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 and noise monitoring hardware inside the home. If either of these items are tampered with in any way guests will be alerted immediately and we reserve the right to cancel the reservation if the problem isn't rectified. 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 and noise monitoring hardware inside the home. If either of these items are tampered with in any way guests will be alerted immediately and we reserve the right to cancel the reservation if the problem isn't rectified. 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
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Apr 18, 2026 | $169 | Not Available | 3 |
| Apr 19, 2026 | $149 | Not Available | 2 |
| Apr 20, 2026 | $135 | Not Available | 2 |
| Apr 21, 2026 | $135 | Not Available | 2 |
| Apr 22, 2026 | $166 | Not Available | 2 |
| Apr 23, 2026 | $155 | Available | 2 |
| Apr 24, 2026 | $187 | Not Available | 2 |
| Apr 25, 2026 | $186 | Not Available | 2 |
| Apr 26, 2026 | $179 | Not Available | 3 |
| Apr 27, 2026 | $187 | Not Available | 3 |
| Apr 28, 2026 | $190 | Not Available | 2 |
| Apr 29, 2026 | $181 | Available | 2 |
| Apr 30, 2026 | $195 | Available | 2 |
| May 1, 2026 | $242 | Available | 2 |
| May 2, 2026 | $237 | Available | 2 |
| May 3, 2026 | $205 | Available | 2 |
| May 4, 2026 | $190 | Available | 2 |
| May 5, 2026 | $197 | Available | 2 |
| May 6, 2026 | $196 | Available | 2 |
| May 7, 2026 | $219 | Available | 2 |
| May 8, 2026 | $226 | Available | 2 |
| May 9, 2026 | $229 | Available | 2 |
| May 10, 2026 | $216 | Available | 2 |
| May 11, 2026 | $206 | Available | 2 |
| May 12, 2026 | $222 | Available | 2 |
| May 13, 2026 | $150 | Not Available | 5 |
| May 14, 2026 | $162 | Not Available | 5 |
| May 15, 2026 | $177 | Not Available | 5 |
| May 16, 2026 | $185 | Not Available | 5 |
| May 17, 2026 | $177 | Not Available | 5 |
| May 18, 2026 | $150 | Not Available | 5 |
| May 19, 2026 | $151 | Not Available | 5 |
| May 20, 2026 | $154 | Not Available | 5 |
| May 21, 2026 | $183 | Not Available | 5 |
| May 22, 2026 | $242 | Not Available | 5 |
| May 23, 2026 | $242 | Not Available | 5 |
| May 24, 2026 | $237 | Not Available | 5 |
| May 25, 2026 | $154 | Not Available | 5 |
| May 26, 2026 | $154 | Not Available | 5 |
| May 27, 2026 | $229 | Not Available | 3 |
| May 28, 2026 | $259 | Not Available | 4 |
| May 29, 2026 | $260 | Not Available | 4 |
| May 30, 2026 | $276 | Not Available | 4 |
| May 31, 2026 | $244 | Not Available | 4 |
| Jun 1, 2026 | $234 | Not Available | 3 |
| Jun 2, 2026 | $227 | Available | 3 |
| Jun 3, 2026 | $245 | Available | 3 |
| Jun 4, 2026 | $299 | Available | 3 |
| Jun 5, 2026 | $331 | Available | 3 |
| Jun 6, 2026 | $333 | Available | 3 |
| Jun 7, 2026 | $290 | Available | 3 |
| Jun 8, 2026 | $295 | Available | 3 |
| Jun 9, 2026 | $303 | Available | 3 |
| Jun 10, 2026 | $359 | Available | 3 |
| Jun 11, 2026 | $512 | Available | 3 |
| Jun 12, 2026 | $515 | Available | 3 |
| Jun 13, 2026 | $515 | Available | 3 |
| Jun 14, 2026 | $314 | Available | 3 |
| Jun 15, 2026 | $274 | Available | 4 |
| Jun 16, 2026 | $315 | Available | 4 |
| Jun 17, 2026 | $257 | Available | 4 |
| Jun 18, 2026 | $291 | Available | 4 |
| Jun 19, 2026 | $323 | Available | 4 |
| Jun 20, 2026 | $305 | Available | 4 |
| Jun 21, 2026 | $253 | Available | 4 |
| Jun 22, 2026 | $232 | Available | 4 |
| Jun 23, 2026 | $234 | Available | 4 |
| Jun 24, 2026 | $294 | Available | 4 |
| Jun 25, 2026 | $400 | Available | 4 |
| Jun 26, 2026 | $599 | Available | 4 |
| Jun 27, 2026 | $599 | Available | 4 |
| Jun 28, 2026 | $458 | Available | 4 |
| Jun 29, 2026 | $304 | Available | 4 |
| Jun 30, 2026 | $243 | Available | 4 |
| Jul 1, 2026 | $301 | Available | 4 |
| Jul 2, 2026 | $441 | Available | 4 |
| Jul 3, 2026 | $485 | Available | 4 |
| Jul 4, 2026 | $462 | Available | 4 |
| Jul 5, 2026 | $328 | Available | 4 |
| Jul 6, 2026 | $263 | Available | 4 |
| Jul 7, 2026 | $262 | Available | 4 |
| Jul 8, 2026 | $265 | Available | 4 |
| Jul 9, 2026 | $339 | Available | 4 |
| Jul 10, 2026 | $389 | Available | 4 |
| Jul 11, 2026 | $399 | Available | 4 |
| Jul 12, 2026 | $303 | Available | 4 |
| Jul 13, 2026 | $314 | Available | 4 |
| Jul 14, 2026 | $324 | Available | 4 |
| Jul 15, 2026 | $321 | Available | 5 |
| Jul 16, 2026 | $343 | Available | 5 |
| Jul 17, 2026 | $408 | Available | 5 |
Where you'll sleep
Amenities
Guests love this place
4.71
based on 14 reviews
Nice place, nice host, very conveniently situated and very cozy, we had a great time and recommend !
