Sheffield, MA
Riverside
About the property
Riverside Amenities: 4 bedrooms (King, Queen, Queen, King), 2.5 baths. sleeps 8 guests in beds, with a max of 10 guests. High Speed internet & Wifi, Zoom friendly, several HD Smart Cable TVs, AC throughout, two (2) wood-burning fireplaces, updated high end kitchen with top new appliances, mini gym with treadmill and weight bench, door seating with grill on the deck overlooking river views, garage with clicker and direct entry, close to all major Berkshire attractions! less than 15 minutes to minute drive to Butternut Ski and about 20 minutes to Catamount. Pets are considered with an additional pet fee. No smoking please! Riverside is a beautifully renovated, newly purchased home, by former Berkshire Rental Property renters -so you know they know what works! The inside is spacious yet inviting and cozy with many comfortable touches throughout. The outside is uplifting and refreshing with the Housatonic River coursing along in the background, behind the house, but in full view from the backyard. The two-car garage provides direct entry into the breezeway and then it is just steps into the kitchen with gourmet features. The kitchen is super equipped with high-end stainless appliances including six-burner gas range, Bosch dishwasher and Kitchenaid fridge with filtered water and readily available ice - both crushed and cubes! Many great cooking gadgets and mini appliances here to make your stay easy and efficient - coffee maker, toastr, blender, microwave, food processor, Kitchenaid Mixer... and more. An actual chef cooks here when it isn't rented, so it is well equipped. The large dining table has seating for 8 and is near the one of the 2 wood burning fireplaces, which makes for a cozy dining experience. The open concept great room also has a spacious seating area near one of several wall mounted flat screen HD Smart TVs with Cable and access to all subscription TV. Just around the corner is an office/library space for a quiet place to get some work done or to curl up with a book. The large backyard deck is just off the dining area and has a fabulous outdoor dining set upo with huge umbrella for coverage. There is a propane grill on the deck and it overlooks the River for a spectacular natural setting and nature viewing! This main floor also has a convenient 1/2 bath, just off the entry and close to the door that leads to the deck outside. Upstairs, are 3 bedrooms: The primary bedroom with king bed, wood-burning fireplace with cozy leather club chairs, TV, walk in closet and its own ensuite full bathroom with shower - just fully renovated in spring 2021. 2 full baths, upstairs. The other two guest rooms each have a queen bed, one has another TV and both have nice closets. These two guest rooms share the other full bathroom with a combination tub/shower. All of the bedrooms have crisp fresh high thread count linens and are ready to welcome their guest! The lower level has just been renovated in 2021 and functions as a large bonus room with a 4th sleeping space with a king bed, large TV, and a workout room around the corner with new treadmill and weight bench plus spretching area... also with a mounted TV and water cooler - so cool! The large well-lit laundry room is also on this lower level. Location: Less than 10 minutes to Guidos and downtown Great Barrington and close to all the Berkshire attractions while being situated on the more rural side of town. Great Barrington host a fabulous shopping experience with gourmet candy and ice cream, toys, galleries, bars and a wonderful array of dining experiences... along with fun the Pot Shops... for those ready to partake. less than 15 minutes to Ski Butternut and 20 minutes to Catamount. The Housatonic provides a resource for kayaking, and catch and release fishing - as well as a gorgeous meditative place for nature viewing.
