Luxury Berkshires Retreat in Lenox - Main House

Top rated by guests
"Clean, cozy, magical, perfect in every way" Sondra 12/17
"The kitchen has everything you might need for cooking large meals."Jeremy 2/17
Unwind with friends and family in front of a crackling fire.
The t.v. corner has a cozy sofa, cable, internet and a selection of dvds.
Interior
review stars
9.8Outstanding
(61 Ratings)
"Family friendly home in great location to downtown Lenox. Close to Stockbridge and Lee. House is perfectly equipped for children with plenty of books and toys. Our kids loved getting to see tons of wi..."
Michelle G.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(61 Ratings)

House in Lenox, MA

13 guests · 6 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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. This listing is for the Main House that accommodates a maximum of 11 (you can also rent this property in a larger format - Main House + the Studio - which accommodates 15. VRBO ID. 1266558).

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 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. 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.

Gazebo: We have built a fantastic 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, 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.
- This house is pet free, there are absolutely NO exceptions to the pet policy. Even if your companion is small, well behaved or hypoallergenic.

Amenities at Luxury Berkshires Retreat in Lenox - Main House

Non-smoking
No pets allowed
Family friendly

Map of Lenox, MA


Ratings and reviews

9.8 / 10
Outstanding(61 Ratings)
10 / 10Outstanding·Sep 2025
Family friendly home in great location to downtown Lenox. Close to Stockbridge and Lee. House is perfectly equipped for children with plenty of books and toys. Our kids loved getting to see tons of wildlife right outside the house.
10 / 10Outstanding·Jul 2025
Very lovely and spacious, well appointed home in a fabulous location. We had a wonderful stay and hope to return.
10 / 10Outstanding·Apr 2025
What a delightful property on the most beautiful street and within a stoll to town or a five minute drive, your choice. Surrounded by other spacious properties, farms, and beautiful views, this was the ideal spot for five of us college friends celebrating our 60th birthday together. The hosts were gracious and extremely easy to communicate with. Everything was exactly as portrayed, but even better. An amazing year-round, kitchen, outside space both screened inside and outdoor fire pit that was ideal, and each bedroom had incredibly comfy beds and sheets. Plenty of bathrooms, a great office to hook up and work and peaceful, restful, and incredibly well appointed. I highly recommend and thank you for our beautiful day.
5 / 10·Jan 2021
We had a fantastic long weekend at this beautiful house. From the moment of booking, the owners, Caitlin and Vik, were extremely helpful and informative. The house itself is wonderful - spacious and really well appointed. Lots of room to cook, eat, spread out, play board games and relax. The beds were extremely comfortable and the kitchen is really well stocked. The property around the house is great, lots of room to explore. We took a very pretty walk into Lenox and also visited nearby Pleasant Valley Wildlife sanctuary which is an easy walk from the house. Also convenient to Jay Peak ski resort. Overall we had a wonderful break and would highly recommend this vacation rental.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Luxury Berkshires Retreat in Lenox - Main House. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Luxury Berkshires Retreat in Lenox - Main House?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.