Nice structure. Two major problems. One being water pressure. You can barely get wet in shower, you certainly can’t when dishwasher is on as there is no water at all in that circumstance. Secondly there is no parking unless you drive a Prius or a jeep.
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.
4.71
based on 14 reviews
Nice place, nice host, very conveniently situated and very cozy, we had a great time and recommend !
Nice structure. Two major problems. One being water pressure. You can barely get wet in shower, you certainly can’t when dishwasher is on as there is no water at all in that circumstance. Secondly there is no parking unless you drive a Prius or a jeep.
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.
Beautiful home and surroundings. Would love to return in the summer. It’s a large space but still cozy. Exactly what I was looking for during a getaway to the berkshires
All I can say is what a great place! Beautiful area with a house that is completely redone and done right. This area is a must visit and this place is a must stay!
Great place in a quiet location with an amazing lake view. The house is cozy and comfortable even though it isn’t modern, and the kitchen has everything you need. I would suggest adding curtains or blinds to the front door and kitchen window for a bit more privacy, even though no one passes by except the neighbor. Overall, I really enjoyed my stay. Thank you, Jaryn!
Clean, new, comfortable place. Steps from the water Well equipped, made for short rentals. Limited parking.
Absolutely wonderful hosts. They left very detailed instructions on everything I needed to know to be comfortable and enjoy my mini vacation. The house was beautiful and spotless. The lake the house is on is gorgeous and quiet. A beautiful bike path that goes for miles is right across the street. The kayaks you can use on property were fun, too. Such a great experience would highly recommend.
We had a fabulous stay at the Lakeside Oasis! Jaryn was an outstanding host and was extremely quick to respond to any questions, before and during our stay. Upon entering the house, it was simply immaculate, warm and welcoming. The home's decor was tasteful and minimalistic. The lights inside (and outside) the house are incredibly bright. (We were grateful most of the interior lights had dimmer switches.) Over all I'd say we spent most of our time out on the back deck, the back lawn or on the water. The lake is literally steps off the back porch. It's the first thing you see when you walk into the home. The whole front of the house consists of sliding glass doors. (including one in the main bedroom) There are nearby neighbors, but everyone was quiet, friendly and kept to themselves. Oh and the airbnb listing stated there wasn't a hair dryer - but there was. Super easy check in and check out. Thank you for sharing your lovely home, Jaryn. We're sure to return!
Our week long stay was a welcome and restful retreat. The place is new, so it’s very clean and stocked quite well. Decorated so tastefully and very comfortable from the beds to the living area. We loved the fireplace at night and sitting on the deck watching the family of eagles on the island. Kayaking was fantastic and our favorite part of our time here. It is a bit difficult getting the boats in and out of the water as there is no dock or sandy area. Opening a space for that would really improve this lake property. Conveniently located close to Mt Greylock for hiking and there’s a fabulous bike trail on the lake where you can rent bikes if you don’t have your own. Quiet neighbors made it feel like we were the only people around. There’s a fabulous organic grocery store ( Guido’s Market) in Pittsfield which is about a 25 min drive. We loved this lakeside get away and highly recommend it to others who need some down time. Jaryn is friendly and quick to respond. A great host!
Where you'll be
Cheshire, MA, 01225, United States of America
Explore the scenic heart of the Berkshires from this refined escape positioned near the majestic peaks of Western Massachusetts. A short drive away, Mount Greylock State Reservation offers expansive vistas and rugged hiking trails, while Whitney’s Farm Market & Garden Center provides a charming stop for fresh deli provisions. Discover the Ashuwillticook Rail Trail for a morning cycle or venture within easy reach of Wahconah
Explore the scenic heart of the Berkshires from this refined escape positioned near the majestic peaks of Western Massachusetts. A short drive away, Mount Greylock State Reservation offers expansive vistas and rugged hiking trails, while Whitney’s Farm Market & Garden Center provides a charming stop for fresh deli provisions. Discover the Ashuwillticook Rail Trail for a morning cycle or venture within easy reach of Wahconah
Things to know
Cancellation policy
Refundable Bookings
Cancellation deadlines:
- For stays under 15 nights, you may cancel or reschedule up to 14 days before check-in for a full refund. For stays 15 nights or longer, the cancellation window is 60 days.
- For some homes, a 30-day deadline applies — this will be clearly shown before you book.
- Cancellations must be submitted before 4 PM EST on the deadline day to qualify.
Fair-Refund Policy
If you cancel after the deadline:
- Berkshire Vacation Rental Co. will relist your dates and automatically refund you for any nights that rebook.
- The refund per night will be the lower of the original price or the rebooking rate. Nights that do not rebook are non-refundable.
Half-Now, Half-Later Bookings
- The first half of your payment is non-refundable.
- The second half may be refunded according to the standard cancellation policy above.
Non-Refundable Bookings
If you selected a Non-Refundable rate at checkout, the booking cannot be changed or canceled, and no refund will be issued.
Date Changes & Rebooking
Once a stay is canceled, you can't rebook the same dates yourself. If you need help choosing new dates, our Concierge team is happy to assist.
Transfers to Another Guest
You may transfer your booking to someone else at no charge. Just contact the Concierge with the new guest's name and email. The new guest must accept the transfer for it to take effect.
Policy Match Guarantee
If a better price is available for the same property on Airbnb or the owner's site, contact the Concierge — Berkshire Vacation Rental Co. will match it.
By completing your booking, you acknowledge and agree to Berkshire Vacation Rental Co.'s cancellation policy.
