • children welcome
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Heating
  • Internet ...
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wood Stove
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Oven
  • Refrigerator
  • Hob
  • Toaster
  • Dining Room
  • seating for 8 people
  • 1 Bathroom
  • Bathroom 1 -
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 Large Double Bed
    Bedroom 2 - 1 Large Double Bed
  • Pull out sofa bed in sitting room
  • Books
  • DVD Player
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • Terrace
  • Garden
  • Barbecue
  • Long-term Renters Welcome
  • wheelchair inaccessible
Onsite Services:
  • Private Chef
  • cinemas
  • museums
  • restaurants
Leisure Activities:
  • antique hunting
  • scenic drives
  • walking


Wonderful! 4.9/5 -
(20 traveller reviews)

Chic Berkshire Carriage House
average rating of 4.9 based on 20 reviews

Great Find in a great Ski Town

  • 5 of 5

My family and I had a wonderful time staying at this great house. Rachel was great to work with, the house had everything we needed, it was clean, warm and charming. We will definitely be back.

  • Review Submitted: Dec 31, 2016
  • Date of Stay: Dec 2016
  • Source: VRBO, from HomeAway
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great place for a get away

  • 5 of 5

We had a wonderful 5 day holiday get away at this chic country cottage. Loved the chef's kitchen and cozy places to read, relax, listen to holiday music. Enjoyed a beautiful hike around Benedict Pond nearby! Would highly recommend this spot!

  • Review Submitted: Dec 29, 2016
  • Date of Stay: Dec 2016
  • Source: VRBO, from HomeAway
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A Charming Get Away

  • 5 of 5

This is a charming cottage in a lovely section of the Berkshires. The area is beautiful and we were lucky enough to stay during the peak colors. Terrific food, interesting shops, convenient walking paths and you are surrounded by the natural beauty of the area. Rachel, the owner, went out of her way to make us feel welcome and comfortable at her "little piece of heaven". Treat yourself to a pleasant visit during any season.

  • Review Submitted: Oct 25, 2016
  • Date of Stay: Oct 2016
  • Source: VRBO, from HomeAway
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Perfect weekend get-away

  • 5 of 5

We had a wonderful time staying at the Carriage House. Rachel was lovely to deal with and very helpful in showing us the details of the house. The house is warm and comfortable. There were only two of us (and our dog), but would be perfect for a family of four. We didn't make use of the kitchen, but it seem to have everything you would need. We enjoyed relaxing in the yard with a nice bottle of wine from the vineyard down the road. There's an adorable outdoor fireplace area. The location is perfect - right in between Stockbridge and Great Barrington. We've rented several homes in the Berkshires in the past couple of years, this was definitely one of our favorites.

  • Review Submitted: Oct 11, 2016
  • Date of Stay: Oct 2016
  • Source: HomeAway
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Media, PA

Charming and Comfortable

  • 5 of 5

It's clear that this sweet cottage has been lovingly cared for. We spent a delightful and relaxing week here enjoying concerts, dance performances and theater. Rachael was very accommodating and had some good suggestions regarding restaurants and places to hike.

And you can't beat the location...just outside Great Barrington with easy access to the main roads.

  • Review Submitted: Aug 17, 2016
  • Date of Stay: Jul 2016
  • Source: VRBO, from HomeAway
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Lovely Carriage House

  • 4 of 5

We had a very relaxing week at the Berkshire Carriage House. It is nestled in the trees and we were delighted to find it cool and comfortable even without running the air conditioning, although the outdoor temperatures were brutal (mid 90's) during our stay. Beds were comfortable and the kitchen was certainly a highlight. The balcony/workspace attached to the upstairs bedroom offered a unique way to communicate to the downstairs space ("can you throw down a pair of socks please"). We enjoyed sitting around the table on the patio and reading with a glass of wine, watching tv (the presidential conventions were running the week we were there) when we were inside, and hiking daily on the Appalachian Trail (it crosses Buel Rd. near the house). Rachel was very available and helpful.

  • Review Submitted: Jul 31, 2016
  • Date of Stay: Jul 2016
  • Source: VRBO, from HomeAway
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Nearest Ski
0.25 Miles
Ski Butternut
Car: necessary


Prices & Availability

Prices for this holiday cottage in Great Barrington, Massachusetts

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly * Event Price
Summer 2017
1 Jul 2017 - 31 Aug 2017
7 night minimum stay
for 7 nights
My Standard Rate
2 night minimum stay
for 2 nights

Additional pricing information

Refundable Damage Deposit £116.86
Pet Fee £38.95

Owner's Cancellation Policy

  • 50% refund for cancellations more than 14 days before check-in date.
  • 100% refund for cancellations more than 30 days before check-in date.

Enter dates for accurate pricing

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Partner Offers

Portable wifi hotspot

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