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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Perfect Berkshires Getaway!

Bedrooms 2
Property type cottage
Minimum Stay 2 nights


About the property

Cottage, 2 Bedrooms, 1 Bath, (Sleeps 2-4)

This perfect Berkshire retreat on beautifully landscaped grounds is the ultimate escape. Vacation in style in this tastefully renovated cottage. Entertain in the open gourmet kitchen or spread out onto the back deck for grilling or relaxing in the redwood hot tub. Hangout and spend the day enjoying the private grounds and beautiful perennial plantings. The picturesque roads of Sheffield offer some of the best biking in New England. A stones throw from the Appalachian Trail among many other ideal hiking spots. When it comes to culture and entertainment the Berkshires has such a wide array of activities for any and all. Located equidistant between the two local ski areas Catamount and Butternut this makes a great winter getaway.

Keywords: great barrington, skiing, foliage, mountains, hiking, wetlands, Berkshire School, monument mountain, pergula, gardens, gourmet kitchen, loft, washer dryer, berkshire film festival, jacobs pillow, norman rockwell museum, swimming, Butternut, Catamount, family friendly, artisan crafted interior, secluded, private

More Details

Max Ritt
Member since: 2011
Speaks: english, spanish
Response time:
Within 12 hours
Response rate:
Calendar last updated:
August 17, 2018

Guestbook comments from the owner

Max was very helpful with suggestions within the area and was always very responsive. The house is fantastic and made for a great getaway weekend!
Jul 2015
  • 1 of 1


Sheffield Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 4
  • children welcome
  • non smoking only
Location Type:
  • Rural
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
  • Broadband Access
  • Clothes Dryer
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Mobile Phone
  • Parking
  • Parking Off Street
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 -
  • 2 Bedrooms, Sleeps 4
  • Double Beds (1), Twin or Single Beds (2) Cozy private loft with 2 twin beds perfect for kids or a couple of friends.
  • Books
  • DVD Player
  • Television
  • Video Library
  • Deck / Patio ...
  • Lawn / Garden
  • Outdoor Grill
  • limited accessibility
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • boating
  • horseback riding
  • shopping
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cross country skiing
  • cycling
  • fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • rock climbing
  • skiing
  • snowboarding
  • swimming
  • tennis


Excellent! 4.6/5 -
(17 traveler reviews)

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Perfect Berkshires Getaway!
average rating of 4.647059 based on 18 reviews

Perfect home-base for your Berkshires adventure

  • 5 of 5

My partner and I had an amazing visit. The cottage was beautifully furnished - the kitchen in particular. Despite our busy vacation plans we carved out an evening to eat in and it was the best meal of our trip. Two great hikes nearby: Bartholomew's Cobble and Race Brook Falls. Of course Shakespeare & Co., Jacob's Pillow and Tanglewood were amazing. Sheffield has a much slower pace compared to Lenox but has a Guido's and a Haven. We were happy to skip the crowds! A pleasant surprise. Highly recommended.

  • Submitted: Aug 4, 2014
  • Stayed: July 2014
  • Source: HomeAway
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Arlington, Virginia

Pretty cottage in a beautiful location

  • 5 of 5

Very attractive and well-designed cottage, set in a beautiful garden & back yard a mile outside of Sheffield. The owner was very responsive & helpful. We come up to the Berkshires for a week each summer for cultural activities & hiking, and this was the best place we’ve stayed at.

  • Submitted: Jul 30, 2018
  • Stayed: July 2018
  • Source: HomeAway
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Beautiful cottage in a great location for exploring the Berkshires. Max is an excellent host.

  • 5 of 5

My family and I had a great experience. It is a very beautiful cottage. Perfect for rest and relaxation.

  • Submitted: Jul 5, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Sweet cottage, great location

  • 4 of 5

Clean and well appointed cottage that's conveniently close to Berkshire School, Sheffield, and Great Barrington. The cottage has a great deal of charm with a spacious ground floor kitchen and dining area. Upstairs has a relaxing lounge that's perfect for reading one of the many interesting books there, or kicking back and watching T.V.

