Little House in the Woods by Evergreen Home

Sheffield, Massachusetts
$527 avg/night
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Evergreen Home Vacation Rentals invites you to The Little House, a fresh and serene escape in historic Sheffield. Set back on several acres of private woods and facing a wildlife preserve, this cozy retreat is perfect for hiking, biking, and antiquing.

Enjoy the charm of the Berkshires' oldest town, just 20 minutes from both Butternut and Catamount. Whether you are looking for a weekend of relaxation or a long-term seasonal stay, this home is a quiet sanctuary. Inquire about long-termrates



If you have any questions please message via your booking platform. Our goal is always for our guests to enjoy a relaxing stay at a beautiful home.

The neighborhood is quiet, five minutes from Sheffield's town center, and ten minutes from Great Barrington's great shops and restaurants.

Guests will have private access to the entire home, and property.

This charming, one level home has everything needed for a quiet Berkshires get away.

The kitchen is fully equipped with appliances making cooking at home simple and boasts an additional prep space that can also be used for extra seating. The kitchen opens up to the living and dining area with a dining table that seats 6. The cozy living room features comfortable seating, a TV, and an extensive book collection to explore. The couch pulls out to accommodate other guests.

The primary bedroom features a queen sized bed and an ensuite bathroom with a tub/shower combo and laundry closet. There is also a desk creating the perfect work from home space. The second bedroom contains a queen sized bed and the full guest bath down the hall has a shower stall.

An enclosed sun porch ensures that you can enjoy the country air without the country bugs! There is a gas grill for guest use as well as a fire pit with Adirondack chairs for relaxing by the fire.

Venture out to ski during the winter months! This home is located 20 min from both Butternut and Catamount.

Having a car will greatly enhance your ability to explore the Berkshires effectively.

⭐️ LOCATION: Set back from the road with several acres of woods behind and a wildlife preserve just across the street. The neighborhood is quiet, 5 minutes from Sheffield’s town center, and 10 minutes from Great Barrington’s shops and restaurants.

⭐️ PETS: A small dog may be allowed on a case-by-case basis. Please reach out before booking. No multiples. A $100 fee applies upon approval.

⭐️ PARKING: Free parking on premises.

⭐️ LONG-TERM / SEASONAL: Weekly and monthly discounted rates available. Can accommodate long-term or seasonal rentals.

⭐️ DAMAGE PROTECTION: Your reservation includes a $20 accidental damage insurance fee, so you can relax and enjoy your stay. If any damage occurs, please notify us so we can arrange timely replacements for the next guest.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 20 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 984 Sq Ft (91 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 25+ Mbps
  • OUTDOORS

    Barbecue Grill Garden Patio
  • BATHROOMS

    2 Bathrooms Bathtub Hair Dryer Towels Provided
  • WORKSPACES

    Desk Desk Chair Office
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Books Games Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Patricia

    Submitted Sep 27, 2025

    Stayed Sep 20, 2025

    My husband and I (and our pups) wanted to get away for a week and enjoy nature and we found this little place. It was perfect - close to so many hiking trails which kept us active all day. The house is in a nice quiet neighborhood and we appreciate all of the amenities like towels, tissues, paper towels, toiletries, kitchenware, etc. We brought our own stuff not knowing how much the house would have and we didn’t need to use any of our stuff :). The house allowed dogs which is hard to find and it was perfect. The house did not smell like dogs so that was great. Anyway, highly recommend!

  • Alysa G.

    Submitted Jun 20, 2024

    Stayed Jun 10, 2024

    We stayed at this property for almost a week and found it to be clean, quiet and very close to my stepdaughter's home in Ashley Falls. Easy drives to all the necessities, good pizza and gas stations. I enjoyed sitting on the screened in porch for breakfast and a late night beverage--we even saw a deer!

  • Neil M.

    Submitted Jun 25, 2023

    Stayed Jun 23, 2023

    House was perfect. Spotless and comfortable! Fantastic location.

  • Stella K.

    Submitted Oct 17, 2022

    Stayed Oct 14, 2022

    My husband and my two grown children were attending a wedding in Sheffield and I booked this cottage because of its proximity to the venue. It was charming, clean, and very well-equipped. I would love to return for a longer stay!

  • J G.

    Submitted Oct 9, 2022

    Stayed Oct 5, 2022

    We had a wonderful stay and look forward to staying again sometime. Quiet, relaxing area.

  • John N.

    Submitted Sep 26, 2022

    Stayed Sep 22, 2022

    A true gem in the middle of a the Berkshires. Absolutely loved our stay. The property was extremely clean, cozy and warming. We’ll definitely be back!! Thank you!!

  • Alan M.

    Submitted Aug 22, 2022

    Stayed Aug 1, 2022

    Very relaxing. Just what we needed Near to GB

  • Martha R.

    Submitted Aug 4, 2022

    Stayed Jul 25, 2022

    We spent a week in this wonderful house. It is spotless -- from floor to ceiling. So comfortable from porch furniture to livingroom, diningroom and beds. Excellent kitchen (really well stocked) for cooking. Great linens and towels. Great a/c. Beautiful lawn -- we were really happy. The host was very attentive. Great linens. Great layout for 2 friends or 2 couples. Or couple and a friend.

  • Allan C.

    Submitted Jul 25, 2022

    Stayed Jul 21, 2022

    A very nice two-bedroom, two-bathroom house in a quiet corner of the Berkshires. Recommended.

  • Alison 7.

    Submitted Jul 20, 2022

    Stayed Jul 18, 2022

    This was a perfect quiet serene location on a beautiful property. Would love to visit again

  • Debbie E.

    Submitted Jun 1, 2022

    Stayed May 26, 2022

    We reserved our stay at this house when we learned that our friends’ son’s wedding would be held in Sheffield. It was exactly as advertised. We wanted to invite another couple to join us, so we were looking for a place that would give each couple privacy but with enough common space to enjoy our time together. The screened-in porch off the kitchen was a major selling point. This house is well designed, well equipped, comfortably furnished, and thoughtfully arranged to anticipate every need. The property itself is on a country road, but it’s close enough to amenities like food shopping, to attractions in Great Barrington and Stockbridge, and there are even two attractions of interest right in Sheffield — Bartholomew’s Cobble (a nature preserve) and the historical display at the Ashley House. The check-in and check-out procedures are problem-free and well explained.

Your dates are Available!

Total

Includes taxes and fees
$527+
View details