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Chic Berkshire Carriage House

Bedrooms 2
Property type cottage
Minimum Stay 2 - 7 nights

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Minimum Stay
2 - 7 nights


Great Barrington Cottage Rental Photos and Description

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.

  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets considered
  • wheelchair inaccessible

Rachel O'Rourke
Member since: 2015
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
December 8, 2016

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.


Wonderful! 4.9/5 -
(18 traveler reviews)

Chic Berkshire Carriage House
average rating of 4.888889 based on 18 reviews

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.

  • Submitted: Oct 26, 2016
  • Stayed: 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.

  • Submitted: Oct 12, 2016
  • Stayed: 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.

  • Submitted: Aug 17, 2016
  • Stayed: 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.

  • Submitted: Jul 31, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Perfect Summer Getaway

  • 5 of 5

Many things to like about the Carriage House. First the kitchen is amazing if you are looking to cook. Second, the location is great if you want to be close to GB but also get away to Bear Mountain for some hiking. Even Tanglewood and West Stockbridge are only a 20 minute ride. Third, the house is in great shape and had everything we needed to be comfortable and relaxed. Would definitely recommend and am not hesitant to stay there again!

  • Submitted: Jun 24, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
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Charming, quiet house and gardens for a weekend getaway

  • 5 of 5

The house itself is a cozy blend of french country kitchen and New England cottage.

The cooking and eating area were a great place to gather and chat while preparing food on the professional range

The house was well stocked with all the little things to make cooking easy.

The sitting area with propane fire was warm and cozy, it also had a pull out couch that we did not use.

The two bedrooms were a nice size, very clean and the bathroom had excellent water pressure for the shower.

Outside the grounds were well kept - full of interesting flowers and nooks to sit in.

The chiminea was a nice touch with plenty of firewood to keep the S'mores coming all night.

Easy to get to Stockbridge, the AT, Norman Rockwell museum, Lennox and beyond this was a great launch pad for a fun filled weekend

We even managed to squeeze in a delicious meal at Once Upon a Table in Stockbridge

Thanks Rachel!!

  • Submitted: Jun 17, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Nearest Ski
0.25 Miles
Ski Butternut
Car: necessary


Rates & Availability

Great Barrington Cottage Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Nov 22 2016 - Dec 31 2016
2 night minimum stay
Winter 2017
Jan 1 2017 - Mar 31 2017
3 night minimum stay
Summer 2017
Jul 1 2017 - Aug 31 2017
7 night minimum stay
My Standard Rate
2 night minimum stay

Additional information about rental rates

Refundable damage deposit $150
Pet Fee $50

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
Enter dates for accurate pricing
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Available arrival
Available stay (no arrival)


Great Barrington Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
  • 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
  • Stove
  • Toaster
  • Dining Room
  • seating for 8 people
  • 1 Bathroom
  • Bathroom 1 -
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
  • Pull out sofa bed in sitting room
  • Books
  • DVD Player
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets considered
  • wheelchair inaccessible
Onsite Services:
  • Private Chef
  • cinemas
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • scenic drives
  • walking

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