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Peace at Last

Vacation or work remotely at this unique & tranquil property. Charming & cozy historic late 1800's post & beam 2 1/2 bedroom home with rustic and vintage elements; claw foot tub, private master bedroom. Enjoy garden: flower herb & fruits, sounds of nature & brook Only 2 hrs from NYC & Boston Ski, Hike, Swim, Bike, Horseback ride, Zipline, Tour private schools, historical & music sites, Tanglewood, Limerock Race Track, Appalachian Trail, Ski Jump Fest! 2-3 mainly outdoor & easy cats to feed

Lakeville Lodge with Private Pool

Welcome to Lakeville Lodge – a rare-find Connecticut retreat for families & couples conveniently nestled in the foothills of the Berkshires. Lounge by the private pool, unwind by the fire, or walk down the street for an action-packed day at Lakeville Lake. With the rail trail at your door and favorites like Fern and the White Hart Inn just a short walk away, our lodge is the perfect place to call home. 5min to Hotchkiss 7min to Salisbury 25min to Berkshire School 30min to Great Barrington

Cheerful 3-bedroom cottage with woodstove.

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

Under Mountain House

Our home is designed to be your home away from home! It has been newly renovated with comfort in mind so you can enjoy your stay in the Berkshires. Whether you are here to hike parts of the Appalachian Trail, stroll into town for a leisurely meal, enjoy Lime Rock Race Track or explore the many surrounding New England towns you can be assured you will always have a comfortable home to come back to!! My home is located just a 3 minute walk to the center of town and the historic White Hart.

Lake Country Farmhouse

A tasteful country retreat perfect for discerning guests who want to unwind comfortably. Wake up to breathtaking views in one of the most picturesque--and undiscovered--corners of America. Enjoy seclusion in a renovated farmhouse with lovingly restored period details abutting the William F Buckley family nature preserve, a postcard-worthy 500-acre gentleman's farm and views of the Appalachian Trail in the distance. The small private pond stocked with fish will entertain children.

Close to Lake/Skiing/Hiking with Picturesque Views

Classic New England Cottage on 3 acres in the Connecticut countryside on a rambling street just minutes from Lakeville, Salisbury and Millerton town centers. Only 2 hours from Boston or NYC. So many reasons to visit: ski Butternut or Catamount, hike the Appalachian Trail, swim at the Grove, bike the rail trail. Tour private schools. Take in Tanglewood, or spend time at Limerock Race Track. You are minutes away from the annual Ski Jump Festival. Pond and ridge line views.

Family friendly house with fenced yard & fire pit

Hillside Haus is a modern house close to Catamount Mountain & Ski Butternut and Hotchkiss School. Enjoy high ceilings, a cozy fire pit, fenced yard, family-friendly amenities (including crib and high-chair), and fully stocked kitchen. Sleeps 6 comfortably, and includes an office space. Perfect for year-round getaways—ski in winter, hike and picnic at nearby lakes and campgrounds in summer. Quick drive to charming and vibrant Great Barrington for shopping, art, and restaurants.

The Cottage at Great Falls Luxury Getaway.

Spectacular artisan designed cottage on the banks of the beautiful Housatonic river. Located on a quiet residential cul de sac , no through traffic. Interior features plaster throughout, stone veneer and mosaic flooring and original artwork. Fully equipped kitchen, elegant dining room. Oversized soaking tub in master bath. 2 bedrooms, sleeps 4. Fabulous water and mountain views . Large outdoor deck overlooking the water, second small stone dining deck. wonderful gardens.

Historic Candlewick House in Lakeville

Charming, historic getaway with all the modern convenience. Stay at the Candlewick House, built off the original house from the area's candlemaker from the 1700s. Lovingly restored and updated to modern convenience while preserving original details throughout, this antique is set up for comfort and convenience. Close to four-season attractions (lake beach, skiing, apple-picking) and within 3-10 minutes from Hotchkiss, IMS, Salisbury Schools, and 20 mins to Berkshire School.

Lakeville Studio, 1st floor Near Lake, Limerock,AT

Cozy convenience in the center of Lakeville! Short walk to convenience store, several restaurants, a nail salon, gym and package store. There is a laundromat nearby as well. 1/2 mile to Lake Wonoscopomuc, nearby park and tennis courts, and beautiful walks on rural roads. Very close to local boarding schools and Limerock Racetrack. There are 2 units in this building- this listing is the downstairs only, there is a shared entrance, but units are separate of each other.

Cozy & Modern 3BDRM Farmhouse - EV Charger

A tranquil escape to a charming farmhouse in an idyllic pastoral setting with amazing mountain views (and even better nighttime stargazing)! Located down a quiet country road on the border of Litchfield County and the Berkshires, you'll be surrounded by beautiful wide-open vistas, excellent restaurants, and a plethora of charming small New England towns and attractions. Close to Hotchkiss, Berkshire, and Salisbury schools. Pets okay with prior approval.

Greystone at Twin Lakes

Enjoy a memorable visit when you stay in this unique place. An old family home brought up to 21st century. Originally a 1790s tavern. Colonial door latches, wide board floors, narrow steep staircase. A short walk down our driveway leads to our camp with 300' of the west shore of Washinee Lake (West Twin Lake). We are 10 miles from Lime Rock Park and Racetrack, close to private schools, and nestled in the beautiful foothills of the Berkshires.