Entire home

Luxury Berkshires Retreat in Lenox - Main House & Studio

Photo gallery for Luxury Berkshires Retreat in Lenox - Main House & Studio

View of the main house on the left and guest house on the right
Main house - kitchen and dining on the left, living room on the right.
Main house living room
Interior
Shelves of books to dive into in the livingroom

Reviews

10 out of 10
Exceptional
7 bedrooms4+ bathroomsSleeps 15520.3 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Fireplace
  • Barbecue grill
  • Kitchen

Explore the area

Map
Lenox, MA
  • Tanglewood Music Center
    ‪5 min drive‬
  • Shakespeare and Company
    ‪6 min drive‬
  • The Mount
    ‪8 min drive‬
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪15 min drive‬

Rooms & beds

7 bedrooms (sleeps 15)

Blue Bedroom

1 Queen Bed

Garden Bedroom

1 King Bed

Green Bedroom

1 Queen Bed

Primary Bedroom

1 King Bed

Studio 1st Bedroom

1 Queen Bed

Studio 2nd Bedroom

1 Queen Bed

The Long Bedroom

3 Single Beds

4 bathrooms, 1 half bathroom

Bathroom above Kitchen

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Main House 1st Fl Bath

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Main House 2nd Fl Bath

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Powder Room

Soap · Toilet

Studio Bath

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Outdoor play area
Garden

About this property

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.

Property manager

Caitlin Yadav
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
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

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
Property Registration Number C0214901520

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 Scenic Railway Museum. Travelling with kids? Consider Hotchkiss Mobile Studio and Ebenezer II Gifts and Antiques.
Map
Lenox, MA

What's nearby

  • Tanglewood Music Center - 5 min drive - 2.9 km
  • Lenox Library - 6 min drive - 2.8 km
  • Shakespeare and Company - 6 min drive - 3.7 km
  • Ventfort Hall Mansion and Gilded Age Museum - 7 min drive - 3.6 km
  • The Mount - 8 min drive - 5.5 km

Getting around

  • Pittsfield Intermodal Transportation Center - 16 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 15 min drive

Restaurants

  • ‪Guido's Fresh Marketplace - ‬11 min drive
  • ‪Burger King - ‬10 min drive
  • ‪Antimony Brewing - Craft Brewery & Kitchen - ‬7 min drive
  • ‪Flo's Diner - ‬19 min drive
  • ‪Mazzeo's Ristorante - ‬11 min drive

Frequently asked questions

Is Luxury Berkshires Retreat in Lenox - Main House & Studio pet-friendly?

No, pets are not allowed at this 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. Lenox Library and Ventfort Hall Mansion and Gilded Age Museum 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 37 out of 39 reviews
Rating 8 - Good. 1 out of 39 reviews
Rating 6 - Okay. 1 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jennifer H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski trip

We had a blast on our annual ski trip. Wonderful property close proximity to Butternut. Something for everyone, especially all the kids!!
Stayed 3 nights in Feb 2025

10/10 Excellent

laurie b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magical Weekend Getaway

The house was perfect for our very large group. The common spaces - living room, kitchen, and dining rooms - were beautiful and spacious, yet the bedrooms were also large and so people had private space to relax. Excellent comfortable beds, and the house was extremely warm during our winter stay. The living room in the main house is fantastic - we were there in January and kept a fire roaring all weekend. Great place to play games, do a puzzle, and play music. Our chef friends cooked big meals and had everything they needed in the kitchen. The location is amazing - secluded and private, surrounded by rolling hills and woods. Yet only a few minutes from Lenox and Tanglewood. Magical home and we hope to come back in the summer or fall. Thank you!
Stayed 3 nights in Jan 2025

10/10 Excellent

Miriam F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Finkbeiner X-Mas

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!
Stayed 7 nights in Dec 2024

10/10 Excellent

Kimberly E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding Property

We chose this property for our first time staying in the Berkshires during our annual Ladies Shopping Weekend. This home is absolutely gorgeous, extremely clean, very spacious and full of character! Everyone in our group absolutely loved it! It's very important for all of us to be able to hang out together and the large dining room table and spacious living room were perfect for this! The location was perfect as well - close to town, walking trails and a great Winery! We did not need to contact our gracious hostess while we were there as we had everything we needed and did not encounter any issues. We will be back!
Stayed 2 nights in Nov 2024

10/10 Excellent

Maria Elena A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house!

