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Cheerful 3-bedroom cottage with woodstove

Sheffield vacation home with kitchen

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Property grounds
A kitchen with wooden countertops, white cabinets, a dining table with chairs, a refrigerator, and a chandelier.
Dining
Smart TV, fireplace, books, computer monitors
Exterior detail

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 8

Popular amenities

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

Explore the area

View in a map
Sheffield, MA
  • Place, Lime Kiln Farm Wildlife Sanctuary
    ‪4 min drive‬
  • Place, National Shrine of the Divine Mercy
    ‪39 min drive‬
  • Place, Tanglewood Music Center
    ‪50 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪50 min drive‬

Room options

About the neighborhood

Sheffield

In Sheffield .Within 2 miles (3 km) of this Sheffield vacation home, you'll find Lime Kiln Farm Wildlife Sanctuary and Drury Preserve. Also, Housatonic River is within 2 miles (3 km) and Thom Reed UFO Monument Park is within 6 miles (10 km).
View more Vacation Homes in SheffieldOpens in a new window

What's nearby

  • Lime Kiln Farm Wildlife Sanctuary - 4 min drive - 1.4 miles
  • Norman Rockwell Museum - 39 min drive - 21.1 miles
  • National Shrine of the Divine Mercy - 39 min drive - 20.2 miles
  • Tanglewood Music Center - 50 min drive - 27.9 miles
  • Olana State Historic Site - 51 min drive - 38.4 miles

Getting around

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

Restaurants

  • ‪Dunkin' - ‬14 min drive
  • ‪McDonald's - ‬14 min drive
  • ‪Guido’s Kitchen - ‬14 min drive
  • ‪Café Rena - ‬14 min drive
  • ‪Roma Pizzeria - ‬13 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.

Cheerful 3-bedroom cottage with woodstove

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

Similar properties

Exterior
the Alander
Copake
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
4.5 out of 5, Wonderful, 237 reviews
$170 nightly
The price is $190
Jun 29 - Jun 30
Total with taxes and fees
the Alander

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Wood stove

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio
  • Yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a rural location
  • Near a hospital

Things to do

  • Gym
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Sledding nearby
  • Swimming nearby
  • Wildlife walks nearby

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

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available

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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property Registration Number C0342902670

Frequently asked questions

How close is Cheerful 3-bedroom cottage with woodstove to the airport?

This vacation home is 30.2 mi (46-min drive) away from the Hudson, NY (HCC-Columbia County) airport, the closest popular airport to the property.

How much does it cost to stay at Cheerful 3-bedroom cottage with woodstove?

As of Jun 28, 2026, prices found for a 1-night stay for 2 adults at Cheerful 3-bedroom cottage with woodstove on Jul 12, 2026 start from $503, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Cheerful 3-bedroom cottage with woodstove have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Cheerful 3-bedroom cottage with woodstove offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Cheerful 3-bedroom cottage with woodstove?

No, there is no casino at this vacation home, but Magnolia Bluffs Casino (10-min drive) is nearby.

What time is check-in at Cheerful 3-bedroom cottage with woodstove?

Check-in begins at 3:00 PM.

Is there free parking at Cheerful 3-bedroom cottage with woodstove?

Free parking is not available at this vacation home.

Does Cheerful 3-bedroom cottage with woodstove have a pool?

This vacation home does not have a pool.

Does Cheerful 3-bedroom cottage with woodstove have a spa?

There are no spa services available at this vacation home.

How close is Cheerful 3-bedroom cottage with woodstove to downtown Sheffield?

This vacation home is 1.6 mi away from Sheffield.

Cheerful 3-bedroom cottage with woodstove Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 40 out of 43 reviews
Rating 8 - Good. 3 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Kelly R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

The property was centrally located for skiing, and was a comfortable stay.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Thomas H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyable Berkshires getaway

This home was a perfect place for a family reunion.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Joanne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

excellent accommodations, great location

We had such a nice time at this property. It was so well appointed and extremely clean. The location also could not have been any better.
Stayed 2 nights in Apr 2023
Verified

10/10 Excellent

Sarah W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy stay

We thoroughly enjoyed our stay and would go again. The host was easy to communicate with and answered our questions quickly. Hope we get to take advantage of the pretty backyard next time.
Stayed 1 night in May 2025
Verified

10/10 Excellent

Kenneth B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short stay

As advertised! Would definitely stay there again!
Stayed 1 night in Jul 2024
Verified

10/10 Excellent

lisa s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

lovely home

we had a wonderful time staying at the house, very comfortable and well equipped and responsive host.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Stefan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We were in the area for a project and the house fit the bill. 5 stars across the board. i can't wait to stay again. thanks for the stay.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Eric S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is ideally situated, for those who want a piece of Catamount and for those who wish to forego skiing for a day in nearby Great Barrington and other towns like it. The house itself is well maintained and if you forgot towels or even toiletries the host Sabrina has you covered. Sabrina is the one who makes your stay shine further - always accessible and highly responsive. Consider a visit if you are seeking quiet comfort, a drink by the wood stove fireplace, or a perfect landing spot that puts you close to the nearby destinations that found you there in the first place.
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Cameron B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A charming stay for a family

