Renovated Historic Berkshire Gem w/Hot Tub Pool | House in Cheshire
6 Bedroom House in Cheshire
Fully-renovated architectural gem in the heart of the Berkshires! Perfect for family gatherings, weddings, or wellness escapes. Our Cheshire home is nestled on an idyllic 4-acre property and features a gigantic 50’x25’ pool, large hot tub, fire pit and more. Located in the heart of the Berkshires, local attractions such as Tanglewood, skiing at Jiminy Peak, and MASS MoCA are only a short-drive away.
Home layout by floor:
The house includes 6 bedrooms, 3 full bathrooms, and multiple common areas. Here’s the layout:
First Floor:
Bedroom #1: Master bedroom with King Bed and en-suite full bathroom with shower.
Front staircase off of front entryway leading up to Bedrooms #2, #3, and #4.
Living room with large windows to soak in the nature of the private yard.
The Dining Area has a large dining table perfect for groups.
Kitchen is fully equipped with everything you need to make a large family meal, including two ovens!
Large deck off the dining room/kitchen with lots of seating, BBQ, and in-ceiling speakers.
Laundry room.
The back staircase off of the laundry room up to second floor leading to Bedrooms #5 & #6.
Full bathroom with shower off the laundry room/back staircase.
Off the living room, there is a small staircase down to the door leading out to the hot tub and the pool.
Second Floor:
Bedroom #2: Full Bed.
Bedroom #3: King Bed.
Bedroom #4: Full Bed and Twin Bunk Bed.
Bendroom #5: Queen Bed. (Bedrooms #4 and #5 have a connecting door).
Bedroom #6: Queen bed.
Full bathroom across from Bedrooms #2, #3, and #4. Has a tub with showerhead.
Bedrooms #5 and #6 are across from 2 staircases: one leading downstairs to the full bathroom that is off the laundry room/kitchen, the other leading up to the 3rd floor family room.
The hall leading to Bedrooms #2, #3, and #4 has a door that opens to the staircase leading up to the other “3rd floor” space, which is the dedicated office space.
Third floor:
There are two separate third floor spaces:
One in the front of the house, accessed through the staircase coming off the hallway to Bedrooms #2, #3, and #4. This one goes up to the “Eagle’s Nest,” which is set up as an office space with a wooden desk and PC monitor.
The other space is in the back of the house, accessed through the staircase coming off the landing off of Bedrooms #5 and #6. This one is a den / kids play room with TV, toys, a bean bag, a large couch and lots of fun!
TEMPORARY NOTICE ABOUT THE TWO FIREPLACES: As of January 2026 our fireplaces are being renovated by a specialized vendor. Until it is complete, the fireplaces in the living room and dining room will not be available for guests to use. We apologize for the inconvenience. We will post updates as we have them!
Parking: Up to 2 vehicles can be parked along the left side of the house, and up to 4-5 vehicles can fit along the U-shaped drive depending on how they're laid out. So, parking is available for up to 6-7 vehicles in total!
Driveway: Even though our driveway is flat and the home is easily accessible, it is always helpful to have 4WD to drive in the area in the winter.
Pets: Pups are welcome with a $100 for one dog, $150 for two pups, and $200 for three. If you plan on bringing more than three pups, please reach out to us as additional approval may be required. We ask that dogs are kept on a leash while outside the property and about the neighborhood, for everyone's comfort. Please remember to clean up after your pets and mind that additional fees for pup-related damages may apply! Dogs are not allowed in the pool. Finally, unfortunately we cannot host cats or other furry animals due to potential allergy issues.
Heat and air conditioning: There's steam radiators for heat and AC window units at the house. Please mind that cooling is seasonal. For the two fireplaces, we typically leave a few logs to get you started!
Outdoor pool: The pool typically opens after Memorial Day and closes around the beginning of October. Please mind that pool availability may change, depending on weather conditions!
The hot tub outside fits 6 guests comfortably!
Coffee maker: There's a 12-cup drip pot coffee maker at the house.
Strict no smoking, no parties, no fireworks. Please mind the noise ordinance in Town is 10 PM. Other house rules will be on arrival guide.
Please mind that you must be 25 years old to book, and at least one person 25 years old must remain during the stay.
Cancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler's insurance.
Renovated Historic Berkshire Gem w/Hot Tub Pool is located in Cheshire. Renovated Historic Berkshire Gem w/Hot Tub Pool provides accommodation, featuring Pet Friendly, Pool, Ocean View, among other amenities. This House features Pet Friendly, Pool, Ocean View, to make your stay a comfortable one.
Renovated Historic Berkshire Gem w/Hot Tub Pool has 6 Bedrooms , 3 Bathrooms, and max occupancy of 14 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Cheshire has interesting places to visit. If you want to learn more about the House in Cheshire, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Heating
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Hair dryer
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Towels provided
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Bathtub or shower
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3 bathrooms
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6 bedrooms
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Bed sheets provided
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Microwave
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Dishwasher
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Toaster
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Oven
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Cookware/dishes/utensils
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Refrigerator
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Stovetop
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Laundry facilities
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Washing machine and dryer
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Beach towels
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Onsite parking
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1 total (up to 218 lbs per pet)
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Pet friendly
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Welcoming cats and dogs only
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Smoke-free property
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TV
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Unit size: 3906 sq ft (363 sq m)
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Highchair
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Iron/ironing board
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WiFi available
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Porch or lanai
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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First aid kit
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Fire extinguisher
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Hot tub
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Pool
Policies
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number c2187741900 safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
FAQ's
Is this Cheshire house pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Cheshire house have a swimming pool?
Yes, this Cheshire house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Cheshire house?
Best-rates for the Cheshire house starts from $843 per night with includes Air Conditioner, View, Child Friendly, Internet, Kitchen, Pet Friendly, Pool, Ocean View, Security/Safety, Hot Tub, TV, Wellness Facilities, Laundry, Parking, Bedding/Linens, Fireplace/Heating with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Cheshire house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Cheshire house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Cheshire house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Cheshire house?
Based on the information reported by the owner or manager, the Cheshire house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Cheshire house?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
