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Book Online or call HomeAway Booking Assistance +44-800-085-3815
Book Online or call HomeAway Booking Assistance +44-800-085-3815

Gorgeous Sheffield Home in Heart of Berkshires

Bedrooms 5
Separate WCs1
Space 4,100 sq ft
Property type house
Minimum Stay 2 nights


About the property

Gorgeous Sheffield Home in Heart of Berkshires

Our home is a beautiful mountain-style home (exposed beams, wood floors, all new appliances) on a quiet rural road with commanding views of the Housatonic valley and Mt. Everett. Six miles to Great Barrington in the heart of the Berkshires. The house has five bedrooms, two living rooms, loft area and 3.5 bathrooms. We have a wrap-around deck, screened porch, outdoor fire pit and charcoal grill. The home sits on 5 lush acres up a long private drive. Magical!

Steve Bileca
Member since: 2016
Speaks English, French, German, Spanish, Italian
Response time:
Within 12 hours
Response rate:
Calendar last updated:
20 August, 2018

About Steve Bileca

Steve is the Assistant Head of School at an independent school in the NY area. He grew up on the East Coast but lived abroad and in San Francisco before settling in Tarrytown, NY. Angela is the Chair of Modern Languages at the same school. She grew up in Sevilla, Spain. Our two children are in middle and high school.

Steve Bileca purchased this house in 2014

Why Steve Bileca chose Sheffield

We fell in love with the Berkshires for its natural beauty, cultural riches and lifestyle. Sheffield is a wonderful community in the heart of a very special region in the Northeast.

What makes this house unique

The endless views of Mount Everett and the surrounding landscape; the proximity to cultural venues such as Tanglewood; the recreational opportunities at the nearby lakes and parks, the hiking and biking.


Accommodation and facilities for this holiday house in Sheffield in Berkshire County

Property Type:
  • house
  • Self-catering
Floor Area:
  • 4100 sq ft
House Rules:
  • Check-in: 14:00
  • /
  • Check-out: 12:00
  • Max. occupancy: 16
  • Min. age of primary renter: 26
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Mountain View
  • rural
  • village
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Hob
  • Toaster
  • Dining Area
  • seating for 18 people
  • 3 Bathrooms
  • 1 Separate WC
  • Bathroom 4 - Toilet
    Bathroom 1 - Toilet , Shower Enclosure
    Bathroom 2 - Toilet , Bath with Shower
    Bathroom 3 - Toilet , Bath with Shower
  • 5 Bedrooms, Sleeps 16
  • Bedroom 1 - 1 Large Double Bed
    Bedroom 2 - 1 Large Double Bed
    Bedroom 3 - 3 Single Bed
    Bedroom 4 - 3 Single Bed
    Bedroom 5 - 1 Large Double Bed , 2 Bunk Bed
  • Books
  • Games
  • Ping Pong Table
  • Stereo ...
  • Terrace ...
  • Kayak / Canoe
  • Garden
  • Barbecue ...
  • limited accessibility
  • churches
  • festivals
  • library
  • live theatre
  • museums
  • playground
  • restaurants
  • synagogues
Leisure Activities:
  • antique hunting
  • bird watching
  • eco tourism
  • horse riding
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • sledding
  • walking
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • fitness centre
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • Cross Country Skiing
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • ice skating
  • Kayaking
  • mountain biking
  • rafting
  • Rock Climbing
  • sailing
  • ski
  • swimming
  • tennis
  • whitewater rafting


Exceptional! 5/5 -
(22 traveller reviews)

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Gorgeous Sheffield Home in Heart of Berkshires
average rating of 5.0 based on 22 reviews

