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

Beautiful Berkshire Home W Tennis Court; Close to Skiing!

Bedrooms 4
Space 3,800 sq. ft.
Property type house
Minimum Stay 3 - 7 nights


About the property

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. Ethics Supply Co. bath products and candles along with luxurious bath robes complete the experience. Vaulted ceilings, cherry hardwood floors, and walk-around deck make this room a relaxing retreat. All bedrooms feature down comforters, high thread count sheets and fans. All bathrooms feature hair dryers, robes, plush towels, body soaps, R&Co Shampoo and Conditioner and Kiehl's Shower Gel.

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 WOLF 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 another refrigerator makes entertaining for larger groups easy.

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

Other amenities include: walking trails, tennis court, two fireplaces, wood-burning stove, gas stove, air conditioning in the tv room, master suite, sunroom, and kitchen. WI-FI, cable 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. In the garage, find three bikes, and loads of outdoor games like bocce, croquet, corn hole, badminton, and more. A kids' out door playhouse and secret playroom in the twin bedroom are great places for the little ones to play.

Smoking is **strictly not permitted.**

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

More Details

Member since: 2006
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
June 20, 2017

Guestbook comments from the owner

Our stay at August Moon was magical. We arrived during a snowfall and everything was so beautiful! It set the tone of enchantment for sure. All of Jill's A+ communication leading up to our stay had totally made the transition from arrival to relaxing a very quick one. The house is so charming and has so much sprawl to relax in one room and have kiddos play in another, but never felt like anybody was too separate. Cooking was a joy, and everything was cozy and comfy and fun and perfect!
Dec 2016
  • 1 of 11


Sheffield House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 3800 sq. ft.
House Rules:
  • Max. occupancy: 9
  • Minimum Age Limit for Renters ...
  • pets considered ...
  • Events Allowed
  • children welcome
  • non smoking only
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
  • Fireplace
  • Firewood
  • Free Long Distance
  • Garage ...
  • Gas Fireplace ...
  • Hair Dryer
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Room
  • 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 ...
  • Stove
  • Toaster
  • Child's Highchair
  • Dining Room
  • seating for 12 people
  • 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
  • Toys ...
  • VCR
  • Video Library ...
  • Balcony ...
  • Barbecue
  • Beach Towels
  • Bicycles
  • Deck / Patio ...
  • Large Cooler
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Raft
  • Small Cooler
  • Tennis ...
  • Tennis Court
  • Unscreened Porch / Veranda
  • Wood Deck
  • 3 bicycles
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.


Exceptional! 5/5 -
(55 traveler reviews)

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Beautiful Berkshire Home W Tennis Court; Close to Skiing!
average rating of 4.981818 based on 66 reviews

We loved August Moon

  • 5 of 5

We had a beautiful time here with our adult kids and relatives. The house is clean quaint and comfortable, the kitchen is fully stocked, there is a great record collection, as well as a nice sunny family room and a TV room for relaxing indoors. We enjoyed the patio, gardens and tennis courts daily, and one night had a fire and roasted marshmallows in the fire pit -- haven't done that since our kids were little! Our dogs loved the big open yard and did not want to leave. So all in all, it was the perfect spot for our family and we definitely hope to rent August Moon again in the future.

  • Submitted: Jun 19, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
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Our 2nd visit to August Moon!

  • 5 of 5

Just fabulous the second time! All three generations love this beautiful country house because it's the perfect blend of old (1770'S) and new (2017 technology), fabulous kitchen, proximity to good restaurants, beautiful gardens and acres to explore, bicycles, children's playhouse, tree swings, tennis court, great books on the shelves, music collection for everyone, nearby movie theatre, Tanglewood, Jacobs Pillow and on and on. We're looking forward to our 3rd visit!

