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Beautiful Berkshire Home W Tennis Court; Close to Skiing!


Member since: 2006
Call Owner
Enter your email address to view the phone number
Speaks: english
Bedrooms 4
Property type house
Minimum Stay 3 - 60 nights
Member since: 2006
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
May 23, 2015
Call Owner
Enter your email address to view the phone number
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.

Beautiful Berkshire Home W Tennis Court; Close to Skiing!

Bedrooms 4
Property type house
Minimum Stay 3 - 60 nights


Sheffield House Rental Photos and Description

House, 4 Bedrooms + Other (See Description), 3 Baths, (Sleeps 8-9)

Enjoy your vacation in a beautiful historic house located in the heart of the Berkshires. Located two and a quarter hours north of New York City, this circa-1770s center chimney colonial will charm and delight your family and guests. 88 acres of land with views of Mt. Washington and Mount Everett promises privacy, peace and quiet. Search 'Berkshire Winter Rental' on Vimeo to see a winter video of the house.

With 3100 sq. ft of wood floors and elegant decor, this spacious house was renovated with two additions: sunroom with master bedroom above, and the gourmet kitchen. The original portion of the house includes a den with fireplace and 42" plasma tv with satellite surround sound home theater system. Built-in bookshelves have loads of great reading and an eclectic DVD library that should have something for everyone. The Parlor is a wood-paneled room with wood-burning stove and door opening up to a small deck with adirondack chairs for lounging. This is a great room for entertaining. Connecting to the parlor is the traditional dining room which has a table that can seat 10 and a fireplace.

In the Master Suite, wake up to beautiful mountain views particularly spectacular during fall foliage season, and go to bed relaxed after taking a soak in the private master bath jacuzzi. Vaulted ceilings, cherry hardwood floors, and walk-around deck make this room a relaxing retreat. All bedrooms feature Ipod docking stations, down comforters and fans. All bathrooms feature hair dryers, robes and plush towels.

Bedrooms: In addition to the spacious master, there are three guestrooms with great architectural details like original wood beams and hardwood floors. The upstairs landing with skylights and gas stove features a day bed perfect for reading in the afternoon.

Kitchen: The gourmet kitchen features top-notch equipment like a Viking eight-burner stove and Subzero refrigerator and is fully-stocked with cookware, utensils, barware, dishware and other essential cooking tools. Hook up your IPod to the kitchen stereo system and whistle while you cook! A secondary kitchen with a second dishwasher makes entertaining for larger groups (and cleaning up!) easy.

Flower gardens are in abundance and you will be enticed to the hammock to totally unwind and soak in the incredible mountain views. Or after playing a round of tennis on the clay court, enjoy a glass of iced-tea on the patio and plan your summer bbq with friends and family gathered around the teak patio furniture with umbrella.

Other amenities include: two fireplaces, wood-burning stove, gas stove, air conditioning in the tv room, master suite and sunroom, satellite HDTV, DVD, VCR, stereo, CDs, Jacuzzi tub, microwave, dishwasher, linens, washer/dryer, and three-story, two-car garage and ping-pong game room on the 2nd story.

Smoking is **strictly not permitted.**

Keywords: skiing, snow, fall foliage, tanglewood, berkshires, mountains, hiking

More Details
  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets considered
Member since: 2006
Call Owner
Enter your email address to view the phone number
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
May 23, 2015

Guestbook comments from the owner

I think that you will totally understand when I say that my memories of our time there last Thanksgiving will last a lifetime. . .there is just an eternal quality to that home. There have been so many joys and sorrows baked into those walls that our family felt closer because of it.

We are all so looking forward to returning this Christmas. You have built a little haven, a bit of an enchanted world, where families slow down, hold each other and really treasure one another for a brief moment in time.

We love your little space, and (this will sound a bit nuts) hope we enrich its foundation with our love our joy, our laughter. Not sure it needs it - I sensed when I first walked in that this home has so much love and joy baked into it. But we will not bring anything but joy and love.

Thank you once again for sharing your home with us.
Nov 2013
  • 1 of 6

Why HomeAway

Bedrooms 4
Property type house
Minimum Stay 3 - 60 nights
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


based on 31 traveler reviews

Write a Review
Beautiful Berkshire Home W Tennis Court; Close to Skiing!
average rating of 5.0 based on 37 reviews
Sydney, Australia

New Year's visit from Australia

  • 5 of 5

The house was very well set up for our party of 8 - two familes. Cosy living rooms, a large kitchen and dining table to easily accommodate everyone. The property is very quiet, set well back from the road and conveniently located 15 minutes from Great Barrington. Highlights were expedition up Race Brook falls (trail head is 500m away), Bartholemew's Cobble and great dinner at the Stagecoach Tavern (1 minute drive!).

  • Submitted: Jan 5, 2015
  • Stayed: Dec 2014
  • Source: VRBO, from HomeAway
Walnut Creek

Excellent Place to call Home!