Riverside Amenities: 4 bedrooms (King, Queen, Queen, King), 2.5 baths. sleeps 8 guests in beds, with a max of 10 guests. High Speed internet & Wifi, Zoom friendly, several HD Smart Cable TVs, AC throughout, two (2) wood-burning fireplaces, updated high end kitchen with top new appliances, mini gym with treadmill and weight bench, door seating with grill on the deck overlooking river views, garage with clicker and direct entry, close to all major Berkshire attractions! less than 15 minutes to minute drive to Butternut Ski and about 20 minutes to Catamount. Pets are considered with an additional pet fee. No smoking please! Riverside is a beautifully renovated, newly purchased home, by former Berkshire Rental Property renters -so you know they know what works! The inside is spacious yet inviting and cozy with many comfortable touches throughout. The outside is uplifting and refreshing with the Housatonic River coursing along in the background, behind the house, but in full view from the backyard. The two-car garage provides direct entry into the breezeway and then it is just steps into the kitchen with gourmet features. The kitchen is super equipped with high-end stainless appliances including six-burner gas range, Bosch dishwasher and Kitchenaid fridge with filtered water and readily available ice - both crushed and cubes! Many great cooking gadgets and mini appliances here to make your stay easy and efficient - coffee maker, toastr, blender, microwave, food processor, Kitchenaid Mixer... and more. An actual chef cooks here when it isn't rented, so it is well equipped. The large dining table has seating for 8 and is near the one of the 2 wood burning fireplaces, which makes for a cozy dining experience. The open concept great room also has a spacious seating area near one of several wall mounted flat screen HD Smart TVs with Cable and access to all subscription TV. Just around the corner is an office/library space for a quiet place to get some work done or to curl up with a book. The large backyard deck is just off the dining area and has a fabulous outdoor dining set upo with huge umbrella for coverage. There is a propane grill on the deck and it overlooks the River for a spectacular natural setting and nature viewing! This main floor also has a convenient 1/2 bath, just off the entry and close to the door that leads to the deck outside. Upstairs, are 3 bedrooms: The primary bedroom with king bed, wood-burning fireplace with cozy leather club chairs, TV, walk in closet and its own ensuite full bathroom with shower - just fully renovated in spring 2021. 2 full baths, upstairs. The other two guest rooms each have a queen bed, one has another TV and both have nice closets. These two guest rooms share the other full bathroom with a combination tub/shower. All of the bedrooms have crisp fresh high thread count linens and are ready to welcome their guest! The lower level has just been renovated in 2021 and functions as a large bonus room with a 4th sleeping space with a king bed, large TV, and a workout room around the corner with new treadmill and weight bench plus spretching area... also with a mounted TV and water cooler - so cool! The large well-lit laundry room is also on this lower level. Location: Less than 10 minutes to Guidos and downtown Great Barrington and close to all the Berkshire attractions while being situated on the more rural side of town. Great Barrington host a fabulous shopping experience with gourmet candy and ice cream, toys, galleries, bars and a wonderful array of dining experiences... along with fun the Pot Shops... for those ready to partake. less than 15 minutes to Ski Butternut and 20 minutes to Catamount. The Housatonic provides a resource for kayaking, and catch and release fishing - as well as a gorgeous meditative place for nature viewing.
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Apr 24, 2026 | $375 | Not Available | 2 |
| Apr 25, 2026 | $375 | Not Available | 2 |
| Apr 26, 2026 | $375 | Not Available | 2 |
| Apr 27, 2026 | $375 | Not Available | 2 |
| Apr 28, 2026 | $375 | Not Available | 2 |
| Apr 29, 2026 | $375 | Not Available | 2 |
| Apr 30, 2026 | $375 | Not Available | 2 |
| May 1, 2026 | $375 | Not Available | 2 |
| May 2, 2026 | $375 | Not Available | 2 |
| May 3, 2026 | $375 | Not Available | 2 |
| May 4, 2026 | $375 | Not Available | 2 |
| May 5, 2026 | $375 | Not Available | 2 |
| May 6, 2026 | $375 | Not Available | 2 |
| May 7, 2026 | $375 | Not Available | 2 |
| May 8, 2026 | $375 | Not Available | 2 |
| May 9, 2026 | $375 | Not Available | 2 |
| May 10, 2026 | $375 | Not Available | 2 |
| May 11, 2026 | $375 | Not Available | 2 |
| May 12, 2026 | $375 | Not Available | 2 |
| May 13, 2026 | $375 | Not Available | 2 |
| May 14, 2026 | $375 | Not Available | 2 |
| May 15, 2026 | $400 | Not Available | 2 |
| May 16, 2026 | $400 | Not Available | 2 |
| May 17, 2026 | $400 | Not Available | 2 |
| May 18, 2026 | $400 | Not Available | 2 |
| May 19, 2026 | $400 | Not Available | 2 |
