Cheshire, MA

Cheshire Cove | Waterfront • Kayak • Firepit

2 bedrooms 2 beds 1 baths 4 guests 4.9 (13)

About the property

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.

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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 19, 2026$151Not Available5
May 20, 2026$154Not Available5
May 21, 2026$183Not Available5
May 22, 2026$242Not Available5
May 23, 2026$242Not Available5
May 24, 2026$237Not Available5
May 25, 2026$154Not Available5
May 26, 2026$154Not Available5
May 27, 2026$218Not Available2
May 28, 2026$259Not Available4
May 29, 2026$260Not Available4
May 30, 2026$276Not Available4
May 31, 2026$244Not Available4
Jun 1, 2026$214Not Available2
Jun 2, 2026$215Available2
Jun 3, 2026$241Available2
Jun 4, 2026$249Available2
Jun 5, 2026$280Available2
Jun 6, 2026$281Available2
Jun 7, 2026$292Not Available3
Jun 8, 2026$293Not Available3
Jun 9, 2026$301Not Available3
Jun 10, 2026$288Not Available2
Jun 11, 2026$362Available2
Jun 12, 2026$427Available2
Jun 13, 2026$428Available2
Jun 14, 2026$270Available2
Jun 15, 2026$239Available2
Jun 16, 2026$236Available2
Jun 17, 2026$245Available2
Jun 18, 2026$277Available3
Jun 19, 2026$314Available3
Jun 20, 2026$302Available3
Jun 21, 2026$264Available3
Jun 22, 2026$238Available3
Jun 23, 2026$238Available3
Jun 24, 2026$268Available3
Jun 25, 2026$372Available3
Jun 26, 2026$499Available3
Jun 27, 2026$499Available3
Jun 28, 2026$387Available3
Jun 29, 2026$273Available3
Jun 30, 2026$268Available3
Jul 1, 2026$331Available3
Jul 2, 2026$464Available3
Jul 3, 2026$499Not Available3
Jul 4, 2026$499Not Available3
Jul 5, 2026$358Not Available3
Jul 6, 2026$275Not Available3
Jul 7, 2026$265Not Available3
Jul 8, 2026$288Not Available4
Jul 9, 2026$364Not Available4
Jul 10, 2026$426Not Available4
Jul 11, 2026$421Not Available4
Jul 12, 2026$320Not Available3
Jul 13, 2026$340Available3
Jul 14, 2026$340Available3
Jul 15, 2026$340Available3
Jul 16, 2026$352Available3
Jul 17, 2026$423Available3
Jul 18, 2026$428Available4
Jul 19, 2026$332Available4
Jul 20, 2026$309Not Available4
Jul 21, 2026$299Not Available4
Jul 22, 2026$293Not Available4
Jul 23, 2026$351Not Available4
Jul 24, 2026$425Not Available4
Jul 25, 2026$438Not Available4
Jul 26, 2026$336Not Available4
Jul 27, 2026$345Not Available4
Jul 28, 2026$310Not Available4
Jul 29, 2026$296Available4
Jul 30, 2026$342Available4
Jul 31, 2026$406Available4
Aug 1, 2026$446Available4
Aug 2, 2026$357Available4
Aug 3, 2026$355Available4
Aug 4, 2026$362Available4
Aug 5, 2026$367Available4
Aug 6, 2026$373Available4
Aug 7, 2026$440Available4
Aug 8, 2026$462Available4
Aug 9, 2026$369Available4
Aug 10, 2026$347Available4
Aug 11, 2026$340Available4
Aug 12, 2026$341Available4
Aug 13, 2026$374Available4
Aug 14, 2026$444Available4
Aug 15, 2026$466Available4
Aug 16, 2026$382Available4
Aug 17, 2026$376Available5

Where you'll sleep

Amenities

Waterfront
Fire pit
Outdoor fireplace
Fire place
Patio
Balcony
Mountain view
Lake view

4.9 · 13 reviews

M
Michael M.
3 weeks ago

What a great place! Right on a beautiful lake. The house was so new and clean. We were so glad to be there

V
Victor G.
January 2026

Nice place, nice host, very conveniently situated and very cozy, we had a great time and recommend !

C
Claire C.
December 2025

We celebrated Christmas 2025 with our son and grandson. We’re surprised with a sneak snowstorm which made everything that much more special. We were even shoveled out, very nice touch. Plan to visit in the summer.

Where you'll be

Cheshire, MA, 01225, United States of America

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 3:00 PM.
Check-out before 11:00 AM.
Maximum 4 guests.