Entire home
Berkshires Lakefront Retreat by Evergreen Home
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
4 bedrooms2+ bathroomsSleeps 82420 sq ft
Popular amenities
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
Evergreen Home Vacation Rentals invites you to this serene retreat on 4 private acres, just 15 minutes from Jiminy Peak. This newly renovated 4BR/2.5BA home offers breathtaking views of both the lake and mountains.
Discover a chef’s dream kitchen with top-tier appliances, perfect for culinary creativity. After a day of adventure, unwind in the luxurious soaking tub or relax by the fire. Whether seeking peace or mountain thrills, this is your perfect Berkshire escape.
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 lakefront property in Cheshire offers breathtaking views year-round. The expansive grounds provide plenty of privacy for a relaxing and peaceful stay.
⭐️ PETS: Dogs may be permitted with prior owner approval. No dogs under 2 years old and no multiple pets. Please contact us for approval before booking. A $100 pet fee applies if approved.
⭐️ PARKING & EV: The home features a 2-car garage. Electric cars are welcome, and a 40-amp Level 2 charger is available for guest use.
⭐️ LAKE INFORMATION: Cheshire Reservoir (Hoosac Lake) spans nearly 418 acres, making it one of the largest lakes in the Berkshires. With a maximum depth of approximately 26 feet, the lake is ideal for boating, fishing, kayaking, and lakeside lounging. Divided into three basins, it offers both active and peaceful zones.
• Guests wishing to use the golf cart or kayaks must sign a waiver in advance; management will provide this prior to arrival.
• There is a steep hill from the home to the lake. Swimming is available in season; weeds are present, but cleared around the dock area for safe access.
⭐️ TECH & AMENITIES: Fast cable Internet and strong cell coverage (AT&T, Verizon, T-Mobile) ensure you stay connected.
⭐️ DAMAGE PROTECTION: Your reservation includes a $20 accidental damage insurance fee, allowing you to relax and enjoy your stay with peace of mind. If any damage occurs, please notify us so we can arrange timely replacements for the next guest.
Discover a chef’s dream kitchen with top-tier appliances, perfect for culinary creativity. After a day of adventure, unwind in the luxurious soaking tub or relax by the fire. Whether seeking peace or mountain thrills, this is your perfect Berkshire escape.
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 lakefront property in Cheshire offers breathtaking views year-round. The expansive grounds provide plenty of privacy for a relaxing and peaceful stay.
⭐️ PETS: Dogs may be permitted with prior owner approval. No dogs under 2 years old and no multiple pets. Please contact us for approval before booking. A $100 pet fee applies if approved.
⭐️ PARKING & EV: The home features a 2-car garage. Electric cars are welcome, and a 40-amp Level 2 charger is available for guest use.
⭐️ LAKE INFORMATION: Cheshire Reservoir (Hoosac Lake) spans nearly 418 acres, making it one of the largest lakes in the Berkshires. With a maximum depth of approximately 26 feet, the lake is ideal for boating, fishing, kayaking, and lakeside lounging. Divided into three basins, it offers both active and peaceful zones.
• Guests wishing to use the golf cart or kayaks must sign a waiver in advance; management will provide this prior to arrival.
• There is a steep hill from the home to the lake. Swimming is available in season; weeds are present, but cleared around the dock area for safe access.
⭐️ TECH & AMENITIES: Fast cable Internet and strong cell coverage (AT&T, Verizon, T-Mobile) ensure you stay connected.
⭐️ DAMAGE PROTECTION: Your reservation includes a $20 accidental damage insurance fee, allowing you to relax and enjoy your stay with peace of mind. If any damage occurs, please notify us so we can arrange timely replacements for the next guest.
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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
- St Mary's of the Assumption Church - 4 min drive - 2.9 km
- Mount Greylock State Reservation - 7 min drive - 3.9 km
- Adams Theater - 12 min drive - 12.5 km
- Skyline Country Club - 12 min drive - 9.3 km
- Susan B. Anthony Birthplace Museum - 15 min drive - 14.3 km
Getting around
Restaurants
- Applebee's Grill + Bar - 12 min drive
- Wendy's - 11 min drive
- Dunkin' - 10 min drive
- Cumberland Farms - 11 min drive
- Cumberland Farms - 15 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.8/10
Location
10/10
Listing accuracy
Reviews
15 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Aug 2025
10/10 Excellent
Asha S.
30 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Berkshire retreat
Asha S.
Stayed 3 nights in Jun 2025
10/10 Excellent
Marissa L.
18 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Marissa L.
Stayed 3 nights in Aug 2025
8/10 Good
Julie H.
22 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ski weekend
Julie H.
Stayed 3 nights in Jan 2025
10/10 Excellent
Jocelyn S.
12 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home!
Jocelyn S.
Stayed 3 nights in Oct 2023
10/10 Excellent
Natalie D.
5 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful home
Natalie D.
Stayed 3 nights in Jun 2024
10/10 Excellent
Meg P.
23 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very clean when we arrived. We loved the location.
Meg P.
Stayed 7 nights in Sep 2023
10/10 Excellent
Dawn A.
5 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfectly peaceful
Dawn A.
Stayed 2 nights in Jul 2024
10/10 Excellent
Hannah W.
27 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful vacation!
Hannah W.
Stayed 3 nights in May 2024
10/10 Excellent
John B.
30 Jan, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful setting, clean and inviting home
John B.
Stayed 2 nights in Jan 2023
10/10 Excellent
stephen s.
25 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful view
stephen s.
Stayed 2 nights in Sep 2023
10/10 Excellent
Amy S.
20 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amy S.
Stayed 3 nights in Feb 2026
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:
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