Five Bedrooms. Five Baths. One Perfect Escape.
Family gathering? Girls trip? College reunion? Enjoy your vacation in our Berkshires home, a spacious retreat where families and friends can gather to spend quality time and still have their own space.
Start your day by sipping your morning coffee on the front porch. On the main floor of our home, there is a living room, family room, dining room, plus a game room to allow guests to spread out and enjoy cards, puzzles, board games, reading, or watch movies. Or head to the backyard and enjoy a swing on hammock under the shady trees.
Our kitchen has a butcher block center island where your helpers can assist you with dinner preparations. Besides the standard dishwasher, microwave, coffee maker and pots/pans, other kitchen tools available for your convenience include baking dishes, electric tea kettle, toaster, blender and crockpot.
I've stayed in places across the globe and this has been far the best. It matched everything in the description, it's just perfect. We went for a ski family getaway, a group of 10 and we felt right at home. The house is beautifully decorated, well maintained, with a well set kitchen. I recommend it without any reservations and of course will come back! Karen 02/2026
Our family had an amazing ski weekend. The house was spacious, spotless and well located-only a few steps to town. Loved the two separate living spaces and appreciated so many bedrooms with their own bathrooms. Exceptional host! We booked late in the evening after our first place didn't work out. They replied immediately so that my family could quickly pivot to this new accommodation after a stressful evening. We hope to plan another trip to this home soon! Lindsey, 01/2026
Lovely house. We only had four people (my wife and I, and our two sons) so we only used three of the five bedrooms. We spent a lot of time in the back family room, an intimate space with a gas fireplace and comfortable seating. Very convenient to Lee, and a short drive to many other Berkshire activities. Loved it. Daniel 12/2025
The Berkshires.
Lee, known as "The Gateway to the Berkshires", with its small town charm, restaurants, proximity to hiking, skiing, arts, music and shopping. Are you coming for Tanglewood, Jacob's Pillow, Shakespeare Festival? We are close to it all! Check out our World Class Culture section for details per season. Walkable to downtown Lee, a 5 minute drive to Stockbridge, 7 to Lenox, 15 to Great Barrington.
Our home is also close to the Norman Rockwell Museum, Mass MOCA, 5 ski resorts (ziplining in summer), Mount Greylock, Lake Laurel, hiking trails and so much more! (see Weekly Connect section) Don't forget tennis and golfing at Greenock Country Club, one block away.
Other conveniences right at your doorstep: Three blocks from the weekly farmers market, our local coffee bar and a dozen great restaurants; less than a mile from the Big Y for stocking up the fridge or charging up your car. In town, you can hop on the Lee Trolley, which runs for free to the Outlets and Stockbridge from Memorial Day until Labor Day.
FAQs
1. How close is Berkshire House Stay to Stockbridge and Lenox?
Answer: We are perfectly situated as the central hub of the Berkshires. We are just a 5-minute drive to Stockbridge Main Street and a 10-minute drive to downtown Lenox. Guests love our location because they can enjoy Lee and get to all the Berkshire towns within a few miles.
2. Is the house near Tanglewood and other art venues?
Answer: Yes! We are only 10 minutes from Tanglewood. Other major cultural sites like Shakespeare & Company, the Norman Rockwell Museum, and Jacob’s Pillow are all within a 15-minute radius, making us the ideal home base for arts and culture lovers.
3. What is the best ski mountain near the house?
Answer: You have several great options! We are just 15 minutes from Bousquet Mountain and Butternut, and 30 minutes from Jiminy Peak. Our 5-bedroom layout is specifically designed for ski groups and multi-generational families.
4. Are there restaurants and shops within walking distance?
Answer: Absolutely. Our house is located in the heart of Lee’s historic district. You can walk to popular local spots like Starving Artist Creperie, Agave, and 51 Park in under 5 minutes and Cafe Triskele and Station in under 10.
5. Why should I book direct at berkshirehousestay.com?
Answer: When you book directly through our website, you save significantly on the service fees charged by Airbnb and VRBO. You also get direct communication with us to ensure your Berkshire getaway is perfectly planned.
Your Hosts
We're Leah and Mary, co-owners and fellow travel enthusiasts! We love the Berkshires as there's always something happening, from arts festivals to food events. When either of us are at Berkshire House Stay, you'll usually find us chatting with friends on the porch and soaking in the atmosphere. We're excited to share our home with you; it will be a place where you can reconnect with loved ones and create lasting memories with family and friends.
Please reach out with questions about our home, availability, or fun things to do. 949-683-2742 or [email protected].
And follow us on Instagram: Berkshire House Stay