| May 20, 2026 | $400 | Not Available | 2 |
| May 21, 2026 | $450 | Not Available | 2 |
| May 22, 2026 | $450 | Not Available | 3 |
| May 23, 2026 | $450 | Not Available | 3 |
| May 24, 2026 | $450 | Not Available | 3 |
| May 25, 2026 | $450 | Not Available | 2 |
| May 26, 2026 | $400 | Not Available | 2 |
| May 27, 2026 | $400 | Not Available | 2 |
| May 28, 2026 | $400 | Not Available | 2 |
| May 29, 2026 | $400 | Not Available | 2 |
| May 30, 2026 | $400 | Not Available | 2 |
| May 31, 2026 | $400 | Not Available | 2 |
| Jun 1, 2026 | $450 | Not Available | 2 |
| Jun 2, 2026 | $450 | Not Available | 2 |
| Jun 3, 2026 | $450 | Not Available | 2 |
| Jun 4, 2026 | $450 | Not Available | 2 |
| Jun 5, 2026 | $450 | Not Available | 2 |
| Jun 6, 2026 | $450 | Not Available | 2 |
| Jun 7, 2026 | $450 | Not Available | 2 |
| Jun 8, 2026 | $450 | Not Available | 2 |
| Jun 9, 2026 | $450 | Not Available | 2 |
| Jun 10, 2026 | $450 | Not Available | 2 |
| Jun 11, 2026 | $450 | Not Available | 2 |
| Jun 12, 2026 | $450 | Not Available | 2 |
| Jun 13, 2026 | $450 | Not Available | 2 |
| Jun 14, 2026 | $450 | Not Available | 2 |
| Jun 15, 2026 | $450 | Not Available | 2 |
| Jun 16, 2026 | $450 | Not Available | 2 |
| Jun 17, 2026 | $450 | Not Available | 3 |
| Jun 18, 2026 | $450 | Not Available | 3 |
| Jun 19, 2026 | $450 | Not Available | 3 |
| Jun 20, 2026 | $450 | Not Available | 3 |
| Jun 21, 2026 | $450 | Not Available | 2 |
| Jun 22, 2026 | $450 | Not Available | 2 |
| Jun 23, 2026 | $450 | Not Available | 2 |
| Jun 24, 2026 | $450 | Not Available | 2 |
| Jun 25, 2026 | $450 | Not Available | 2 |
| Jun 26, 2026 | $450 | Not Available | 2 |
| Jun 27, 2026 | $450 | Not Available | 2 |
| Jun 28, 2026 | $450 | Not Available | 2 |
| Jun 29, 2026 | $450 | Not Available | 2 |
| Jun 30, 2026 | $450 | Not Available | 2 |
| Jul 1, 2026 | $400 | Not Available | 30 |
| Jul 2, 2026 | $400 | Not Available | 30 |
| Jul 3, 2026 | $400 | Not Available | 30 |
| Jul 4, 2026 | $400 | Not Available | 30 |
| Jul 5, 2026 | $400 | Not Available | 30 |
| Jul 6, 2026 | $400 | Not Available | 30 |
| Jul 7, 2026 | $400 | Not Available | 30 |
| Jul 8, 2026 | $400 | Not Available | 30 |
| Jul 9, 2026 | $400 | Not Available | 30 |
| Jul 10, 2026 | $400 | Not Available | 30 |
| Jul 11, 2026 | $400 | Not Available | 30 |
| Jul 12, 2026 | $400 | Not Available | 30 |
| Jul 13, 2026 | $400 | Not Available | 30 |
| Jul 14, 2026 | $400 | Not Available | 30 |
| Jul 15, 2026 | $400 | Not Available | 30 |
| Jul 16, 2026 | $400 | Not Available | 30 |
| Jul 17, 2026 | $400 | Not Available | 30 |
| Jul 18, 2026 | $400 | Not Available | 30 |
| Jul 19, 2026 | $400 | Not Available | 30 |
| Jul 20, 2026 | $400 | Not Available | 30 |
| Jul 21, 2026 | $400 | Not Available | 30 |
| Jul 22, 2026 | $400 | Not Available | 30 |
| Jul 23, 2026 | $400 | Not Available | 30 |
Where you'll sleep
Amenities
Guests love this place
4.93
based on 28 reviews
Great house. Great house, quick drive to Great Barrington

Great house, quick drive to Great Barrington
Great Fall Weekend! My family and I really enjoyed ourselves at the property. House was very clean, great floor plan that really makes for a great family experience. Communication was prompt and professional. We are very grateful for the late check out and appreciated the extra night offer. We often travel to the Berkshires and will always keep your company on our radar. If you have any other properties, please feel free to reach out. Thank you very much for allowing us to have a great fall weekend. Joe M
4.93
based on 28 reviews
Great house. Great house, quick drive to Great Barrington

Great house, quick drive to Great Barrington
Great Fall Weekend! My family and I really enjoyed ourselves at the property. House was very clean, great floor plan that really makes for a great family experience. Communication was prompt and professional. We are very grateful for the late check out and appreciated the extra night offer. We often travel to the Berkshires and will always keep your company on our radar. If you have any other properties, please feel free to reach out. Thank you very much for allowing us to have a great fall weekend. Joe M

The home was exactly the way it is in the photos, only better! Everything was clean and spotless. Plenty of kitchen and laundry supplies to use.<br/>The home is in a very secluded and in a quiet neighborhood. You will never see another person unless you drive out of the very long driveway and into town. The backyard was scenic and perfect for the fall season. Overlooking the river, especially in the fall is very scenic and was perfect for what we were hoping for.<br/>Communication with the Rental property was kind, courteous and professional. The even offered us a late check out as long as they did not rent the property that day. Me and my 5 family members were very comfortable and enjoyed our stay. I highly recommend this property for all seasons. Will definitely return.
