Cheshire, MA
Cheshire Cove | Waterfront • Kayak • Firepit
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.
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) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jun 2, 2026 | $149 | Available | 2 |
| Jun 3, 2026 | $170 | Available | 2 |
| Jun 4, 2026 | $209 | Available | 2 |
| Jun 5, 2026 | $311 | Not Available | 2 |
| Jun 6, 2026 | $288 | Not Available | 2 |
| Jun 7, 2026 | $292 | Not Available | 3 |
| Jun 8, 2026 | $293 | Not Available | 3 |
| Jun 9, 2026 | $301 | Not Available | 3 |
| Jun 10, 2026 | $270 | Not Available | 2 |
| Jun 11, 2026 | $341 | Available | 2 |
| Jun 12, 2026 | $388 | Available | 2 |
| Jun 13, 2026 | $389 | Available | 2 |
| Jun 14, 2026 | $267 | Available | 2 |
| Jun 15, 2026 | $234 | Available | 2 |
| Jun 16, 2026 | $235 | Available | 2 |
| Jun 17, 2026 | $255 | Available | 2 |
| Jun 18, 2026 | $295 | Available | 2 |
| Jun 19, 2026 | $320 | Available | 2 |
| Jun 20, 2026 | $263 | Not Available | 2 |
| Jun 21, 2026 | $232 | Not Available | 2 |
| Jun 22, 2026 | $207 | Available | 2 |
| Jun 23, 2026 | $258 | Not Available | 2 |
| Jun 24, 2026 | $265 | Not Available | 3 |
| Jun 25, 2026 | $366 | Not Available | 3 |
| Jun 26, 2026 | $499 | Not Available | 3 |
| Jun 27, 2026 | $499 | Not Available | 3 |
| Jun 28, 2026 | $376 | Not Available | 3 |
| Jun 29, 2026 | $274 | Not Available | 3 |
| Jun 30, 2026 | $340 | Not Available | 2 |
| Jul 1, 2026 | $284 | Available | 3 |
| Jul 2, 2026 | $399 | Available | 3 |
| Jul 3, 2026 | $499 | Not Available | 3 |
| Jul 4, 2026 | $499 | Not Available | 3 |
| Jul 5, 2026 | $358 | Not Available | 3 |
| Jul 6, 2026 | $275 | Not Available | 3 |
| Jul 7, 2026 | $265 | Not Available | 3 |
| Jul 8, 2026 | $288 | Not Available | 4 |
| Jul 9, 2026 | $364 | Not Available | 4 |
| Jul 10, 2026 | $426 | Not Available | 4 |
| Jul 11, 2026 | $421 | Not Available | 4 |
| Jul 12, 2026 | $348 | Not Available | 3 |
| Jul 13, 2026 | $366 | Available | 3 |
| Jul 14, 2026 | $371 | Available | 3 |
| Jul 15, 2026 | $373 | Available | 3 |
| Jul 16, 2026 | $398 | Available | 3 |
| Jul 17, 2026 | $469 | Available | 3 |
| Jul 18, 2026 | $485 | Available | 3 |
| Jul 19, 2026 | $361 | Available | 3 |
| Jul 20, 2026 | $338 | Not Available | 3 |
| Jul 21, 2026 | $299 | Not Available | 4 |
| Jul 22, 2026 | $293 | Not Available | 4 |
| Jul 23, 2026 | $351 | Not Available | 4 |
| Jul 24, 2026 | $425 | Not Available | 4 |
| Jul 25, 2026 | $438 | Not Available | 4 |
| Jul 26, 2026 | $336 | Not Available | 4 |
| Jul 27, 2026 | $345 | Not Available | 4 |
| Jul 28, 2026 | $378 | Not Available | 3 |
| Jul 29, 2026 | $332 | Available | 3 |
| Jul 30, 2026 | $380 | Available | 3 |
| Jul 31, 2026 | $442 | Available | 4 |
| Aug 1, 2026 | $435 | Available | 4 |
| Aug 2, 2026 | $349 | Not Available | 4 |
| Aug 3, 2026 | $348 | Not Available | 4 |
| Aug 4, 2026 | $359 | Not Available | 4 |
| Aug 5, 2026 | $356 | Not Available | 4 |
| Aug 6, 2026 | $365 | Available | 4 |
| Aug 7, 2026 | $435 | Available | 4 |
| Aug 8, 2026 | $453 | Available | 4 |
| Aug 9, 2026 | $351 | Available | 4 |
| Aug 10, 2026 | $333 | Available | 4 |
| Aug 11, 2026 | $333 | Available | 4 |
| Aug 12, 2026 | $333 | Available | 4 |
| Aug 13, 2026 | $360 | Available | 4 |
| Aug 14, 2026 | $417 | Available | 4 |
| Aug 15, 2026 | $435 | Available | 4 |
| Aug 16, 2026 | $364 | Available | 4 |
| Aug 17, 2026 | $365 | Available | 4 |
| Aug 18, 2026 | $378 | Available | 4 |
| Aug 19, 2026 | $385 | Available | 4 |
| Aug 20, 2026 | $409 | Available | 4 |
| Aug 21, 2026 | $475 | Available | 4 |
| Aug 22, 2026 | $461 | Not Available | 4 |
| Aug 23, 2026 | $401 | Not Available | 5 |
| Aug 24, 2026 | $374 | Not Available | 5 |
| Aug 25, 2026 | $339 | Not Available | 5 |
| Aug 26, 2026 | $332 | Not Available | 5 |
| Aug 27, 2026 | $376 | Not Available | 5 |
| Aug 28, 2026 | $426 | Not Available | 5 |
| Aug 29, 2026 | $426 | Not Available | 5 |
| Aug 30, 2026 | $332 | Not Available | 5 |
| Aug 31, 2026 | $307 | Available | 5 |
Amenities
4.9 · 13 reviews
What a great place! Right on a beautiful lake. The house was so new and clean. We were so glad to be there
Nice place, nice host, very conveniently situated and very cozy, we had a great time and recommend !
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, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.