luxury houses with terrace for rent Berkshire County, United States

Experience the ultimate August in Lenox! This lovely cottage is available to rent from August 1 - September 2, offering a prime location just minutes from downtown and Tanglewood. Inside, enjoy a light-filled spaces and cozy proportions. This 2-bed, 1-bath retreat features a first-floor bedroom, bathroom, and washer/dryer. The second bedroom is a loft. Relax on deck and enjoy the sounds of nature. Key Features: All-Inclusive: $12,000 per 32 day period covers all utilities. Garaged parking for 1 car. Turn-Key: fully furnished-just bring a suitcase! Please note: there is no shared driveway to access the property.

This private, light-filled mountainside retreat is a gem. Tucked off of Webster Road, with partial views to magical Tyringham Cobble, it's barely 10 minutes to Lee and Stockbridge. Large windows bring in the serene surroundings. Double height living/dining room features propane fireplace and wall of built-ins. Renovated kitchen opens to sunroom with French doors to mahogany deck and gardens. Beyond that, wooden steps lead to a deck overlooking a beautiful stream. Mudroom, half bath, and plenty of storage complete the first floor. Upstairs, find two lovely bedrooms, renovated bathroom with laundry, and unique balcony overlooking the living area. While there's no reason to leave this idyllic property, the best of the Berkshires is moments away.

This classic picture-perfect contemporary home features an open floor plan, cathedral ceilings, updated everything, and an in-ground heated pool. In addition, this outstanding Alford property is located on 5.46 acres, and it is less than a 10 minute drive to the center of Great Barrington with all of that town's fabulous restaurants, shops and food stores. The screened porch overlooks a recently constructed stone patio and deck with a built-in top-of-the-line gas grill and an easy access to the fabulous in-ground heated pool. If you are looking to escape to the ideal rental home, this listing should be Option #1. The famous real estate saying about location, location, location could have this property as its photography definition. Already rented for July/August 2025 at much higher rates.