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!
Stayed 3 nights in Oct 2024

10/10 Excellent

Ally W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely AMAZING!!

My friends and I had the best experience staying in this stunning property. The owners were so kind and highly communicative- they made the booking, check in and check out process so simple and were available via text if we had any questions during our stay. It felt like staying in a five star hotel while also maintaining the rustic, outdoorsy charm of the Berkshires. The owners went out of our way to make us feel comfortable including providing luxurious bath products, a fully stocked kitchen for entertaining (utensils, cooking supplies, serving supplies, decor, etc.) and even a welcome package! The house itself was ideal for a large group (we had 15 adults) with plenty of space for everyone to speak out across the main and guest house as well as a separate screened in pavilion with a table that seats 15+ comfortably. We enjoyed a camp fire both nights of our stay and were also able to easily head into the main area of Lenox (less than a 5 minute drive), hiking trails down the street, and a close drive to all other Berkshires attractions. My friends and I didn’t want to leave and would easily book again next year. I HIGHLY recommend!
Stayed 2 nights in Sep 2024

10/10 Excellent

Jessica

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Stay!!

The property was amazing. The location is continent to downtown Lenox, and it was clean and well maintained.
Stayed 2 nights in Sep 2024

10/10 Excellent

Diane R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Time

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.
Stayed 4 nights in Aug 2024

10/10 Excellent

Maryellen F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property and hosts

We stayed for a week from 8/4/24 to 8/11/24 and cannot say enough about how excellent this place was. Our extended family included ourselves (the grandparents) and our kids and their families -- including children about equally split between little (1-5 yrs) and teens (12-18 yrs.) This place was incredibly well appointed. Any pot or pan we could have needed, hot pads, dish towels, instant kettle, coffee pot, toaster, microwave, cutlery, as well as dishware (ceramic and plastic for the little ones) etc. I dare say it was, in some respects, better than my own kitchen. In addition, equally well stocked games, puzzles and toys (both for the older kids and adults, and the littler kids) Our 4 year old was entranced with the number of Disney princess dresses and the toddlers loved the children's alcove area with play kitchen, play food, little barn with animals. It is quite spacious - a huge living room with grand piano, large fireplace, equally large TV and lots of comfy seating. The same care was taken with the appointment of the bedrooms and baths both in the main house and the studio. The screen house ( gazebo is too small a word) accommodated everyone to eat when we grilled and the fire pit was put to good use for s'mores. But most of all, the responsiveness of the hosts was spectacular. Their quick responses to our texts, despite being out of the country, was phenomenal. And always courteous and efficient in answering our questions and needs.
Stayed 7 nights in Aug 2024

10/10 Excellent

Gina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loving our Lenox Stay

Everything went off without a hitch. Caitlin answered our many emails quickly and helpfully. The property is beautiful, and the two houses accommodated the 15 of us, with everyone having their own privacy space. The common areas, including several tucked away areas for the children, were spacious and welcoming. The huge screen house provided a place for meals and games. Minutes from downtown Lenox and Tanglewood and restaurants. If we travel to the Lenox area again, we would rent this location without a moment's hesitation.
Stayed 4 nights in Jul 2024

10/10 Excellent

Richard K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property and Great Location

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!
Stayed 3 nights in Jul 2024

6/10 Okay

Carmel M.

Liked: Check-in, communication, location

Stay impacted by presence of mouse traps, mouse droppings, and 1 dead mouse.

Location and grounds are excellent as listing indicates. I rented the property for 8 adults and 6 children, all between 2 and 8. It was most distressing to find a dead mouse in a trap in the living room. Several other traps were located throughout the house which my husband removed as they posed a risk to young children. Mouse droppings were seen in a few locations. It is unacceptable to rent a property with mouse traps and an obvious problem. The owner did refund the cleaning fee.
Stayed 3 nights in May 2024

10/10 Excellent

Amy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Perfect Weekend

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.
Stayed 2 nights in Nov 2023

10/10 Excellent

Cathy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing house

Such a nice place and so cozy. Had a lot of fun with the extended family!
Stayed 3 nights in Oct 2023

10/10 Excellent

Michelle L., Boston

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quintessential New England Fall

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!
Stayed 2 nights in Oct 2023

10/10 Excellent

Kim B., Albany NY

Liked: Cleanliness, check-in, communication, location, listing accuracy

Room for everyone

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!
Stayed 3 nights in Oct 2023

10/10 Excellent

peter s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Gem !

