Entire home
Berkshires Lakefront Retreat by Evergreen Home
Photo gallery for Berkshires Lakefront Retreat by Evergreen Home





Reviews
10 out of 10
Exceptional
4 bedrooms 2+ bathrooms Sleeps 8 224.8 sq m
Popular amenities
Explore the area

Cheshire, MA
- Jiminy Peak Mountain Resort
- Mount Greylock State Reservation Visitor Center17 min drive
- Mount Greylock45 min drive
- Pittsfield, MA (PSF-Pittsfield Municipal)28 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 Double Sofa Bed
Bedroom 2
1 Single Bunk Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
Deck or patio
Kitchen
Office
Garden
Dining area
About this property
Berkshires Lakefront Retreat by Evergreen Home
Welcome to your serene retreat nestled on 4 private acres. This newly renovated 4BR/2.5BA home offers breathtaking views of both the tranquil lake and majestic mountains. Step inside and discover a chef's dream kitchen, fully equipped with top-of-the-line appliances and ample space for culinary creativity.
After a day of adventure, unwind in the luxurious soaking tub, or relax next to the fire. Conveniently situated just minutes away from all the Berkshires has to offer!
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.
This beautiful lake front property in Cheshire provides breathtaking views year round. The large property provides plenty of privacy for a relaxing stay.
Guests have access to the entire home. A golf cart is also available for an easy ride down to the lakefront.
For chefs enjoying the bounty of the Berkshires & the Hudson Valley, the main floor of this home features a fully stocked chef’s kitchen with quartz countertops, professional cooktop, and wall oven. There is even a sous vide immersion circulator for your use! A Nespresso coffee/cappuccino machine is provided to make your favorite coffee shop beverage at home!
A dining area in the kitchen provides counter seating for four guests while the main dining room seats an additional six people. Cozy up in the living room with a gas fireplace and a 65” smart TV with surround sound. The first floor also contains a half bath.
The primary suite features a balcony overlooking the property and huge windows offering views of the lake and mountains beyond. Sleep soundly on a King memory foam mattresses and crisp white sheets. Enjoy the soaking tub in the primary bath with views of the lake.
The three additional bedrooms offer plenty of room for guests: 1 Queen bed, 1 bunk bed with Full size bottom bunk and twin on top, as well as an office with a pull out Queen bed. A full guest bath with a tub/shower combo is on the second floor.
In the basement, you’ll find ping pong and air hockey tables, plus a washer/dryer.
2 direct routes from the property to the lake allow for easy access for guests. Enjoy outdoor games on the large, flat lawn and take one of the two kayaks for a ride around the lake. Dine outside with the large outdoor dining set that seats a total of 8 guests.
Cheshire is a quiet, rural community. We like to visit four nearby farms: Lakeview Orchard offers seasonal pick your own fruit and amazing cider donuts. Mountain View Farm has pick your own berries. You can buy fresh pastured eggs at Square Roots Farm, and Whitney's Farm Market has a small grocery with local produce - most notably their own tomatoes and corn.
The Ashuwillticook Rail Trail, winding 13 miles along Cheshire Lake between Pittsfield and Adams, is just down the road. For the more adventurous, an Appalachian Trail trailhead is 5 minutes away in the town of Cheshire. Winter sports are close by with Jiminy Peak a 15 minute drive away. We are also close to southern Vermont resorts, with Mt. Snow and Stratton about an hour’s drive. Or, walk right outside and sled down the hill in our backyard.
The home is close to major cultural institutions, such as the Berkshire Museum (15 minutes), Mass MoCA (20 minutes), the Clark Art Institute (30 minutes), and Tanglewood (30 minutes).
This home truly has everything you need!
Having a car will greatly enhance your ability to explore the Berkshires effectively.
LOCATION: This beautiful lake front property in Cheshire provides breathtaking views year round. The large property provides plenty of privacy for a relaxing stay.
PETS: Dog allowed with owner approval, no dogs under 2 years old. Please reach out for owner approval on the dog prior to booking. No multiples. $100 fee will be applied if approved.
PARKING: The house features a 2-car garage for your use. Electric cars are welcome, a 40-amp level 2 charger is provided for guest use.
LAKE INFO: Stretching across nearly 418 acres, Cheshire Reservoir (also known as Hoosac Lake) is one of the largest bodies of water in the Berkshires, offering wide-open space for boating, fishing, kayaking, and lakeside lounging. With a maximum depth of around 26 feet, the reservoir is a favorite for anglers targeting bass, pickerel, and perch. Divided into three basins, it offers a mix of recreational and quieter zones, making it ideal for everything from water sports to peaceful paddles.
*All guests who wish to use the golf cart and kayaks will need to sign a waiver in advance of their stay. Management will reach out for signatures prior to arrival for a seamless experience.
*There is a steep hill from the home, down to the lake. Lake is swimmable in season, there are weeds in the lake. Owners have cleared weeds around the dock area for swimming.
*Enjoy fast cable Internet and excellent cell service with AT&T, Verizon, and T-Mobile.
**Your reservation includes a $20 insurance fee to cover any accidental damage during your stay, allowing you to relax and enjoy your vacation with peace of mind. If any damage does occur, please let us know so we can arrange timely replacements for the next guest.
After a day of adventure, unwind in the luxurious soaking tub, or relax next to the fire. Conveniently situated just minutes away from all the Berkshires has to offer!
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.
This beautiful lake front property in Cheshire provides breathtaking views year round. The large property provides plenty of privacy for a relaxing stay.
Guests have access to the entire home. A golf cart is also available for an easy ride down to the lakefront.
For chefs enjoying the bounty of the Berkshires & the Hudson Valley, the main floor of this home features a fully stocked chef’s kitchen with quartz countertops, professional cooktop, and wall oven. There is even a sous vide immersion circulator for your use! A Nespresso coffee/cappuccino machine is provided to make your favorite coffee shop beverage at home!
A dining area in the kitchen provides counter seating for four guests while the main dining room seats an additional six people. Cozy up in the living room with a gas fireplace and a 65” smart TV with surround sound. The first floor also contains a half bath.
The primary suite features a balcony overlooking the property and huge windows offering views of the lake and mountains beyond. Sleep soundly on a King memory foam mattresses and crisp white sheets. Enjoy the soaking tub in the primary bath with views of the lake.
The three additional bedrooms offer plenty of room for guests: 1 Queen bed, 1 bunk bed with Full size bottom bunk and twin on top, as well as an office with a pull out Queen bed. A full guest bath with a tub/shower combo is on the second floor.
In the basement, you’ll find ping pong and air hockey tables, plus a washer/dryer.
2 direct routes from the property to the lake allow for easy access for guests. Enjoy outdoor games on the large, flat lawn and take one of the two kayaks for a ride around the lake. Dine outside with the large outdoor dining set that seats a total of 8 guests.
Cheshire is a quiet, rural community. We like to visit four nearby farms: Lakeview Orchard offers seasonal pick your own fruit and amazing cider donuts. Mountain View Farm has pick your own berries. You can buy fresh pastured eggs at Square Roots Farm, and Whitney's Farm Market has a small grocery with local produce - most notably their own tomatoes and corn.
The Ashuwillticook Rail Trail, winding 13 miles along Cheshire Lake between Pittsfield and Adams, is just down the road. For the more adventurous, an Appalachian Trail trailhead is 5 minutes away in the town of Cheshire. Winter sports are close by with Jiminy Peak a 15 minute drive away. We are also close to southern Vermont resorts, with Mt. Snow and Stratton about an hour’s drive. Or, walk right outside and sled down the hill in our backyard.
The home is close to major cultural institutions, such as the Berkshire Museum (15 minutes), Mass MoCA (20 minutes), the Clark Art Institute (30 minutes), and Tanglewood (30 minutes).
This home truly has everything you need!
Having a car will greatly enhance your ability to explore the Berkshires effectively.
LOCATION: This beautiful lake front property in Cheshire provides breathtaking views year round. The large property provides plenty of privacy for a relaxing stay.
PETS: Dog allowed with owner approval, no dogs under 2 years old. Please reach out for owner approval on the dog prior to booking. No multiples. $100 fee will be applied if approved.
PARKING: The house features a 2-car garage for your use. Electric cars are welcome, a 40-amp level 2 charger is provided for guest use.
LAKE INFO: Stretching across nearly 418 acres, Cheshire Reservoir (also known as Hoosac Lake) is one of the largest bodies of water in the Berkshires, offering wide-open space for boating, fishing, kayaking, and lakeside lounging. With a maximum depth of around 26 feet, the reservoir is a favorite for anglers targeting bass, pickerel, and perch. Divided into three basins, it offers a mix of recreational and quieter zones, making it ideal for everything from water sports to peaceful paddles.
*All guests who wish to use the golf cart and kayaks will need to sign a waiver in advance of their stay. Management will reach out for signatures prior to arrival for a seamless experience.
*There is a steep hill from the home, down to the lake. Lake is swimmable in season, there are weeds in the lake. Owners have cleared weeds around the dock area for swimming.
*Enjoy fast cable Internet and excellent cell service with AT&T, Verizon, and T-Mobile.
**Your reservation includes a $20 insurance fee to cover any accidental damage during your stay, allowing you to relax and enjoy your vacation with peace of mind. If any damage does occur, please let us know so we can arrange timely replacements for the next guest.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
- Kitchen
- Washer
- Dryer
- Free WiFi
9.8 out of 10, (60 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 23
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property Registration Number C0378850580
We should mention
A car is recommended for transport to and from this property
About the area
Cheshire
Located in Cheshire, this holiday home is in a rural area and on the waterfront. Mount Greylock State Reservation and Mount Greylock State Reservation Visitor Center reflect the area's natural beauty and area attractions include Berkshire Scenic Railway Museum and Berkshire Museum. Travelling with kids? Consider Mountain Coaster and Alpine Super Slide.