  • 5 of 5

We stayed 3 weeks in this Beautiful, Old home(1770) with Great newer amenities. Kitchen was fabulous and had every thing one needed to cook for a Group. Lovely Dining room and Den. Great Newer Master with Jacuzzi and lots of light. Nice Family room to do puzzles or Read. Our grand children stayed for 5 days and it was heaven for them, with so much room to run around and all the toys to play with and Bedding. Photos were true. Thanks!

  • Submitted: Oct 22, 2014
  • Stayed: Sep 2014
  • Source: VRBO, from HomeAway

Our Wonderful Wedding Weekend at August Moon

  • 5 of 5

My fiance and I were looking for somewhere off the beaten path to host our wedding. We were fortunate to discover August Moon, and took a trip out to visit the property and meet Jill and Trey. They were extremely nice, and very accommodating. We immediately fell in love with the property and the house, and there was no doubt we would be having our wedding at August Moon!

Leading up to the wedding Jill and Trey communicated through emails, asking if we needed any help and offering suggestions (tent rentals, spraying for bugs, etc.). When we arrived at the property the weekend of our wedding everything was super clean, and everything was well taken care of. We were able to enjoy the house before the wedding and after the wedding too. We got married in the field, and had a reception under a rented tent by the tennis courts. The tennis house came in handy as a bar area, and we roasted marshmallows by the fire at night.

One of the things I loved about the property was that we were able to make our weekend our own. During planning, we imagined our wedding to be unique, intimate, relaxing, and, most importantly, to be about us. It was all of this, with special thanks to August Moon. It was everything we wanted, if not even more. This place was really hard to leave, and I haven't stopped raving about it since we left. We will most def. be back for another stay! We can't wait!

ps- the beds are super comfortable!!!

  • Submitted: Oct 7, 2014
  • Stayed: Sep 2014
  • Source: VRBO, from HomeAway

Beautiful, Rainy Wedding in the Berkshires

  • 5 of 5

We are so happy to have chosen August Moon for our wedding venue. This beautiful, intimate location allowed us to house our entire bridal party for the weekend -- making the event that much more memorable. Our family and friends could not believe how gorgeous both the interior and exterior of the home was. No detail had been overlooked. Jill does an amazing job making you feel right at home as soon as you enter the property.

We had the ceremony out by the wedding arbor in the clearing past the gardens. This is the most idyllic location you could ever imagine. Although it rained (lightly!) during the ceremony, it only added to the uniqueness of our day. The reception was in a tent by the tennis court, and we offered lawn games to friends and family during cocktail hour. Later in the evening guests kept warm by the fire and toasted marshmallows. This was exactly the relaxed, backyard feel we wanted for our wedding, but at a sprawling property with every amenity imaginable! Thank you, Jill, for making it possible!

Amy & Mike

  • Submitted: Sep 18, 2014
  • Stayed: Sep 2014
  • Source: VRBO, from HomeAway
Brooklyn, NY

Our Wedding at August Moon

  • 5 of 5

My wife and I got married at August Moon in July of 2014. We could not have asked for a better location or property owners to work with. Every aspect of the physical property has incredible attention to detail. To say our event was successful is an understatement. The property is breathtaking and (without exaggeration) so many wedding guests called it "the best wedding ever".

As we began to envision our wedding, we decided that our route would include renting a private home, bringing a caterer on-site and putting up an outdoor tent. We wanted to have a large enough site where we could fit a sizable tent and also a large enough home where we could invite a few friends/family to stay with us. August Moon fit our interests perfectly!

August Moon has had numerous weddings in the past and the property owners recommended numerous vendors which we ended up using for our own event. In the months and weeks before the wedding, we coordinated everything via e-mail: four different site visits, inquiries about measurements for the tent company, inquiries about electrical specifications for the band/caterer and inquiries about misc. items such as speakers, signage, proper care of the home, etc. This invaluable, prompt e-mail communication was crucial and made for our seamless event to be so successful.

Beyond the logistics for the day of the wedding, we really, REALLY appreciated the interior and exterior of the property when we didn't have to entertain 100 guests. By staying at the home for a few days before and after the wedding, we were able to fully absorb the beauty of this property. Of course being in the Berkshires is always enjoyable, but to have August Moon as home base for 7 days drastically elevated our experience. We enjoyed reading all the books in the den, cooking in the fabulous kitchen, walking through the extremely well-maintained grounds and napping in the hammock. The love and care put into the home cannot be described in words. Every room, every nook, the landscaping - the vibe reads as "home".

We are grateful for the kindness, honesty and incredibly good tone that the property owners help us set. Without August Moon, our wedding simply would not have been the same. If you have any doubts about anything, just see it for yourself!!

  • Submitted: Sep 8, 2014
  • Stayed: Jul 2014
  • Source: VRBO, from HomeAway
Armonk, NY

Magical Week at August Moon in the Berkshires

  • 5 of 5

Hi Jill,

We just got home and I wanted to write to you and Trey to let you know how much we all enjoyed our stay at August Moon. It’s such a charming house – we loved rooms in the original part of the house as well as the newer, more contemporary ones. We had fabulous weather – warm, sunny days, cool nights, low humidity. The property is extraordinary! The gardens, outdoor seating, tennis court, badminton, horseshoes, etc, were used and enjoyed. Everyone was comfortable in their respective bedrooms, tho we lucked out with the fabulous master. The house is certainly well stocked and whatever we may have forgotten was in a cupboard or closet somewhere.