The bedroom nook was cozy with super soft linens and down comforter; best night sleep I've had in a while. Unfortunately, my 6'1" husband could not say the same as he was too tall to fit in the bed comfortably, which I think may be a double rather than a queen. Nicely renovated bathroom with good water pressure and plenty of hot water, although just the hot water produces a sulfur either get used to it or not. I would definitely stay here again. The owners were very organized and communicative to any questions we may have had. Thank you so much for sharing your home with us!

  • Submitted: Nov 19, 2016
  • Stayed: November 2016
  • Source: VRBO, from HomeAway
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The perfect country respite

  • 5 of 5

My husband and I decided to schedule a last minute getaway to enjoy a break from our daily NYC hustle and we were happy to discover Wiketmore in the Berkshires. With the city lights long behind us, we arrived to this cozy cottage and traded city energy for country calm. We immediately felt at home. Max was the perfect host, promptly responding to our inquiries for local tips. He sent us to the Prairie Whale for the insanely good fried chicken, Bazilion's for charcuterie provisions and the Stagecoach Inn for a quintessential New England supper on Sunday evening as we ended our weekend. He is a wealth of knowledge about the area and was keen on making sure we thoroughly enjoyed our stay and explored the area like a local. If you're looking for a Berkshire getaway that feels like home, this is your place.

  • Submitted: Dec 1, 2015
  • Stayed: November 2015
  • Source: VRBO, from HomeAway
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Perfection! Can't wait for our 2nd Berkshire Visit!

  • 5 of 5

Wicketmoore cottage was the perfect getaway and the dreamiest of homes in the Berkshires. My boyfriend and I had the most romantic & relaxing time before the busy thanksgiving holiday. We cannot wait to come back for an extended period of time and enjoy every season.

The cottage is nestled off a beautiful tree-lined street- quiet and peaceful. The property is gorgeous and so charming- the yard & garden on all sides of the house are well-kept (even at the beginning of winter months), expansive deck, the walkway from the garage to the house under the pergola w/ wisteria...AMAZING!

The interior is breathtaking. I was excited the moment I saw the photos on VRBO, but to see it in person is even more fantastic. The downstairs is so cozy- expansive kitchen with the most well-equipped appliances. The perfect kitchen for entertaining and cooking. Beautiful light in all the rooms. Spotless and clean in every room. The upstairs is just as quaint & special. I loved every space.

Max has managed to thoroughly update this family cottage while maintaining the feel of a rustic mountain cottage. Rustic and modern, minimal with eclectic decor, nostalgic and new... it all blends so perfectly. This architectural contrast of old and new is just so tastefully done that it deserves a comment.

The owner, Max, was extremely accommodating and a pleasant surprise. We got the best local recommendations about where to hike, eat, drink coffee, sight-see, shop, buy groceries, ect. You can tell he takes pride in his cottage and wants it to be the best experience for every renter.

This was by far the best of many vacations we have had in a rental home. We will return, maybe with friends or family next time. We would highly recommend Wicketmoore for its idyllic Berkshire setting, unique eclectic ambiance, and ease of doing business with the owner. It was PERFECT.

  • Submitted: Nov 27, 2015
  • Stayed: November 2015
  • Source: VRBO, from HomeAway
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Nearest Barpub
2 Miles
Stagecoach Tavern
Nearest Golf
4 Miles
Wyantenuck Country Club
Nearest Train
20 Miles
Metro North @ Wassaic/Amtrak @ Hudson NY
Nearest Motorway
1 Miles
MA Route 7
Nearest Restaurant
2 Miles
Stagecoach Tavern
Nearest Ski
10 Miles
Catamount & Butternut
Nearest Beach
5 Miles
Lake Mansfield, Great Barrington
Car: necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Property Damage Insurance $59

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

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