Cliffwood Cottage by Evergreen Home

Evergreen Home Vacation Rentals invites you to experience luxury in the heart of Lenox. Just a 5-minute stroll from downtown on a coveted street, this charming guest house features two bedrooms, a chef’s kitchen, central A/C, and a washer/dryer.

Enjoy private off-street parking and a secluded courtyard patio for relaxing. Perfectly located near Tanglewood, dining, and hiking, this retreat blends comfort with character. Long-term stays available; please inquire.

If you have any questions please message via your booking platform. Our goal is always for our guests to enjoy a relaxing stay at a beautiful home.

Lenox is central to The Berkshires; anywhere you want to explore in the greater area, like museums, hikes, skiing, and theater is just a short drive away.

Guests will have access to the entire carriage house and patio outside, except for the artist studio located at the back of the home. The artist studio will remain vacant, and is not rented or setup as a rentable space.

This thoughtfully designed two-bedroom, one-bath home offers both comfort and convenience for your stay in the Berkshires.

On the main level, an open-concept kitchen and dining area invite you to gather and entertain. The chef’s kitchen is fully stocked for meals at home, while nearby restaurants offer endless options for dining out. French doors bathe the space in natural light and open to a charming patio, perfect for al fresco meals.

Upstairs, the landing transforms into a cozy living area with plush seating and a flat-screen TV, ideal for movie nights or relaxed afternoons. A dedicated workspace with desk and supplies ensures seamless remote work. The serene primary bedroom features a queen bed, a seating nook, and an additional desk for private productivity. The second bedroom includes two twin beds, while the adjacent full bath offers a walk-in shower.

Perfectly situated, this home places you moments from the very best of the Berkshires—boutiques, farm-to-table dining, world-class theater, museums, hiking, skiing, and more. Everything you need for an inspired stay is just minutes away.

Minutes from downtown Lenox
5 minutes from Tanglewood
10 minutes from Bousquet Mountain Ski Area
20 minutes from Jacob's Pillow



The Village of Lenox is walkable, but you will want a vehicle if you plan to explore all the Berkshires has offer.

⭐️ LOCATION: The property is located on Cliffwood Street, approximately a 3-minute walk to downtown Lenox. Lenox is centrally located in the Berkshires, making museums, hiking, skiing, theater, and more just a short drive away.

⭐️ PETS: No pets permitted.

⭐️ PARKING: Guests may use the shared driveway, which includes a designated bump-out for convenient guest parking.

⭐️ CLEANING: Depending on the length of stay, a mid-stay cleaning may be required. Details will be discussed with guests in advance if applicable.

⭐️ DAMAGE PROTECTION: Your reservation includes a $20 accidental damage insurance fee, allowing you to relax and enjoy your stay with peace of mind. If any damage occurs, please notify us so we can arrange timely replacements for the next guest.

Cliffwood Cottage by Evergreen Home offers its guests laundry facilities. The front desk is open around the clock.

This Lenox guest house is smoke free.