luxury real estate for rent Lenox, United States

Escape the city heat and spend August in an unbeatable, walk-to-town Stockbridge location. This striking, artist-loft-style residence perfectly blends vibrant, colorful design with modern country comfort. Situated just a short stroll from historic Main Street, it offers a sophisticated, high-design summer sanctuary. Enjoy radiant heated, polished concrete floors, expansive ceiling height, and open loft style living. Featuring 1BR, en-suite with soaking tub and walk-in shower. There is even another full bath for guests, and garaged parking. The kitchen is fully equipped to enjoy cooking up the Berkshires summer bounty. This rental is available from August 1 - September 1 for $10,000 - all inclusive! You won't find a more unique, stylish, or beautifully curated space to spend your Summer!

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.

Spend your summer on the shores of Greenwater Pond in this peaceful Berkshire waterfront retreat. Offering beautifully designed living spaces, serene water views, and a private dock, this is the perfect setting for long summer days spent kayaking, boating, entertaining, or simply unwinding by the water. The property also offers convenient access to the public boat launch on Greenwater Pond, making it easy to enjoy everything the lake has to offer. Thoughtfully designed for comfort and relaxation, this home provides an ideal escape while remaining within reach of the Berkshires' renowned dining, culture, and outdoor recreation. Available June, July, August, and September 2026. June: $6,000/month July: $9,000/month August: $9,000/month September: $5,500/month No pets.

Opportunities are right outside your door. Cool off in the community swimming pond after playing a few games of tennis on the two clay courts or after taking a hike within the community. Come back to the tastefully-designed main home, perfect for friends, with an open plan kitchen/living space with 3 bedrooms. The stunning attached conditioned barn with grand vaulted ceiling and rustic wood is the perfect gathering space with a sleeping loft and bathroom above. Surrounding the house are impeccably maintained grounds with a stone patio and walkways along with luscious perennial gardens and lawn. Perfectly located in a country setting, but convenient to all that the Berkshires has to offer. Minutes to Lee, Great Barrington, Stockbridge, and shopping.

Nicely renovated and beautifully furnished Colonial rental located in the heart of Otis. The updated eat-in kitchen is enhanced by attractive wood floors that exist throughout the home. The bathrooms, the propane furnace, and the windows have also been updated. The town has provided high speed broadband service throughout the community so if you need to work from home, the required technology is at your fingertips. Otis Ridge ski area is very close by. A post office and a bank are also nearby. Tanglewood, Jacob's Pillow, and numerous other Berkshire attractions are all located within a half hour of this rental. Schedule a showing now. The rent during July and August is at $3,000 per month. The rent during the other months of the year is at $2,750 per month.

VACATION PERFECTION! Look no further. This spacious and comfortable 5 bedroom, 3 1/2 bath home has it all. A pool, a tennis court, panoramic distant and scenic views, and it is in close proximity to two of the more popular Berkshire County restaurants. Don't want to eat out? Enjoy this home's large and attractive cook's kitchen. Fully available as of August 1st for $30,000 plus utilities. The rent per month for September 2026 through June 2027 is $10,000 per month.

Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office area, and a lower level game room all add to the enjoyment of this outstanding property. Like to ski? Fairly close to several ski areas. The rental period availability runs from December 15, 2025 to March 15, 2026.