Winthrop Estate - 1925 Charm & Modern Luxury | Villa in Lenox

12 Bedroom Villa in Lenox
Summary:
I’m Jamie, the proud caretaker of the timeless and beautiful Winthrop Estate. This restored 1920s Gilded Age mansion, set on 45 serene acres with walking trails, blends historic charm with modern luxury. Perfect for groups, it features luxurious bedrooms, a chef’s kitchen, modern amenities, and elegant gathering spaces—an ideal retreat for creating lasting memories.
The Space:
Thoughtfully renovated with modern touches, this jewel is set on 45 acres and offers the perfect blend of charm and convenience.
Location Highlights:
- Less than a mile from the center of Lenox, with its vibrant restaurants, cafes, bars, shops, and galleries.
- Within a mile of Kennedy Park, a 500-acre hardwood forest featuring:
- 15 miles of groomed trails for hiking, cross-country skiing, and picnics.
- A lookout point with breathtaking mountain vistas.
- Just 1.5 miles from Tanglewood’s front gate, making it an ideal, centrally located property.
Onsite Amenities:
- Grand Social Spaces:
- A purple-heartwood-paneled library.
- A plant-filled conservatory.
- Chef’s Kitchen:
- Fully equipped with a 10-burner Wolf stove and a suite of Wolf appliances.
- Outdoor Features:
- BBQ grill, fire pit, and stove.
- Whiffle ball and lawn croquet.
- Acres of hiking trails.
- Recreation & Workspaces:
- Game room with ping pong, foosball, Legos, and board games.
- Dedicated workstation with an external monitor and powered standing desk.
- EV charger compatible with all vehicle types
Accommodations:
- 7 main bedrooms comfortably accommodate 14 guests.
- 5 additional standard bedrooms with a shared bathroom can host 10 more guests.
- Total capacity: 24 guests.
- A dining room with seating for up to 24 people.
Note:
While the estate is spacious and perfect for group gatherings, we do not host outside events with non-resident guests such as ceremonies or dinners.
Enjoy the perfect mix of historic elegance and modern comfort at the Winthrop Estate!
Other Things to Note:
To ensure a seamless and secure experience, all guests will be screened prior to check-in and asked to sign a house rules agreement.
Please keep in mind that the Winthrop Estate is nestled in the scenic countryside of Lenox. While we strive to maintain a clean and comfortable environment, the natural surroundings may include occasional encounters with flies and other wildlife. This is part of the charm of country living, and we appreciate your understanding.
We look forward to hosting you at the Winthrop Estate!
Interaction with Guests:
Once you have made your booking, we will give you our contact information and you can reach us before and during your stay. We are happy to share local information and house history.
Winthrop Estate - 1925 Charm & Modern Luxury is located in Lenox. Winthrop Estate - 1925 Charm & Modern Luxury provides accommodation, featuring TV, Laundry, Balcony/Terrace, among other amenities. This Villa features TV, Laundry, Balcony/Terrace, to make your stay a comfortable one.
Winthrop Estate - 1925 Charm & Modern Luxury has 12 Bedrooms , 10 Bathrooms, and max occupancy of 24 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 Villa because of the excellent services rendered by the owner or manager of this Villa, 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. Villa has a friendly neighborhood, and the Lenox has interesting places to visit. If you want to learn more about the Villa in Lenox, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Facility Overview
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Air conditioning
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Heating
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10+ bathrooms
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Towels provided
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Shower
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Hair dryer
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Bed sheets provided
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12 bedrooms
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Fireplace
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Stovetop
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Refrigerator
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Microwave
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Cookware/dishes/utensils
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Coffee/tea maker
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Oven
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Toaster
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Dishwasher
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Laundry facilities
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Washing machine and dryer
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Onsite parking
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No pets allowed
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Hardwood flooring in public areas
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4 stairs to reach property
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Upper floors accessible by stairs only
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Area rugs in public areas
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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Smoke-free property
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Tile flooring in public areas
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Fitness center
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Video games
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Books
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Arcade/game room
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TV
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Recycling
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Spanish
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English
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Office
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Desk
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Highchair
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Travel crib
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Children's toys
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Baby monitor
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Iron/ironing board
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WiFi available
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Garden
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Balcony
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Barbecue grill
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First aid kit
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Fire extinguisher
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Smoke detector installed (host has indicated there is a smoke detector on the property)
Policies
FAQ's
Is this Lenox villa pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Lenox villa have a swimming pool?
No, this Lenox villa does not have 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 Lenox villa?
Best-rates for the Lenox villa starts from $4,673 per night with includes Air Conditioner, Fireplace/Heating, Guest Services, Entertainment, Child Friendly, Parking, TV, Laundry, Balcony/Terrace, Wellness Facilities, Internet, Kitchen, Security/Safety, Sports/Activities, Bedding/Linens, Barbecue/Outdoor Cooking At SunSki Resorts, we pair every traveler with their perfect accommodation, complete with all necessary facilities. Whether you're traveling with a group, friends, family, or pets, we have the ideal rental for you.
Is Lenox villa 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 villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Lenox villa wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Lenox villa 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 Lenox villa?
Based on the information reported by the owner or manager, the Lenox villa indicates 1 day stay policy at this villa. 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 Lenox villa?
Based on the information reported by the owner or manager, details for the cancellation policy for the Lenox villa are as follows: Cancellation policy 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.