We’ve stayed a couple times now at Sabrina’s cottage in Sheffield. It’s the perfect location to being able to access Catamount Mountain for our winter trips! Only pray for more snow so we can have more fires.
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our third stay at Sabrina’s cheerful, charming, and super cozy little house in Sheffield. Love the first floor open living/dining area, the wonderfully stocked kitchen, the spacious deck for lounging or enjoying an alfresco meal, the badminton and fire pit in the yard…It’s a terrific getaway stay that’s also perfect for entertaining. The house is in a quiet area that is good for biking, and is close to Great Barrington as well as Millerton and the Harlem Valley Rail Trail in New York. We are already thinking about our fourth visit next year!
Stayed 20 nights in Sep 2025
Verified

10/10 Excellent

John G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes, very much. Sabrina communicates promptly and kept us informed.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Lois

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

Impeccably clean, wonderful owner, kitchen with everything, strong WiFi, luxurious master bath.
Stayed 33 nights in Aug 2024
Verified

10/10 Excellent

William B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely spot in the Berkshires

We needed a stay over en route to an early Sunday morning check in at Lime Rock Park and Sabrina’s place was perfect. Mom, Dad, 4 adult children and one super cool greyhound. Place was clean, well appointed and an overall great comfortable spot.
Stayed 1 night in Apr 2023
Verified

10/10 Excellent

Kim A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and comfortable home!

We stayed at this property for a weekend wedding at Gedney Farm The house is well equipped and comfortable. Would definitely recommend!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Burt H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Stay

We so enjoyed our three day stay at the cottage. It was incredibly well appointed, clean and so comfortable! We were in the area for a family wedding, so we didnt fully utilize all that the cottage offered, but loved all of the time we did spend there. We had some very pretty walks in the mornings with our little pup. We'd love to return at some point!
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Colleen L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Stay in the Berkshires

Cute house that was perfectly arranged for our family. Kitchen is well stocked with spices galore! We cooked at home every night. Went hiking in both NY, CT and MA - super easy to get to all locations, beautiful views of mountains all around. Will definitely come back to this house again with our family!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Maureen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in great location - perfect weekend getaway for skiing, hiking, relaxing

This home is beautiful, modern but very cozy and comfortable, well-appointed (even with an adorable kids’ room full of games and books). We loved our (too short) time there & would return anytime. Thank you!
Stayed 1 night in Mar 2023
Verified

10/10 Excellent

Lisa

Liked: Cleanliness, amenities, property conditions & facilities, communication
Delightful home in very quiet neighborhood near hiking trails. House had every amenity you might need (except tissues). Less than 20 minutes drive from Sheffield. Great restaurants in town. We very much enjoyed our stay in this house in the country and would highly recommend it to anyone wanting to stay in the area.
Stayed 3 nights in Nov 2024
Verified

8/10 Good

Beth A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house in a good lication

This was a very nice, private house close to the Berkshire towns we wanted to visit. Big master bedroom and very nice master bath. I wish we had seen the stairs to the upstairs bedrooms before we booked as the were very difficult for our senior dog.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Marcela D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just perfect

Everything was great, the place is just what we needed, very close to Great Barrington and ski resort. Very quite neighborhood, our host directions we’ll clear and timely. Thank you very much.
Stayed 1 night in Feb 2023
Verified

10/10 Excellent

Robyn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect rental

We loved our long weekend at Sabrina’s house! Perfect location, lots of hiking close by, and the house was spotless. We had three kids under 7 with us and they loved the bunk and all of the toys left there for them! The kitchen was well stocked with great pots and pans and plenty of room for all of us! We will definitely be back!
Stayed 3 nights in Feb 2023
Verified

10/10 Excellent

Lance G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

AT Hike Base

This home was "as advertised" - plenty of room. Nice neighborhood setting. Well stocked kitchen & nice outside area in the backyard / deck. We used it as a base camp for section hiking the appalachian trail.
Stayed 4 nights in May 2024
Verified

10/10 Excellent

John G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Home

To a person, we wanted for nothing during our stay. House had everything we could possibly need on vacation. Quiet road, close to Canaan CT and Great Barrington MA, comfortable beds, large kitchen, big bedrooms, room to gather together. Not a single complaint. We'd absolutely stay here again and if its available next year, we will!
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

John G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Second Stay

We stayed at this home about the same time last year and we were so happy with everything about it, we jumped at the opportunity to stay there again. The house has absolutely everything you'd need and is close to Canaan, CT and Great Barrington, MA and everything the Bershires have to offer. Sabrina is a great host and responded within minutes to any questions I had. We HIGHLY recommend this home.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Max J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A cozy stay in a beautiful home

The house itself was beautiful and we really appreciated the outdoor fire pit (with the fire making kit). There were more than enough rooms to fit my party very comfortably. Also really enjoyed the two lawn games that were left in the back. Thank you for an amazing couple of days!
Stayed 2 nights in Aug 2022

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