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Cheshire Cove | Waterfront • Kayak • Firepit

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A room with a sliding glass door leading to a deck with a view of a lake, a chair, and a white door.
Property grounds
A kitchen with a stone accent wall, a bar area with stools, and pendant lighting.
Coffee/tea maker, fridge, microwave, oven
A modern living room with a dining table, a sofa, and a kitchen area in the background.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroom

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Outdoor Space
  • Parking available

Explore the area

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

Room options

About the neighborhood

Cheshire

This vacation home places you next to Cheshire Reservoir and within a 3 miles (5 km) of St Mary's of the Assumption Church. The vacation home includes a kitchen, a fireplace, and a balcony.
View more Vacation Homes in CheshireOpens in a new window

What's nearby

  • Cheshire Reservoir - 1 min walk - 0.1 miles
  • Jiminy Peak Mountain Resort - 26 min drive - 12.8 miles
  • Massachusetts Museum of Contemporary Art - 28 min drive - 15.2 miles
  • Williams College - 35 min drive - 22.7 miles
  • Tanglewood Music Center - 40 min drive - 20.7 miles

Getting around

  • Pittsfield Station - 16 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 31 min drive

Restaurants

  • ‪McDonald's - ‬11 min drive
  • ‪Viking Pub - ‬10 min drive
  • ‪Chipotle Mexican Grill - ‬13 min drive
  • ‪Friendly's - ‬11 min drive
  • ‪Starbucks - ‬13 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Cheshire Cove | Waterfront • Kayak • Firepit

Escape to this charming lakeside oasis on Cheshire Lake in the heart of The Berkshires. This nicely appointed 2-bedroom, 1-bath home offers stunning water views, a warm indoor fireplace, and a spacious deck perfect for relaxing or dining outdoors. Enjoy kayaking right from the backyard, grilling al fresco, or cooking up some s`mores at the fire pit. Whether you seek tranquility or adventure, this spot is your perfect lakeside escape, book now before it`s too late!

✔ High-speed Wi-Fi
✔ Smart TV
✔ Fully equipped kitchen
✔ Indoor fireplace
✔ Washer & dryer
✔ Free parking
✔ Spacious deck
✔ Kayak & Pedal boat
✔ Firepit & Outdoor grill
✔ Pack n Play Travel Crib (Upon request)

➥ 8 mins to Ashuwillticook Rail Trail
➥ 13 mins to Mount Greylock State Reservation Visitor Center
➥ 17 mins to Jiminy Peak Mountain Resort
➥ 18 mins to Berkshire Museum
➥ 18 mins to The Colonial Theatre: Berkshire Theatre Group
➥ 21 mins to MASS MoCA
➥ 25 mins to Bousquet Mountain Ski Area
➥ 26 mins to Hancock Shaker Village

✦BEDS & BATHS✦
Inside we have 2 bedrooms and 1 bathroom, all decorated tastefully to give the full nostalgic Berkshire travel experience.

Room Breakdown:
Main Bedroom - 1 Queen bed
Bedroom 2 - 1 King bed

All Berkshire Vacation Rental Co.™ Properties include:
- Support from full-time local team available daily from 9am to 9pm
- Professional housekeeping & property inspection prior to guest arrival
- Towels, linens, and bath products
- At least a mornings worth of coffee to get you started
- Learn more @berkshirevacationrental

Cleaning Protocols: As THE professional management company in The Berkshires we take pride in our professional cleaning standards between guests. We pay above the living wage & 100% of your cleaning fee is paid directly to the individual cleaner responsible for your property.

No pets of any kind allowed at this home. Emotional support animals are not allowed. By law service animals are allowed. If you are planning on bringing a service animal please reach out to us ahead of time so we can verify paperwork. If a pet is brought on the premises without alerting us the reservation will be cancelled.

To provide a high level of security and safety all Berkshire Vacation Rental Co. properties are equipped with a security camera facing the parking area.

Parking at this property is tight. There is a designated spot that will fit two cars snugly. Absolutely no parking on the front lawn, septic system will get crushed.
As hosts, we generally like to abide by the golden rule. Treat our space well, and we`ll treat you well in return.
no smoking
no overnight guests beyond those outlined in the booking
no parties
please respect all quiet hours
Please see guest packet for more information.
The vacation home is heated and features a kitchen and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden

Laundry

  • Washing machine

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • On a lake
  • On the waterfront

Things to do

  • Kayak

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

As hosts, we generally like to abide by the golden rule. Treat our space well, and we`ll treat you well in return. no smoking

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25
Property Registration Number c0541830580

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

417729

Frequently asked questions

What's there to see close to this vacation home?

This vacation home is located in Cheshire within a short 1-minute walk of Cheshire Reservoir. Mount Greylock State Reservation is also within a driving distance of 3.5 mi.

Is parking available on site at Cheshire Cove | Waterfront • Kayak • Firepit?

No, there isn't parking available at the vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is Cheshire Cove | Waterfront • Kayak • Firepit good for couples?

Amenities that appeal to couples at this lakeside vacation home include a fireplace and a kitchen in each house, and some feature lake view.

Does Cheshire Cove | Waterfront • Kayak • Firepit have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does Cheshire Cove | Waterfront • Kayak • Firepit have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Pittsfield, MA (PSF-Pittsfield Municipal), which is 13.9 mi away (31 minutes by car).

Are there rooms with balconies that I can book at Cheshire Cove | Waterfront • Kayak • Firepit?

Yes, every house at Cheshire Cove | Waterfront • Kayak • Firepit comes with a balcony and some offer lake and mountain views.

Cheshire Cove | Waterfront • Kayak • Firepit Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Ivy

Liked: Cleanliness, check-in, communication, listing accuracy
We loved our stay at this house in Cheshire. It is right on Cheshire Lake. It was so peaceful - we swam and used the kayaks provided right from the back yard. We even saw a bald eagle on the lake !!! The house is immaculate with a well stocked kitchen that we cooked in and beautiful new washer and dryer we used. The living room is very comfortable with nice TV and games. The house is just a few minutes from great hiking at Mt Greylock and other trails. And good options for buying supplies and eating out all within a few minutes drive. Can’t wait to stay there again!!
Stayed 2 nights in Jun 2026

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