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Luxury Berkshires Retreat in Lenox - Main House & Studio
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
8 bedrooms4+ bathroomsSleeps 175600 sq ft
Popular amenities
Explore the area

Lenox, MA
- Place, Pleasant Valley Wilderness Sanctuary13 min walk
- Place, Tanglewood Music Center7 min drive
- Place, The Mount10 min drive
- Airport, Pittsfield, MA (PSF-Pittsfield Municipal)18 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
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.
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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House Rules
Check in after 4:00 PM
Minimum age to rent: 26
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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 Performing Arts Center. Travelling with kids? Consider Berkshire Scenic Railway Museum and Hotchkiss Mobile Studio.

Lenox, MA
What's nearby
- Pleasant Valley Wilderness Sanctuary - 13 min walk - 1.1 km
- Tanglewood Music Center - 7 min drive - 2.9 km
- The Mount - 10 min drive - 6.0 km
- National Shrine of the Divine Mercy - 17 min drive - 14.6 km
- Jiminy Peak Mountain Resort - 40 min drive - 45.8 km
Getting around
Restaurants
- Antimony Brewing - Craft Brewery & Kitchen - 8 min drive
- Arizona Pizza Co. - 9 min drive
- Papa John's Pizza - 10 min drive
- Chocolate Springs Cafe - 7 min drive
- Haven Cafe & Bakery - 6 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
20 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jan 2026
10/10 Excellent
Sharon F.
17 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sharon F.
Stayed 3 nights in Oct 2025
10/10 Excellent
Christopher M.
5 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christopher M.
Stayed 2 nights in Oct 2025
10/10 Excellent
Kevin M.
24 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kevin M.
Stayed 3 nights in Sep 2025
10/10 Excellent
Kimberly S.
25 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kimberly S.
Stayed 3 nights in Aug 2025
10/10 Excellent
Barbara G.
5 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Barbara G.
Stayed 4 nights in Aug 2025
8/10 Good
Nancy H.
13 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nancy H.
Stayed 2 nights in Dec 2025
10/10 Excellent
Celeste C.
12 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Celeste C.
Stayed 3 nights in Aug 2025
10/10 Excellent
Jessica
15 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Stay!!
Jessica
Stayed 2 nights in Sep 2024
10/10 Excellent
Debra O.
5 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything you need!
Debra O.
Stayed 2 nights in Jun 2025
10/10 Excellent
Jackie B.
14 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Annual Berkshire trip

Jackie B.
Stayed 9 nights in Jul 2025
10/10 Excellent
Jennifer H.
17 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ski trip
Jennifer H.
Stayed 3 nights in Feb 2025
10/10 Excellent
Robert M.
26 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely unforgettable stay
Robert M.
Stayed 3 nights in Jun 2025
10/10 Excellent
Miriam F.
2 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Finkbeiner X-Mas
Miriam F.
Stayed 7 nights in Dec 2024
10/10 Excellent
Cathy W.
27 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing house
Cathy W.
Stayed 3 nights in Oct 2023
10/10 Excellent
paul a.
29 May, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family vacation
paul a.
Stayed 2 nights in May 2023
10/10 Excellent
Maria Elena A.
25 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house!
Maria Elena A.
Stayed 3 nights in Oct 2024
10/10 Excellent
Polly B.
3 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Heaven in the Berkshires
Polly B.
Stayed 5 nights in Jul 2025
10/10 Excellent
Kim B.
20 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Room for everyone
Kim B.
Stayed 3 nights in Oct 2023
10/10 Excellent
Verified traveller
1 Feb, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect get-away for our group of 8
Verified traveller
Stayed 2 nights in Jan 2023
10/10 Excellent
Michelle L.
22 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quintessential New England Fall
Michelle L.
Stayed 2 nights in Oct 2023
10/10 Excellent
Amy A.
20 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
A Perfect Weekend
Amy A.
Stayed 2 nights in Nov 2023
10/10 Excellent
Rosie F.
22 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy




Rosie F.
Stayed 2 nights in Oct 2025
10/10 Excellent
Frank and Amy O.
11 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect House for a Girls’ Weekend!
Frank and Amy O.
Stayed 3 nights in Jun 2025
10/10 Excellent
Diane R.
26 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Time
Diane R.
Stayed 4 nights in Aug 2024
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
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