Your notes and suggestions were most helpful, although we rarely left the property other than for a walk or a lunch excursion to Baba Louie’s. We took turns grilling and cooking in every night.

Our thanks for sharing August Moon with us. We all agreed that it added so much to our family vacation in the Berkshires.

Warmest wishes,

A and S

  • Submitted: Jun 28, 2014
  • Stayed: Jun 2014
  • Source: VRBO, from HomeAway


Nearest Barpub
1 Miles
Nearest Ski
6 Miles
Car: necessary

Our Welcome Book features a list of local information related to: antiques shopping, dining, Berkshire Theatre Festival, Tanglewood, and art exhibits in the area.

SWIMMING: In the summer months, a refreshing dip is a must for cooling off. Here are some ideas:

Green River Water Hole: amazing spot! (2.5 miles north from S. Egremont on Route 23)

Lake Mansfield: a 40 acre body of water less than a mile from downtown Great Barrington. The lake has historically been a site for recreation, social gatherings, and solitude. Generations of swimmers have enjoyed its cool waters. A small beach with lifeguard and roped off swimming area is great for families with children.


Rates & Availability

From $183 Per night

Sheffield House Rental Rates

Rental Basis:
per property
Rental rates quoted in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Mar 16 2015 - May 31 2015
3 night minimum stay
Jun 1 2015 - Aug 31 2015
7 night minimum stay
Sep 9 2015 - Nov 30 2015
3 night minimum stay
Winter 2015-16
Jan 6 2016 - Mar 13 2016
60 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Refundable damage deposit $500.00
Housecleaning $150.00
Notes Higher rates will apply for holiday weekends. Site fee applies for weddings and group events.

Cancellation Policy

100% refund if canceled at least 90 days before arrival date.
Enter dates to see total


Sheffield House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3800 sq. ft.
Location Type:
  • Mountain
  • Mountain View ...
  • River
  • Ski-In ...
  • Away From It All
  • Family
  • Activities Guide
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Broadband Access ...
  • Ceiling Fans
  • Clothes Dryer
  • Covered Parking
  • Fireplace
  • Firewood
  • Free Long Distance
  • Garage ...
  • Gas Fireplace ...
  • Hair Dryer
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Parking Off Street
  • Shampoo
  • Sunbed
  • Telephone
  • Thermos Bottle
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace ...
  • Wood Stove ...
  • Blender
  • Catering Available ...
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils ...
  • Dishwasher ...
  • Freezer
  • Grill
  • Ice Maker
  • Kitchen ...
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining Room
  • 3 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • 4 Bedrooms, Sleeps 9
  • Queen size Beds (3), Twin or Single Beds (2), Baby Cribs (1) Pack n play , Sleep Sofa or Futons (1) In addition to the bedrooms, there is a twin-size day bed in the upstairs landing,
  • Books
  • CD Player
  • DVD Player
  • Music Library ...
  • Ping Pong Table
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television
  • VCR
  • Video Library ...
  • Balcony ...
  • Barbecue
  • Beach Towels
  • Bicycles
  • Deck / Patio ...
  • Large Cooler
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Raft
  • Small Cooler
  • Tennis Court
  • Unscreened Porch / Veranda
  • Wood Deck
  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome
  • non smoking only
  • pets considered ...
Pool / Spa:
  • Indoor Hot Tub
  • Jacuzzi
  • jetted tub ...
  • autumn foliage
  • cinemas
  • forests
  • live theater
  • museums
  • pond
  • restaurants
  • waterfalls
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • scenic drives
  • shopping
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • fitness center
Sports & Adventure Activities:
  • cross country skiing
  • cycling
  • fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • mountain climbing
  • rafting
  • rock climbing
  • skiing
  • snowboarding
  • swimming
  • tennis
On-site activities: Tennis (picturesque HAR-TRU shared-use court), nature walks through forest protected by a conservation easement. **Opening of the court in the spring is dependent upon winter and spring weather (usually mid-May to October). Please inquire when booking. SKI RESORTS: For the winter ski season, the house has close proximity to two local family-friendly mountains. Catamount Ski Resort is just 6 miles away and Butternut is 12 miles away in Great Barrington. Jiminy Peak Ski Resort is a larger mountain with more advanced terrain and is 1 hour away. After your day on the hill, stop for dinner at the cozy Stagecoach Tavern, less than a mile from the house and serving wonderful farm-to-table cuisine. HIKING: Race Brook Falls trailhead is a short walk down the dirt road where you'll discover a beautiful 3-tier waterfall It's not a stretch to say thatto say that "Hawaiian waterfall" comes to mind when you visit Race Brook during the summer months.

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