Luxury Berkshires Retreat in Lenox - Main House & Studio
A private retreat in Berkshires set on 5 acres in prime location in Lenox - our all-season property offers secluded luxury whilst offering close proximity to Tanglewood, Ski slopes, hiking trails, Lakes, the historic town of Lenox and other Berkshire towns. Chic furnishings, eclectic artwork and modern amenities make this house the perfect spot to unwind in the Berkshires. You can rent the whole property for up to 15 people. There are two buildings on the property, the Main House sleeps 11 and the Studio sleeps 4.
Main House [4400sqft]: This charming 1920s log cabin has an expansive layout with a breezeway connecting a newer section. Inside you will find five well-appointed bedrooms, three beautifully renovated bathrooms and a powder room. The heart and soul of the house is an expansive living room with a brick fireplace, furnished with stylish antiques and big comfortable sofas, a TV area, and a grand piano. Step out of the living room, onto a balcony to take in the pristine views of the valley below. Right behind the living room is a study and a king bedroom with a full bath. The second floor has two spacious bedrooms (one king and three twins respectively) which share a full bath with a claw foot tub and a separate shower. At the other end of the house, you will find an inviting country kitchen that opens up to a large dining area. The farm table seats 10 comfortably, and there is an adjoining dining area for children. Above the kitchen are two queen bedrooms, a hall bathroom with shower, and a TV den. There’s high speed wifi internet throughout the house.
Studio [1200sqft]: Just a few steps from the main house, is our two-bedroom guest house Studio - which can only be rented by the guests in the Main House. The bright and airy guest house originally used to be a photography studio. On the ground floor there’s a new kitchen, an open plan living room and a dining area with a table that seats six. The guest house has its own wifi router for easy internet access. The ground floor bathroom also has a laundry closet. There are two bedrooms, each with a queen bed. The bedroom on the ground floor is next to the bathroom. The upstairs bedroom, located a few steps above the main living area, has lovely sky lights.
Gazebo: This property originally used to have a clay tennis court that fell into disrepair. So we repurposed it and built a screened-in living space by the woods' edge, with a 16 seat dining table and sofas for lounging. In this substantial new space you will be able to enjoy long, leisurely meals al fresco, and then curl up for a nap while listening to birds and crickets sing. During the cold season, you can enjoy a fire in the large in-ground fire pit right outside the Gazebo.
Not just a conventional vacation rental, we’ve set up this property as our own retreat with a lot of thought and care. Choosing to rent a home instead of booking a hotel room allows you the space to get together with friends and family in comfort and privacy. But you shouldn't have to sacrifice the luxury you may enjoy during a hotel stay. At the end of your stay, all you need to do is pack your bags and walk out the door. We don't expect you to strip the beds or empty the fridge. The only thing we do request is to take out the garbage and the recycling to the bins in the garage. We offer a worry-free experience right up to the last moment!
** BEFORE YOU INQUIRE** - We require a 3-night minimum during July and August. - This house is pet free, there are no exceptions to the pet policy.
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Unfortunately, due to repeat issues in the past with larger gatherings, we strictly do not allow functions like weddings etc. on the property.
Important information
You need to know
Property Registration Number C0214901520
Property # 1266558vb
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Lenox
Located in Lenox, this holiday home is in the mountains. Lenox Library and Ventfort Hall Mansion and Gilded Age Museum are local landmarks, and some of the area's attractions include The Bookstore and Berkshire Performing Arts Center. Travelling with kids? Consider Berkshire Scenic Railway Museum and Hotchkiss Mobile Studio.
Is Luxury Berkshires Retreat in Lenox - Main House & Studio pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Luxury Berkshires Retreat in Lenox - Main House & Studio?
As of 10 May, 2026, prices found for a 1-night stay for 2 adults at Luxury Berkshires Retreat in Lenox - Main House & Studio on 18 May, 2026 start from S$1,595, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Luxury Berkshires Retreat in Lenox - Main House & Studio?
On-site parking is available at the property.
What time is check-in at Luxury Berkshires Retreat in Lenox - Main House & Studio?
Check-in begins at 4:00 PM.
What time is check-out at Luxury Berkshires Retreat in Lenox - Main House & Studio?
Checkout is at 11:00 AM.
Where is Luxury Berkshires Retreat in Lenox - Main House & Studio located?
This family-friendly Lenox holiday home is located in the mountains, within 2 mi (3 km) of The Bookstore, Tanglewood Music Center and Pleasant Valley Wilderness Sanctuary. Berkshire Performing Arts Center and Lenox Library are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Our group of 10 returns to this property every year and it is just perfect for a large group. There is plenty of space for everyone to coexist comfortably, it is always spotless, and the owners are instantly responsive to any needs we may have. We hate to leave each year. After renting other properties, there has never been another that even compares. The location is perfect!
We had such a fabulous stay at this great home in Lenox. Communication with our hosts was fantastic - before and during our stay. The home is huge and great for a group. The kitchen was incredibly well stocked, towels were plush, lots of firewood available for the outdoor firepit and the gigantic indoor fireplace. Highly recommend!
11 of us, extended fam in town for a wedding. Our stay was wonderful. Comfortable beds, great gathering spaces inside and out, Vik and Caitlin are great hosts. Perfect, thank you.
The check in was extremely easy, and the house was great, large and comfortable. Everything we needed in the kitchen was there. The yard was lovely. Under Mountain Rd. Is a perfect location.