A Gem

  • 5 of 5

Everything about this house is magic. From the beautifully-furnished interiors to the wraparound deck to the view from the ginormous picture window in the living room. Stayed here with extended family for three days in early July, and it was loved by kids and adults alike. Steve was the perfect host (even by email!) and the house was clean and well-prepped for our arrival. The HVAC system is a little tricky to figure out (esp as there was a 90+ day during our stay) but Steve talked me through it and we wound up being fine. The ping-pong table proved a total WIN for the kids, who could not stop playing and having tournaments downstairs. In fact, the kids (and one brave adult) turned the downstairs bedroom with bunk beds into a "clubhouse" where they would lounge and talk baseball into *too* late into the night. But the real find here is (IMHO) the long farm-style kitchen table, which seated all 12 of us comfortably. It's the kind of touch that makes a house like this ideal find for any large family/group of friends seeking a stay in the Berkshires. Recommended outdoor activity for 8 and up: Catamount Aerial Adventure Park. Recommended restaurant in GB: Prairie Whale. Recommended hike (hopefully NOT after a storm): Bartholomew's Cobble. Thanks again, Steve!

  • Review Submitted: 13-Jul-2018
  • Date of Stay: July 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thanks very much! It was a pleasure to host you and your group. We are so glad you enjoyed our home and your stay in the Berkshires. You are welcome bavk anytime!! Best, Steve
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1 0

Beautiful stay in a quaint area

  • 5 of 5

So thankful for the hospitality of Steve! The Sheffield home is a beautiful space, very accommodating for my group of 11 to stay for a few nights. The view of the Berkshires is breathtaking and the grounds of the home were wonderful. Would definitely recommend this house and looking forward to bringing my group back in the future!

  • Review Submitted: 12-Aug-2018
  • Date of Stay: August 2018
  • Source: HomeAway
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Southbury, Connecticut

Beautiful house, great vacation spot!

  • 5 of 5

Beautiful house in a beautiful area with owners who are very helpful and easy to work with. We were a group of 10 adult men on a golf weekend getaway and this was a perfect location. This is our second year at this house and we will go back again next year. Great size house with everything you need for a weekend away.

  • Review Submitted: 03-Jun-2018
  • Date of Stay: May 2018
  • Source: VRBO, from HomeAway
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Wonderful spacious sunny house

  • 5 of 5

We went to Steve's house for a weekend with a group of friends. The house is gorgeous and is great for big groups. We had wonderful dinners on the long table and a great evening around the fire pit. Steve was very kind and attentive. We would go back again for sure if we get the opportunity! Thank you!

  • Review Submitted: 01-Apr-2018
  • Date of Stay: March 2018
  • Source: HomeAway
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Lovely, spacious and well-equipped mountain home

  • 5 of 5

We had a wonderful time with two other families for a mini-reunion at this lovely mountain home in Sheffield. A few highlights include the large kitchen with huge dining table- great for dinner parties, beautiful views from the living room, deck and upper bedrooms, large hill in front for sledding and a house stereo supplying the soundtrack for the weekend. We would gladly return for another stay.

  • Review Submitted: 03-Feb-2018
  • Date of Stay: January 2018
  • Source: VRBO, from HomeAway
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Great house with beautiful views.

  • 5 of 5

We had a wonderful stay at Steve's Sheffield home. There were 13 of us and a baby, and we never felt crowded. The long kitchen table was our favorite gathering place and the kids/ teens had the family room in the basement to get away to. The house had every thing we needed, was well stocked, and very clean! Steve was a gracious host, checked in a few times over our stay to see how we were doing. I highly recommend it ,and would love to visit again in the summer months. The view is gorgeous out the living room windows. For winter rentals, a fireplace would be an awesome addition!

  • Review Submitted: 18-Jan-2018
  • Date of Stay: December 2017
  • Source: VRBO, from HomeAway
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Car: necessary


Prices & Availability

Ask Owner a Question

Additional pricing information

Cleaning Fee £176.49
Additional Guest Fee £19.61 per person per night
Refundable Damage Deposit £392.2

Please check with us prior to requesting to book a dates 6 months or more in advance. Generally, we reserve dates only 6 months or less prior to the booking date.

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.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.