Berkshires Retreat in Lenox - Main House & Studio

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

A house with a sloped roof, large windows, and a porch with potted plants.
A spacious outdoor area with wooden flooring, a long table, two chairs, and a bench.
A spacious living room with a fireplace, bookshelves, a piano, and a dining table.
A covered picnic table with benches, large windows, and hanging light fixtures.
A hallway with wooden floors, a carpeted area, a staircase, and a bench.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 178 bedrooms8 beds

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Deck or patio

Explore the area

View map
Lenox, MA
  • Place, Pleasant Valley Wilderness Sanctuary
    ‪2 min drive‬
  • Place, Tanglewood Music Center
    ‪6 min drive‬
  • Place, Lenox Library
    ‪7 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪19 min drive‬

Rooms & beds

8 bedrooms (sleeps 17)

#1 Primary Bedroom

1 King Bed

#2 The Long Bedroom

3 Single Beds

#3 Garden Bedroom

1 King Bed

#4 Garden Bedroom

1 King Bed

#5 Blue Bedroom

1 Queen Bed

#6 Green Bedroom

1 Queen Bed

#7 Studio 1st Bedroom

1 Queen Bed

#8 Studio 2nd Bedroom

1 Queen Bed

4 bathrooms, 1 half bathroom

#1 Main House 1st Fl Bath

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

#2 Main House 2nd Fl Bath

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

#3 Bathroom above Kitchen

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

#4 Powder Room

Soap · Toilet

#5 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

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. Please note, the expansive grounds are set in a nature setting and occasional sighting of bears, wild turkey, deer's etc. is normal in the Berkshires.

This listing is for the Main House & Studio that accommodates a maximum of 17 (you can also rent this property for a smaller group - just the Main House which accommodates 13. VRBO ID. 660967).

Main House [4400sqft]: This charming 1920s log cabin has an expansive layout with a breezeway connecting a newer section. Inside you will find 6 well-appointed bedrooms, three full bathrooms and a powder room. The heart and soul of the house is an expansive living room with a brick fireplace, big comfortable sofas, a TV area, and a grand piano. Right behind the living room there are two king bedrooms sharing 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.

Studio [1200sqft]: Just a few steps from the main house, is our spacious two-bedroom guest house Studio - which can only be rented by the guests in the Main House. The ground floor has a queen bedroom, a full bath [with laundry], an open plan kitchen, a dining area and a living space. The second floor has another queen bedroom.

Gazebo: We have built a screened-in living space by the woods' edge, with a 16 seat dining table and seating 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, empty the fridge, or take out the garbage. We offer a worry-free experience right up to the last moment!

** BEFORE YOU INQUIRE**
Thank you for understanding that we have no flexibility on these points:
- We require a 3 night minimum during July and August and long weekends.
- This house is pet free, there are absolutely NO exceptions to the pet policy.

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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

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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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.
Map
Lenox, MA

What's nearby

  • Pleasant Valley Wilderness Sanctuary - 2 min drive - 1.1 km
  • Tanglewood Music Center - 6 min drive - 3.6 km
  • Lenox Library - 7 min drive - 3.6 km
  • Ventfort Hall Mansion and Gilded Age Museum - 7 min drive - 3.9 km
  • Shakespeare and Company - 8 min drive - 4.6 km

Getting around

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

Restaurants

  • ‪Market 32 by Price Chopper - ‬11 min drive
  • ‪Amazing Pho - ‬11 min drive
  • ‪Burger King - ‬10 min drive
  • ‪110 Grill - ‬11 min drive
  • ‪Antimony Brewing - Craft Brewery & Kitchen - ‬8 min drive

Frequently asked questions

Is 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 Berkshires Retreat in Lenox - Main House & Studio?

As of 31 July 2026, prices found for a 1-night stay for 2 adults at Berkshires Retreat in Lenox - Main House & Studio on 16 November 2026 start from NZ$5,912, 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 Berkshires Retreat in Lenox - Main House & Studio?

On-site parking is available at the property.

What time is check-in at Berkshires Retreat in Lenox - Main House & Studio?

Check-in begins at 4:00 PM.

What time is check-out at Berkshires Retreat in Lenox - Main House & Studio?

Checkout is at 11:00 AM.

Where is 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 and Tanglewood Music Center. Pleasant Valley Wilderness Sanctuary and Lenox Library are also within 2 miles (3 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. 54 out of 57 reviews
Rating 8 - Good. 2 out of 57 reviews
Rating 6 - Okay. 1 out of 57 reviews
Rating 4 - Poor. 0 out of 57 reviews
Rating 2 - Terrible. 0 out of 57 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jennifer C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I cannot say enough good things about this fantastic property!! From great communication, to an absolutely beautiful and fantastically appointed home, every part of our stay far exceeded our expectations! The home is so big, with a huge, well -stocked, eat-in kitchen (including a big eating and play area for little ones), loads of super comfortable bedrooms and lots of gathering spaces where everyone can spread out and enjoy themselves! The grounds are also beautiful with a great firepit for roasting smores or star-gazing and a beautiful screen house that easily accommodated our party of 14. The cute downtown center of Lennox is only a 6-minute drive away and we enjoyed an afternoon of exploring the shops and local hikes. We also made use of the separate cottage/apartment om the property that sleeps 4 and has its own kichen --super convenient for extra space or a family that wants a bit of privacy from the bigger group!! We can't wait to go back and enjoy another stay at Caitlins and Vics wonderful home!
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

Joann B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Kate E.

Liked: Location
This is our 4 th year staying at Caitlin and Viks home. We are 8 women who spend a long weekend having our own knitting retreat. Everyone has their own bedroom with comfy beds and pillows. The bathrooms are well appointed with large plush towels. The kitchen is great with plenty of dishes,silverware and glassware. We all bring food and there is plenty of pots and pans for our cooking. There is a drip coffeemaker,a Kurig and an electric kettle. The large dining table makes mealtime fun and relaxing. I can’t say enough great things about this property. This year I opened my window at night and was serenaded to sleep by the peepers and owls. You are in a beautiful natural setting while being a sort drive back into Lenox center.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Kimberly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house, property, location and hosts! We wouldn’t hesitate to book again. Tanglewood is a 5 minute drive!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Kevin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Christopher M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a ball at the house. The fire pit what’s fantastic and plenty of room for everybody. We intend to rent this place again.!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Sharon F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Oct 2025
Verified

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
Verified

10/10 Excellent

Barbara G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Aug 2025
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Celeste C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Debra O.

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

Everything you need!

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.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Jackie B.

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

Annual Berkshire trip

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!!
Stayed 9 nights in Jul 2025
Verified

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
Verified

10/10 Excellent

Robert M.

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

Absolutely unforgettable stay

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.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Kim B.

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
Verified

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
Verified

10/10 Excellent

Michelle L.

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
Verified

8/10 Good

Nancy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Dec 2025
Verified

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
Verified

10/10 Excellent

Polly B.

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

Heaven in the Berkshires

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.
Stayed 5 nights in Jul 2025
Verified

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

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

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