The house was beautiful and the perfect getaway for friends and family during our wedding weekend. Love the amount of character the house has. The kitchen was fully stocked with cups, plates, utensils, etc. We had a beautiful brunch catered our last day that was set up in the screened in porch. The space was perfect for what we intended.
The property was great. The play area in the kitchen worked out so well for the 1 yr old to play. Our older kids fit nicely in the kids room. The outdoor dining area was great. This house comes with everything you need.
Communication with hosts was excellent, with clear, prompt responses. A few logistical issues, primarily due to the house layout and our mom's use of a walker - most doorways had raised thresholds, and she/we had to walk through a mudroom to get from her BR and the LR to the Kitchen/DR and those doors had to stay closed for heat retention, but we had plenty of hands available to help her. Beautiful, quiet area. Kitchen was well appointed with dinnerware, cooking and serving utensils, pots/pans. LR had plenty of pillows and throws. Space for all. Piano was a nice perk for a holiday singalong, tho' fyi one or two keys do need a tuning. Very clean and tidy. Driveway plowed and walkway cleared for our arrival.
This house was perfect for a family gathering. It had everything we needed and was very baby friendly. My family had a great time and we created great memories. The hosts were amazing and made sure they were available if we needed anything. We would definitely stay there again!
This is our second time staying at this house. First of all the location is perfect for our family. Being so close to Tanglewood,Lee,Lenox,and Great Barrington is a plus!!We travel with family and friends so it is a large group. ( 11 people) Plenty of room for everyone !! The owners are so responsive and available if needed! We all loved staying at this house and plan on coming back!!
Could not have imagined a better trip. We went with a large group of friends to celebrate our engagement by hiking, cooking and enjoying some woodsy peace. The home is elegant and yet so cozy. We had more than enough space for our group of 15 and everyone slept comfortable. Lots to do in Lenox and Lee. The hosts were fantastic. Excellent communicators who made our stay easy so that we could just enjoy our time and one another’s company.
Super spacious big old sprawling house, just what you are hoping for on a fall weekend in the Berkshires. Lots of little nooks and corners and lots of space. Well-equipped kitchen allowed us to comfortably cook for 14. Great property!
Plenty of space for 14 of us, even on a rainy day. Very kid friendly, play areas around every corner. We all loved the fabulous fire pit, and the outdoor screened room!
The house is large and spacious with many bathrooms, and is very comfortable. The living room area is huge and the kitchen is well-equipped. It is very close to Kripalu and to the town of Lenox which has cute shops and restaurants. A definite thumbs up!
Such a lovely and comfortable home set amongst the gorgeous hills of Berkshire County, full of Fall colors. Very cozy, with all the modern amenities and tons of space for a group of friends. We were so happy to be back again this year, our new annual tradition!
Our group of 12 girlfriends stayed here and it could not have been more perfect! The common areas are large and comfortable, but the bedroom spaces (also incredibly comfortable) allow for lots of privacy. The house was stocked with everything we needed and the communication with the owner was clear and efficient.
This is a great property for large groups and would perfectly accommodate a few families.
Words really can’t express how fantastic this property is. Large, spacious, house, perfectly equipped kitchen, wonderful screened room that accommodated all of us. It was wonderfully set up for children with lots of toys, a separate area off the dining room with a little table, board games for older kids. The air conditioning and heating ( went from high 80s to 60s overnight) were very effective, beds were comfortable, and people raved about the shower in one of the upstairs suites. We appreciated the bottle of wine, locally roasted coffee and granola that the hosts welcomed us with. It couldn’t have been a more heavenly place for us to visit with our 3 generations, ranging from 11 months to 76! We plan to make this our summer home away from home.
The property was beautiful and spacious. We had a group off 11 people ranging from ages 1 - late 60's and it was the perfect location in the Berkshires for our family to spend time together. There was ample space for privacy and time together - and it was especially lovely to have games, toys and outdoor space for the kids. There were lovely amenities which we appreciated - nice towels, cozy bedding and a terrific kitchen and living space. We could not have asked for anything more.
We recently stayed at this property for a nearby family gathering. Our party included our children, nieces and nephews and siblings. The setting is gorgeous and location excellent ( down the road from Tanglewood and close to main area of Lenox ). The home itself is large and sprawling with beautiful grounds and lots of large common spaces. There is a separate "studio " that has 2 bedrooms. This accommodation worked great for our large group and we would consider a future rental!
Rambling House in the Woods Yet Close to Everything
We had a wonderful stay at this property. It is a very large property with plenty of room for our group of 10 adults. The property has a well-equipped kitchen which made making meals easy. It also had lots of bathrooms, all of which were provided with lots of towels, hair dryers etc. While only about a mile and a half from the center of Lenox, the property is secluded (no noisy neighbors!). The property owner was very helpful. All in all, this is an excellent place to spend some time in the Berkshires!
Ann H.
Stayed 3 nights in Jul 2023
About the host
Hosted by Caitlin Yadav
We're a family of five from Westchester, NY. We love coming to the Berkshires and this was a house we were once renting many years ago and somehow ended up buying it for our weekend escapes from busy NY. Since the house already had a presence on VRBO, we wanted to continue to offer that experience to future guests like ourselves. And after a period of renovation and restoration, we brought it back to VRBO. We love hosting the property and share our experience with other guests.
Why they chose this property
I've been coming to the Berkshires since I was a kid with my family for classical music. We used to drive from western PA to come to Tanglewood and I've always loved this area since my childhood. I love everything the Berkshires has to offer. The great outdoors, amazing restaurants and all the arts and culture.
Languages:
English
Premier Host
They consistently provide great experiences for their guests