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Little House in the Woods by Evergreen Home

Vacation home in Sheffield with kitchen and patio

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Photo gallery for Little House in the Woods by Evergreen Home

Dining
Interior
Interior
2 bedrooms, desk, iron/ironing board, travel crib
Smart TV, books, offices

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6984 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Sheffield, MA
  • Place, Housatonic River
    ‪2 min drive‬
  • Place, Bartholomew's Cobble
    ‪5 min drive‬
  • Place, Tanglewood Music Center
    ‪40 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪45 min drive‬

Room options

About the neighborhood

Sheffield

This vacation home places you within a mile (2 km) of Housatonic River and Bartholomew's Cobble. The vacation home includes a kitchen, a patio, and a sofa bed.
View more Vacation Homes in SheffieldOpens in a new window

What's nearby

  • Housatonic River - 2 min drive - 0.7 miles
  • Bartholomew's Cobble - 5 min drive - 3.1 miles
  • Ski Butternut - 22 min drive - 14.7 miles
  • Mohawk Mountain Ski Area - 32 min drive - 24.1 miles
  • Tanglewood Music Center - 40 min drive - 27.9 miles

Getting around

  • Hudson, NY (HCC-Columbia County) - 46 min drive

Restaurants

  • ‪Dunkin' - ‬9 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪The Southfield Store - ‬20 min drive
  • ‪ILSE Coffee - ‬8 min drive
  • ‪Caddie Shack - ‬7 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Little House in the Woods by Evergreen Home

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-term rates



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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a sofa bed, and a coffee maker.

Similar properties

Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.4 out of 10, Exceptional, 149 reviews
$114 nightly
The price is $131
Feb 28 - Mar 1
Total with taxes and fees
Blue – A Modern Hotel, an Ascend Collection Hotel

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 20 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 984 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 23

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

-No Smoking or vaping -No parties or events on the property -No commercial photography or filming allowed without prior authorization

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (20 lbs is the maximum weight per pet)
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 23
Property Registration Number C0127342670

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

Little House Woods Sheffield
The Little House in the Woods Sheffield
Little House Woods
Little Woods Sheffield
Little Woods
Private vacation home The Little House in the Woods Sheffield
Sheffield The Little House in the Woods Private vacation home
Private vacation home The Little House in the Woods
The Little House in the Woods Sheffield
b3c7bb98-6e71-45a6-a2ea-f4076166a892
The Little House in the Woods Private vacation home
The Little House in the Woods Private vacation home Sheffield

Frequently asked questions

What's there to see within easy reach of this vacation home?

This vacation home is located in Sheffield within a short 18-minute walk of Housatonic River. You'll also find Ashley Falls Woods and Ashley House within a short drive.

Is parking available on site at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Little House in the Woods by Evergreen Home?

Couples staying at this vacation home will appreciate amenities like a kitchen and a smart TV as well as a garden.

Are there hot tubs at Little House in the Woods by Evergreen Home?

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Does this vacation home have connecting rooms?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Pittsfield, MA (PSF-Pittsfield Municipal), which is 28.4 mi away (48 minutes by car). Another top airport is Hudson, NY (HCC-Columbia County), which is around 23.9 mi away.

Can I book a room with a balcony at Little House in the Woods by Evergreen Home?

Yes, every accommodation at Little House in the Woods by Evergreen Home comes with a deck.

Little House in the Woods by Evergreen Home Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 32 out of 34 reviews
Rating 8 - Good. 1 out of 34 reviews
Rating 6 - Okay. 1 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Patricia

Traveled with partner, Traveled with pets
Liked: Cleanliness, amenities, property conditions & facilities
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!
Stayed 7 nights in Sep 2025

10/10 Excellent

Alysa G.

Liked: Cleanliness

Comfy and clean!

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!
Stayed 6 nights in Jun 2024

10/10 Excellent

Neil M.

Liked: Cleanliness

Wedding weekend

House was perfect. Spotless and comfortable! Fantastic location.
Stayed 2 nights in Jun 2023

10/10 Excellent

Stella K., New York

Liked: Cleanliness

Perfect wedding weekend stay

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!
Stayed 2 nights in Oct 2022

10/10 Excellent

J G.

Liked: Cleanliness

Relaxing fall getaway

We had a wonderful stay and look forward to staying again sometime. Quiet, relaxing area.
Stayed 4 nights in Oct 2022

10/10 Excellent

John N.

Liked: Cleanliness

Little House

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!!
Stayed 4 nights in Sep 2022

10/10 Excellent

Alan M., Wellington

Liked: Cleanliness

Peace and quiet

Very relaxing. Just what we needed Near to GB
Stayed 14 nights in Aug 2022

10/10 Excellent

Martha R.

Liked: Cleanliness

Wonderful

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.
Stayed 6 nights in Jul 2022

8/10 Good

Allan C.

Very nice 2 bedroom room

A very nice two-bedroom, two-bathroom house in a quiet corner of the Berkshires. Recommended.
Stayed 3 nights in Jul 2022

10/10 Excellent

Alison 7.

Liked: Cleanliness

What a great little spot

This was a perfect quiet serene location on a beautiful property. Would love to visit again
Stayed 2 nights in Jul 2022

10/10 Excellent

Debbie E., New York NY

Liked: Cleanliness

Little House = Perfect Getaway

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.
Stayed 5 nights in May 2022

10/10 Excellent

ant c.

