Berkshires Lakefront Retreat by Evergreen Home | House in Cheshire

10.0 (11 Reviews) |   Pet Friendly   4 Bedrooms  2 Bathrooms  8 Guests  Stay&Play
Cheshire House | Berkshires Lakefront Retreat by Evergreen Home

4 Bedroom House in Cheshire

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.

Berkshires Lakefront Retreat by Evergreen Home is located in Cheshire. Berkshires Lakefront Retreat by Evergreen Home provides accommodation, featuring TV, View, Kitchen, among other amenities. This House features TV, View, Kitchen, to make your stay a comfortable one.

Berkshires Lakefront Retreat by Evergreen Home has 4 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Cheshire has interesting places to visit. If you want to learn more about the House in Cheshire, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 23
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy Pets allowed service animals are welcome, and are exempt from fees up to 50 lbs per pet welcoming dogs only
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number c0378850580 safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Cheshire, 01225, United States

What Our Guests say 500 + Reviews

Jan 23, 2025 03:07:46 AM
Summary: Beautiful tranquil home base for a ski trip with friends.
Julie H. Julie H.
Aug 6, 2024 12:04:20 AM
Summary: Wonderful house with everything we could want. Absolutely loved the access to spices and condiments in the kitchen. Only reason we gave a 4 for location was because of how far we were from any restaurants/stores. Perfect location for people we plan to cook more of their meals.
Dawn A. Dawn A.
Jul 5, 2024 07:32:10 PM
Summary: We rented for a family birthday celebration. This home had everything to make our stay comfortable for all ages. Highly recommend!
Natalie D. Natalie D.
May 28, 2024 02:29:58 AM
Summary: The house was beautiful, clean, and so well stocked with everything we needed. Our kids loved the bunk beds and kayaking around the lake. The view and property was amazing and so peaceful! Communication with the property manager with super quick and easy. The bike path is really close and nice! Quick ride to Mass Moca and other things to do. Overall wonderful trip!
Hannah W. Hannah W.
Oct 13, 2023 04:42:29 AM
Summary: Extremely clean, great location, this house has everything you could want!
Jocelyn S. Jocelyn S.
Sep 28, 2023 02:22:01 AM
Summary: Came up to stay the weekend for freshgrass festival. The house was great and clean, updated appliances, kitchen and bathroom. The lake is very clean, but we didn't go in. We were able to watch a couple of bald eagles flying around the lake. Only concern was that the garage smelt like wet dog. Not a big deal because we didn't hang out in there but the odor was strong when you went in. Would recommend to anyone looking for somewhere to stay in the area.
stephen s. stephen s.
Sep 24, 2023 05:52:53 AM
Summary: There’s a lot to do in this area! The Berkshires are beautiful this time of year. Nearby Pittsfield seems to be going through a renaissance of sorts. Also, The Berkshire Botanical Gardens is a great place to enjoy gardens. Lots of hiking!
Meg P. Meg P.
Feb 1, 2023 12:55:22 AM
Summary: Spent a weekend to join up with college friends and their families. The house was spotless on arrival and there was ample room for everyone. The air hockey table was a great attraction for the kids. The setting of the house was lovely and very convenient to skiing at Jiminy peak. Thank you for accommodating such a big party!
John B. John B.

FAQ's

Is this Cheshire house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Cheshire house have a swimming pool?

No, this Cheshire house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Cheshire house?

Best-rates for the Cheshire house starts from $615 per night with includes Balcony/Terrace, Sports/Activities, Fireplace/Heating, Entertainment, Internet, Parking, Security/Safety, TV, View, Kitchen, Air Conditioner, Pet Friendly, Bedding/Linens, Wellness Facilities, Child Friendly, Laundry StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Cheshire house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Cheshire house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Cheshire house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Cheshire house?

Based on the information reported by the owner or manager, the Cheshire house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Cheshire house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Cheshire house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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