  • Submitted: Apr 17, 2017
  • Stayed: Apr 2017
  • Source: HomeAway
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Magical Weekend

  • 5 of 5

August Moon is truly an incredible place. It's the only home I've ever found in The Berkshires that has walking trails, a fire pit, tennis court, impeccable style and a truly magical feel to it. The house itself is a gorgeous blend of modern and antique. Comfortable and beautiful. The grounds are gorgeous and seem to go on forever. The area itself couldn't be better and is in close proximity to great activities, food, shopping, and so many wonderful parts of the Berkshires. My friends and I watched movies, went hiking (on the property as well as around the corner on a trail that took us to a waterfall!), had a fire in the fire pit, made dinner in the gorgeous and massive kitchen, drove down the street to Big Elm Brewery for a tasting, went antiquing on our short drive to Great Barrington where we had lunch at Prairie Whale, bought bread to take home at Berkshire Mountain Bakery, and even went out to the dream away lodge in Becket for our annual magical experience (check it out!). I've stayed in the berkshires many times and this is by far the most amazing property I've ever had the pleasure of staying at. Look no further, you've found the perfect house!

  • Submitted: Nov 29, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
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Fabulous Thanksgiving weekend!

  • 5 of 5

August Moon is the perfect blend of up to the minute technology and country comfort in a wonderful inviting space that is perfect for everyone. The acreage provides a beautiful, private setting and mountain views within a few minutes drive to exceptionally good restaurants (especially Patisserie Lenox), a movie theatre and unique shopping. The house is lovely, clean, well maintained, the beds are so comfortable, the kitchen is fully equipped and the music collection is amazing. The property is exactly as described but better. It's close to hiking trails, historic sites and

antique shops.

  • Submitted: Nov 28, 2016
  • Stayed: Nov 2016
  • Source: HomeAway
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Perfect and Peaceful Getaway from NYC!

  • 5 of 5

August Moon is exactly what we needed to escape the hustle and bustle of city life. We spent a long quiet weekend with our dog and loved everything. The sprawling property and beautiful home made it extremely welcoming. The mountain view was incredible and the sounds of the leaves falling from the trees was an added bonus. We will definitely be back and highly recommend it. The house has everything you could possibly want including comfortable guest robes in the master bath!

  • Submitted: Nov 5, 2016
  • Stayed: Oct 2016
  • Source: VRBO, from HomeAway
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Idyllic setting for a country wedding

  • 5 of 5

My husband and I are lucky enough to have a weekend house in Sheffield, not far from August Moon, and when we got engaged we knew we wanted to get married in the area. We explored more traditional venues, but when I stumbled across August Moon we knew it was the perfect venue for us. I'd noticed the house from the road before but had no idea how gorgeous the grounds are and how nice the house is, and huge!

My family stayed on the property for the long weekend of our wedding and loved hanging out there. The decor is impeccable, but in a comfortable way that everyone could enjoy. I loved the color throughout the house - gorgeous rugs and linens, neon accents, interesting antiques and art. It was a great home base of us.

For the wedding itself we took full advantage of the property with a ceremony in a back field, cocktail hour surrounded by goldenrod and pines, and our tent for dinner was set up near the tennis courts. We worked with the Heirloom Fire, a caterer that Jill and Trey recommend on their site, and they were incredible. Upbeat service, amazing food, and all the fire pits came in handy - it was a chilly night! The whole set up let us put together an event that felt uniquely 'us.'

Thanks Trey and Jill for sharing your home with us! See you in the neighborhood.

  • Submitted: Oct 24, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
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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

Sheffield House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Summer 2017
Jun 1 2017 - Sep 6 2017
7 night minimum stay
Sep 9 2017 - Dec 18 2017
3 night minimum stay
Christmas Week
Dec 20 2017 - Dec 27 2017
7 night minimum stay
Winter 2015-16
Jan 4 2018 - Mar 31 2018
3 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Refundable damage deposit $500
Housecleaning $150

Higher rates will apply for holiday weekends. Site fee applies for weddings and group events.

Owner's Cancellation Policy

100% refund if canceled at least 90 days before arrival date.
Contact Owner

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