Liked: Cleanliness

We loved this place so much

Such a great little house and the hosts and management were superb with everything, thank you for an amazing stay and can't wait to get back there one day.
Stayed 63 nights in Jan 2022

10/10 Excellent

Amanda S.

Liked: Cleanliness

Perfect fall girls getaway!

Lovely girls trip for 6. The house was tidy and clean with plenty of room to mingle & sleep. We loved utilizing the screened in porch, especially to enjoy the fall crisp air without the bugs! Will definitely return again if I’m every back in the Sheffield/ Great Barrington area!
Stayed 2 nights in Oct 2021

10/10 Excellent

Thomas H.

Liked: Cleanliness

House in Sheffield

We were attending my nephew’s wedding in nearby Lakeville, CT. The house was in a beautiful location. We felt fortunate to spend the weekend in such a nice place.
Stayed 2 nights in Sep 2021

10/10 Excellent

Corey P.

Liked: Cleanliness

Wonderful!

Lovely property for our month long vacation. Wish we could have stayed longer and hope to come back and stay here every summer!!!!
Stayed 30 nights in Jul 2021

10/10 Excellent

Judiann D.

Liked: Cleanliness

Relaxing Reunion

My family greatly enjoyed staying at the house for a long weekend. My family and I had not seen each other for 1.5 years due to COVID so we had time to relax in this corner of the state. The house was easy to get to and access was off the screened in porch and helped keep the mosquitoes out. The house was very clean, spacious and stylish as photographed but you cannot photograph the amazing comfort of the beds. They made us love this place! The screened in porch was great for dinners outside. The neighbors were also nice when we walked the dog. We would recommend this place to anyone.
Stayed 4 nights in Jun 2021

10/10 Excellent

Courtney F.

Liked: Cleanliness

Little Home Away from Home!

The Little House was a charming and warm home away from home which proved to be a most relaxing and enjoyable getaway! We would stay here again!

10/10 Excellent

Diana L.

Liked: Cleanliness

Beautiful in the Berkshires

A lovely and comfortable place that supplies all the essentials for a Home Away from Home. Perfect for checking out all the historical towns, and hiking in the beautiful Berkshires.

10/10 Excellent

Kathy V., New York City

Liked: Cleanliness

Wonderful Month at the Little House in the Woods

My Husband and I had a wonderful month at the House in the Woods. This is a lovely home in a truly wonderful area. The house is down the road from great hiking and surrounded by hillsides with glorious views for biking. There are so many sweet and special spots to explore nearby it would take paragraphs to list them. It is perfectly situated for exploring everything the area has to offer. Shana is an excellent Host and we were so happy to be back at the house for a second visit. Thank you Shana. Our Best, Kathy and Alex
Stayed 46 nights in Mar 2021

10/10 Excellent

Kelly B.

Liked: Cleanliness

Gorgeous home

This was the perfect, most beautiful home. It was great for a ski weekend get away to Catamount Mountain.
Stayed 2 nights in Feb 2021

10/10 Excellent

Joanna B.

Liked: Cleanliness

Great base for winter activities in the Berkshires

The house was clean and comfortable for our family of five and had everything we needed. We appreciated the small touches like the welcome gifts and the nice towels and linens. Instructions were very clear and Shana was easily accessible when needed. It was a great base for a week of skiing in the Berkshires. Thanks for being a wonderful host!
Stayed 7 nights in Feb 2021

10/10 Excellent

Ellis C.

Liked: Cleanliness

Perfect.

While the house is small, it's immaculate, very well supplied, and comfortable. Very cleverly designed. The property manager could not have been better - totally and quickly responsive to a couple of minor questions. Most important - the neighborhood. Beautiful in every direction. Great old houses among the usual ones. Spectacular vistas in every direction. Long walks are mandatory! We're seriously looking to move here - that's how great the area is. We were here for two months and are ready to come back. SOON.
Stayed 61 nights in Oct 2020

10/10 Excellent

Victoria G.

Liked: Cleanliness

Sweet Stay in Sheffield!

Property was just adorable! Comfortable and charming.
Stayed 2 nights in Oct 2020

10/10 Excellent

Meghann F.

Liked: Cleanliness

Lovely Retreat

Property was clean and well appointed. Water has sulfur in it; house is impeccably clean. Great location for local sights and nearby towns. Shana was very responsive and a thoughtful host. Hope to come back some time!
Stayed 4 nights in Oct 2020

6/10 Okay

Michele S., Saint Petersburg, FL USA

Disliked: Cleanliness

Very disappointing!

The property was basically "as shown" on line. Of course it was impossible to see the filth on the window sills, the disgusting patio furniture, the black toilets, sinks athe and showers due to the harsh water. The water was dark brown. We had to buy water bottles to brush out teeth. Washer ruined clothes and towels. Very often we had no hot water and forced to take cold showers on four occasions-only to mention a few things... The flatware drawer in the kitchen was filthy! The property just did not live up to our expectations so we left three weeks earlier than planned. We left September 10 instead of Oct 1!!! This would not be a fair review if I didn't mention the property manager who did try to accommodate us to the best of her ability!
Stayed 60 nights in Aug 2020