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Lakeside Retreat

Newly constructed apartment getaway with full kitchen, bath and queen size bed. 150 feet from Prospect Lake with swimming and boating access. Enjoy coffee or morning yoga on your private deck with a lake view. Owner lives on property (above apartment) Apartment is ground level, separate entrance-- and private parking is on side of house next to apartment entrance. Walk out past parking area - turn right toward lake access. Ten minutes from downtown Great Barrington and cultural events

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Berkshire Mountain Retreat

Studio apartment with private entrance nestled in bucolic Richmond, on a quiet mountain road. Miles of hiking and biking trails out your door. Minutes to Tanglewood, Kripalu and many more amazing Berkshire attractions. Four fantastic ski areas within 30-mile radius. Close to Clark Art Museum, Mass MoCA, Appalachian Trail, & the Mass Audubon Wildlife Sanctuary. A short drive to Lenox, Stockbridge, and Great Barrington where shopping and fine dining await . Your relaxing vacation begins here!

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Ski Bousquet/Private Ranch/Kid&Pet Friendly/Horses

Pet-Friendly, Child-Friendly Getaway! Modern suite with full kitchen on private horse ranch. Wake to horses in the fields, hiking, breakfast on your patio. Perfect location for individuals, couples, families animal lovers. Near all ski areas (Jiminy Peak/Catamount/Bousquet /Butternut), shopping, museums (Norman Rockwell/Mass MoCA) wine tasting (Balderdash Cellars, Hilltop Orchards) Tanglewood, Jacobs Pillow, Miraval, Kripalu, Canyon Ranch. Trail ride lessons /Horse activities available by appt!

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The Serendipity Spot

Greetings from the Serendipity Spot where old meets new in this charming, elegant & peaceful space where you may rest, laugh & play in the beauty of The Berkshires. Nestled in Great Barrington, this convenient spot has easy access to hiking, skiing, cultural events and restaurants galore. We are a 15-minute drive to Tanglewood and Shakespere & Co in Lenox, 12 minutes to the Norman Rockwell Museum in Stockbridge, 13 miles to Jacob's Pillow, and Ski Butternut is around the corner 2 miles away.

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Berkshire Guest Suite

Welcome to our guest suite in the beautiful Northern Berkshires, home to many great cultural venues, including The Clark, Williamstown Theatre Festival and Mass MoCA. The newly updated private suite offers a queen pillow-top mattress, bathroom with stall shower, coffee bar and an outdoor seating area with mountain views. Located in a quiet neighborhood at the base of Mt. Greylock, we are a short walk to a local farm stand, and a few minutes drive to downtown Williamstown and North Adams.

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Hillside Haven

Ideally located on “the hill” in a beautiful and quiet neighborhood just a short walk to downtown Great Barrington’s amazing cafes, restaurants, ice cream, and Lake Mansfield’s beach and loop trail. The perfect hillside haven for those looking to be in the center of it all. This private, modern, and clean space is completely new as of mid-2021 and has a well-appointed kitchen, outdoor patio with a firepit, fast internet, covered parking, radiant heat floors, and an air conditioning unit.

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Sunny Riverside Apartment

The Berkshires are a perfect spot for a getaway week or weekend. You will enjoy this cozy 2-story apartment, easily accessible to all that the region has to offer. The apartment has a fully equipped kitchen, dining space, living area, and two bedrooms, overlooking the Housatonic River. Every town in South County is 5-15 minutes drive, and in 50 minutes you could be at The Clark Museum or Mass MOCA in North County. Several ski areas are nearby, and Kripalu is just an easy 10 minute drive.

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Cozy apartment near Jiminy Peak

Two cozy bedrooms with an efficient kitchen make this a great weekend getaway for 2 adults or family of 3 to use as a base to explore both north and south Berkshire county in every season. About a mile from Jiminy Peak Ski Resort, less than 5 minutes to Bloom Meadows, 15 minutes to both Williamstown and Pittsfield, and 30 minutes to Mass MoCA, the quiet, wooded mountainside surroundings let you enjoy nature at its finest while easily getting to the area's many cultural attractions.

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Berkshires getaway: nature, culture & relaxation

King bed and birch beams rule this nature inspired space. You have sole access to a mahogany deck, perfect for morning coffee or wine at night by a gas fire pit. Skylights, large windows, as well as plenty of light fixtures will brighten up your stay. Radiant heat, 3 ceiling fans and A/C will keep you comfortable. You will be surrounded by nature, yet ten minutes from county’s largest supermarket, and centrally located from all Berkshires’ cultural venues and hiking trails.

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Cozy Guesthouse Near Downtown, Lee

Welcome and enjoy our renovated Guesthouse at Lee, MA, staying on main street (15 minutes from Great Barrington and 20 minutes from Pittsfield). It is also 3 mins to Outlet and 19 mins to the closest Ski area.The master bedroom has a queen size soft mattress, and the second bedroom has a queen bed also. The kitchen has a brand new refrigerator, a gas range, and units for cooking. You will enjoy the comfortable stay! Owners live upstairs and be friendly to all visits.

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The Artist Suite @Moonbeams: stay on 38 acres

The Artist Suite at Moonbeams: a private suite w/ private bath and efficiency kitchenette on 38 acres. Relax by the gas burning instant-on fireplace, private patio or shared fire-pit area. Enjoy our woods trail and babbling brook or walk up our quiet dirt road to Harvey Mountain State Forest. Star gaze from our wood fired hot tub (inquire about it for an additional set-up fee). The perfect getaway in the Hudson Valley – on the edge of the Berkshires.

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Quaint Suite in Center of Adams

Pet Friendly mother-in law suite within a beautiful Victorian home in the center of Adams. The quaint town sits at the base of Mount Greylock with hiking and bike trails within minutes of your accommodations. Restaurants, grocery store and a 9 hole golf course are in walking distance. MASS MOCA is just a short 6 mile drive. Tanglewood music center is a 35 minute drive. Beautiful deck with gas firepit and grill. We would love you to be our guest.

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Berkshire Charm w/ Panoramic views

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Hillside Haven

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priv. rm.#2 in forest clearing home

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Sunny Riverside Apartment

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Berkshire Charm w/ Panoramic views

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Fall/Winter Mountain Spa Nature Retreat

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Ski Bousquet/Private Ranch/Kid&Pet Friendly/Horses

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ROOMS on the RIVER/Free WIFI and Parking

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Hillside Haven

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Quaint Suite in Center of Adams

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