Cheshire, MA
What's nearby
- Mount Greylock State Reservation - 10 min drive - 5.7 km
- Mount Greylock State Reservation Visitor Center - 17 min drive - 12.7 km
- Massachusetts Museum of Contemporary Art - 25 min drive - 25.6 km
- Williams College - 36 min drive - 36.4 km
- Mount Greylock - 45 min drive - 36.6 km
Getting around
Restaurants
- McDonald's - 10 min drive
- Viking Pub - 10 min drive
- Wendy's - 11 min drive
- Applebee's Grill + Bar - 12 min drive
- Starbucks - 12 min drive
Frequently asked questions
About the host
Hosted by Evergreen Home

EVERGREEN HOME VACATION RENTALS is a locally owned and operated company with a focus on concierge vacation rental services.
Our team's passion is working with people to create beautiful spaces to be enjoyed for an extended stay or just for a quick getaway. We believe in hard work, open communication and a hands on approach to business. Our team of hosts include Shana, Molly, and Ari and we are ready to help you plan and enjoy your next vacation or work trip. Thanks for checking out our listings, we'd love to invite you to stay!!
Our team's passion is working with people to create beautiful spaces to be enjoyed for an extended stay or just for a quick getaway. We believe in hard work, open communication and a hands on approach to business. Our team of hosts include Shana, Molly, and Ari and we are ready to help you plan and enjoy your next vacation or work trip. Thanks for checking out our listings, we'd love to invite you to stay!!
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback