Entire home

Berkshires Lakefront Retreat by Evergreen Home

Photo gallery for Berkshires Lakefront Retreat by Evergreen Home

A kitchen with a large window, a stainless steel sink, and dark cabinets.
A modern kitchen with a central island, built-in appliances, and a large window offering a view of the outdoors.
A lakeside view with Adirondack chairs and a dock extending into the water.
A modern kitchen with a large island, a window with a view of a lake and mountains, and a wooden deck outside.
A park with a wooden fence, picnic tables, and a lake view.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Air hockey on-site
    A rare find — fast-paced fun without leaving the property.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony or patio
  • Dog-friendly
  • Electric vehicle charging point
  • Air-conditioning
  • Refrigerator
  • Internet

Explore the area

View map
Cheshire, MA
  • Place, Cheshire Reservoir
    ‪2 min walk‬
  • Place, Jiminy Peak Mountain Resort
    ‪26 min drive‬
  • Place, Tanglewood Music Center
    ‪40 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪32 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

Add dates for prices

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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 Lichtenstein Center for the Arts. Travelling with kids? Consider Berkshire Museum and Mountain Coaster.
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Map
Cheshire, MA

What's nearby

  • Cheshire Reservoir - 2 min walk - 0.2 km
  • Jiminy Peak Mountain Resort - 26 min drive - 20.2 km
  • Massachusetts Museum of Contemporary Art - 28 min drive - 24.5 km
  • Williams College - 35 min drive - 36.1 km
  • Tanglewood Music Center - 40 min drive - 33.0 km

Getting around

  • Pittsfield Station - 12 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 24 min drive

Restaurants

  • ‪McDonald's - ‬10 min drive
  • ‪Chipotle Mexican Grill - ‬12 min drive
  • ‪Applebee's Grill + Bar - ‬12 min drive
  • ‪Cumberland Farms - ‬15 min drive
  • ‪Cumberland Farms - ‬11 min drive

Frequently asked questions

Is Berkshires Lakefront Retreat by Evergreen Home pet-friendly?

Yes, this property allows dogs with a maximum weight of up to 23 kg per pet.

How much is parking at Berkshires Lakefront Retreat by Evergreen Home?

On-site parking is available at the property.

What time is check-in at Berkshires Lakefront Retreat by Evergreen Home?

Check-in begins at 4:00 PM.

What time is check-out at Berkshires Lakefront Retreat by Evergreen Home?

Checkout is at 11:00 AM.

Where is Berkshires Lakefront Retreat by Evergreen Home located?

This family-friendly Cheshire holiday home is located on the waterfront, within 2 mi (3 km) of Cheshire Reservoir and St Mary's of the Assumption Church. Mount Greylock State Reservation and Pontoosuc 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.
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Rating 10 - Excellent. 12 out of 13 reviews
Rating 8 - Good. 1 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

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Lovely Berkshire retreat

We loved our stay here. Well maintained house close to a number of Berkshire gems.
Stayed 3 nights in Jun 2025
Response from VrboOwner on 3 July 2025
Thank you for staying!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in a beautiful location.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 16 August 2025
Thanks for staying Michael!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was so clean and comfortable. The kitchen was well equipped with everything one would need for meal prep. The kids loved the bunk bed, air hockey table and ping pong table. We loved the fire place and the views!
Stayed 3 nights in Feb 2026
Response from VrboOwner on 22 February 2026
Thanks for staying Amy!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic home. Very clean, and a great space with a great lake space and yard!
Stayed 3 nights in Aug 2025
Response from VrboOwner on 20 August 2025
Thanks Marissa!
Verified review

8/10 Good

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

Ski weekend

Beautiful tranquil home base for a ski trip with friends.
Stayed 3 nights in Jan 2025
Response from VrboOwner on 25 January 2025
Thanks for staying Julie!
Verified review

10/10 Excellent

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

Beautiful home!

Extremely clean, great location, this house has everything you could want!
Stayed 3 nights in Oct 2023
Response from VrboOwner on 13 October 2023
Thanks so much!
Verified review

10/10 Excellent

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

Wonderful home

We rented for a family birthday celebration. This home had everything to make our stay comfortable for all ages. Highly recommend!
Stayed 3 nights in Jun 2024
Response from VrboOwner on 5 July 2024
Thanks for staying Natalie!
Verified review

10/10 Excellent

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

The house was very clean when we arrived. We loved the location.

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!
Stayed 7 nights in Sep 2023
Response from VrboOwner on 25 September 2023
Thank you for staying Meg!
Verified review

10/10 Excellent

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

Perfectly peaceful

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.
Stayed 2 nights in Jul 2024
Response from VrboOwner on 8 August 2024
Thanks for staying Dawn! For reference in terms of location, this property is a 10 minute drive to the closest two grocery stores. An 8 minute drive to Target, mini golf, driving range, and ice cream shop. And a 6-8 minute drive to the closest restaurants, gas station, spa, coffee shop, and hiking at Mt Greylock.
Verified review

10/10 Excellent

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

Beautiful vacation!

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!
Stayed 3 nights in May 2024
Response from VrboOwner on 28 June 2024
Thanks for staying!
Verified review

10/10 Excellent

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

Beautiful setting, clean and inviting home

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!
Stayed 2 nights in Jan 2023
Response from VrboOwner on 16 August 2023
Thanks so much for staying John! It was our pleasure to host you your group!
Verified review

10/10 Excellent

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

Beautiful view

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.
Stayed 2 nights in Sep 2023
Response from VrboOwner on 13 October 2023
Thank you Stephen!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place! Loved sitting by the lake. So peaceful.
Stayed 3 nights in Jun 2026
Response from VrboOwner on 24 June 2026
Thanks for staying!
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