A unigue property seemingly designed for a family retreat! Main house had 5 bedrooms BUT designed for privacy: 2 bedrooms on each side of the seamless combination of a log cabin and a later structure with the fifth bedroom on the first floor. Old buildings wonderfully modernized. And we also used another building just a few feet away that had two more bedrooms, one on each floor, a large living room and a full kitchen and bath.The kitchen was superb, everything you could possibly imagine with a table that sat 12 and a second kids' table a few feet away. The property also has a screened in structure that likely sits 30 around two large tables. Tire tree swings, infant tree swing and other opportunities to enjoy the private grounds abound. IF YOU ARE HEADING IN THE AREA OF lENOX WITH A LARGE FAMILY OR A FEW COUPLES, DON'T MISS IT!
Stayed 2 nights in Sep 2023

10/10 Excellent

Ann H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 3 nights in Jul 2023

10/10 Excellent

paul a.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

Very simple. Great place for families and dinner in the gazebo was amazing
Stayed 2 nights in May 2023

10/10 Excellent

Kate E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Knitting Retreat

I can’t say enough great things about this property. 8 women of all ages met in Lenox for a weekend of knitting and friendship. There was plenty of bedrooms and bathrooms. Everyone said their beds were comfortable and they slept well. The long dining room table was perfect for eating together and our knitting workshop. We all remarked at how well the kitchen was stocked with dishes,pots and pans and utensils. The outdoor space is amazing. We all sat outside in various small groups enjoying the gorgeous weather. Each morning a group walked to town and back. 3 miles total. The only problem we had was we didn’t stay long enough. We will definitely go back.
Stayed 2 nights in May 2023

10/10 Excellent

Vincent F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great mountain feel

The home was really a true gem . We rented the main home and guest home. Which was plenty big for 3 families ..we were mixture of adults and kids. The main home was cozy, very historic in its appeal but not old and dusty. Truly a comfortable home. Nice family room with fire place , plenty cozy. Kitchen has it all and bedrooms are plenty big. My favorite was the outside fire pit . Great hiking trails nearby. If we are back in berkshires in near future, would definitely stay at this gem once again. Hosts are super responsive as well.
Stayed 4 nights in Feb 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect get-away for our group of 8

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!
Stayed 2 nights in Jan 2023

10/10 Excellent

Michelle L., Boston

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Fall Getaway

Myself and 10 long-time friends enjoyed this incredible home for a girls’ fall getaway. The home is situated on a gorgeous hillside just outside of Lenox (5 minute drive), surrounded by tall trees, beautiful hills and a marsh in the close distance. The home fit our groups of 11 women so comfortably. There were nice beds for everyone and plenty of bathrooms. The dining and living rooms fit us very well, with no overcrowding at all. Plus there were plenty of spots to break out in small groups for catch ups and discussions. The kitchen was well stocked as were the bathroom amenities. The outdoor space was perfect as well - a grill area with dining table, a large fire pit and a huge outdoor enclosed dining area. There was ample parking and a very private feeling as well. My girl friends and I have rented numerous large homes throughout New England over the years and this one is definitely at the top of the favorite list. We will be repeat renters for sure and can’t wait until next time!
Stayed 2 nights in Oct 2022

10/10 Excellent

Brenda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous setting in the Berkshires

This property is beautiful! Our family of 13 had plenty of room and the kids enjoyed the swings and the loads of toys and books that were there for them. I'd highly recommend it for any large group!!
Stayed 6 nights in Oct 2022

10/10 Excellent

Joan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A wonderful gathering spot for our family

The house was wonderful with lots of room to spread out. The yard is great. It would be a magical place for children to stay also.
Stayed 4 nights in Sep 2022

About the host

Hosted by Caitlin Yadav

Host profile image
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