Loved it! We loved the home in Sheffield. It was clean and comfortable for our family. The setting was beautiful and we were close to everything. We had a great time.
Excellent We had a great time at Riverside in Sheffield. The house was very clean and had the amenities we needed for our family gathering. Beds were comfortable and it was wonderful to have air conditioning on the hot and humid days. The yard provided a great venue for frisbee play and basketball in the hoop near the driveway and the large deck accommodated the entire family. The house is also close to many restaurants and activities in Sheffield and Great Barrington. We were pleasantly pleased with all Riverside had to offer.

We loved the home in Sheffield. It was clean and comfortable for our family. The setting was beautiful and we were close to everything. We had a great time.
Well equipped home with home office We enjoyed our two week stay at Riverside very much. The home is spacious and well laid out and while we only used 2 of the 4 bedrooms the beds and furniture were comfortable. We booked last minute due to an issue with the original location (managed by a different group) and were very impressed with the quick confirmation, ease of arrival, and spotless house provided by Berkshire Rental Properties. I will definitely start with them next time we come. We are from a cool, western state and knew humidity would be difficult for us during our July stay. It was important to have AC as my husband would need to work from home several days. All 3 bedrooms upstairs have AC and the unit on the main floor kept all the rooms very pleasant and cool. The basement bedroom was very comfy and cool as well. We enjoyed the proximity to Great Barrington and the good dining, grocery, and shopping. The welcome binder gave excellent suggestions for places to try for food, entertainment, etc. I'd rent this house again!
Beautiful, Peaceful, Cozy! This is a really beautiful, cozy house! Plenty of space for all our friends + dogs :) The kitchen was well-stocked and we had everything we needed to cook a big group dinner. The surroundings are beautiful and peaceful — birds chirping in the morning and a lovely river right outside the property. Plus, only a 10-min drive from shops/restaurants in Great Barrington.

This is a really beautiful, cozy house! Plenty of space for all our friends + dogs :) The kitchen was well-stocked and we had everything we needed to cook a big group dinner. The surroundings are beautiful and peaceful — birds chirping in the morning and a lovely river right outside the property. Plus, only a 10-min drive from shops/restaurants in Great Barrington.
Where you'll be
Sheffield, MA, 1257, US
Immerse yourself in the scenic beauty of the Berkshires, where Sheffield’s rolling landscapes provide a serene backdrop for year-round exploration. A short drive away, you can navigate the diverse ecosystems of Bartholomew’s Cobble Reservation or hit the slopes at Ski Butternut for premier winter recreation. Within easy reach, discover cultural treasures at the Mahaiwe Performing Arts Center and source local organic goods at the Berkshire Food Co-op, or venture into Beartown State Forest to traverse its expansive network of woodland trails and tranquil vistas.
Immerse yourself in the scenic beauty of the Berkshires, where Sheffield’s rolling landscapes provide a serene backdrop for year-round exploration. A short drive away, you can navigate the diverse ecosystems of Bartholomew’s Cobble Reservation or hit the slopes at Ski Butternut for premier winter recreation. Within easy reach, discover cultural treasures at the Mahaiwe Performing Arts Center and source local organic goods at the Berkshire Food Co-op, or venture into Beartown State Forest to traverse its expansive network of woodland trails and tranquil vistas.