Guesthouse Cabin vacation rentals in Berkshire County

Photo gallery for Guesthouse Cabin vacation rentals in Berkshire County

A wooden staircase with a railing leading to a second-floor area.
A lodge with a pond in front, surrounded by trees and a clear sky.
A log cabin interior with a dining area, a fireplace, and a staircase.
A log cabin interior with a leather sofa, a television, and a fireplace.
A log cabin with a porch, surrounded by a landscaped garden with rocks and various plants.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.

Popular amenities

  • Patio
  • Kitchenette
  • Barbecue
  • Pet-friendly
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Sheffield, MA
  • Place, Mount Riga State Park
    ‪5 min drive‬
  • Place, Mount Everett State Reservation
    ‪8 min drive‬
  • Place, Taconic Chapel Park
    ‪10 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪52 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 Double Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Separate dining area
Outdoor play area
Garden
Dining area

Add dates for prices

Similar properties

West Stockbridge Vacation Rental | 5BR | 3.5BA | 2,900 Sq Ft | Stairs Required
Spacious Retreat Near Tanglewood & Ski Resorts
Housatonic
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (12 reviews)
Spacious Retreat Near Tanglewood & Ski Resorts

About the area

Sheffield

Sheffield is home to this cabin. Ashley House and Great Barrington Historical Society & Museum are cultural highlights, and some of the area's attractions include Harney and Sons Tea Tasting Room and Mahaiwe Performing Arts Center. Looking to enjoy an event or a game while in town? See what's going on at Lime Rock Park, or consider a night out at Roe Jan Brewing Co..
View more Cabin rentals in SheffieldOpens in a new window
Map
Sheffield, MA

What's nearby

  • Mount Riga State Park - 5 min drive - 3.9 km
  • Mount Everett State Reservation - 8 min drive - 4.7 km
  • Washinee Lake - 10 min drive - 8.2 km
  • Taconic Chapel Park - 10 min drive - 7.8 km
  • Mount Frissell - 13 min drive - 13.7 km

Getting around

  • Hudson, NY (HCC-Columbia County) - 51 min drive

Restaurants

  • ‪McDonald's - ‬23 min drive
  • ‪Dunkin' - ‬22 min drive
  • ‪ILSE Coffee - ‬21 min drive
  • ‪State Line Pizza - ‬20 min drive
  • ‪Roma Pizzeria - ‬21 min drive

Frequently asked questions

Is Guesthouse Cabin vacation rentals in Berkshire County pet-friendly?

Yes, this property allows pets (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Guesthouse Cabin vacation rentals in Berkshire County?

On-site parking is available at the property.

What time is check-in at Guesthouse Cabin vacation rentals in Berkshire County?

Check-in begins at 3:00 PM.

What time is check-out at Guesthouse Cabin vacation rentals in Berkshire County?

Checkout is at 11:00 AM.

Where is Guesthouse Cabin vacation rentals in Berkshire County located?

Situated in Sheffield, this cabin is 2 mi (3.2 km) from Mount Riga State Park and within 6 miles (10 km) of Mount Everett State Reservation and Lime Kiln Farm Wildlife Sanctuary. Taconic Chapel Park and Washinee Lake are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property!! Lisette was very responsive and friendly. Superb stay.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

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

Great stay

Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires.
Stayed 1 night in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

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

Great spot

Stayed here for a bachelor’s weekend and we had a blast! Beautiful property, awesome house with everything 10 of us needed. Would book again!
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities, communication
This was exactly what we were looking for. The property was magnificent the cabin cozy, fully stocked. We plan on coming back soon.
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

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

Beautiful cabin

Cute and cozy property with a beautiful view. Unique interior that everyone loved. Not far from attractions.
Stayed 1 night in Apr 2025
Verified review

10/10 Excellent

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

Awsome view from the top of the mountain

Undermountain cabin is a very unique property. Worth the stay!
Stayed 3 nights in Dec 2023
Response from VrboOwner on 2 January 2024
Thank you so much for your review, Richard. We are glad you enjoyed your stay and we very much look forward to hosting you again in the future!
Verified review

10/10 Excellent

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

Tanglewood Stay

We had a wonderful stay and really enjoyed the log cabin feel and views from the property. We were only there one night and it was our visit to Tanglewood.
Stayed 1 night in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property. A bit light on household products, bedding.
Stayed 1 night in May 2025
Verified review

10/10 Excellent

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

Comfort and Views

Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private.
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were a group of moms who snuck away for the night and this cabin was the perfect retreat. Well stocked and very cozy on a winter night. We had to leave very early the next morning to beat a snowstorm and the very long driveway was already sanded and we felt very safe. Lisette was great to work with and communicated everything with efficiency. We would love to return.
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous property in very secluded location. Took full advantage of the fire pit for S'mores with the grandkids. Multiple indoor and outdoor seating options. Ample space for our party of eight.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property and great cabin! The host was very responsive.
Stayed 1 night in Jun 2026
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