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Classic New England Home with direct trail access

Classic New England Home with DIRECT trail acess – 4BR in Richmond Enjoy the charm of the Berkshires in this spacious 4-bedroom, 2.5-bath home in peaceful Richmond. Perfect for families or remote work, the home features fast Wi-Fi, fully equipped kitchen and 7 acres of natural privacy. Enjoy direct access to spectecular hiking trails, unwind on the patios, restaurants, and historic sites. Minutes from Tanglewood, Kripalu, Lenox and West Stockbridge. Book your stay and make yourself at home!

家族 · ロケーション · おもてなし

Fall Foliage Luxury Cabin & View Autumn Adventures

Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!

ロケーション · 家族 · 情報の正確さ

Barn Stay at Shadowbrook Farm

Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years. Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. If you follow the farm road, you are able to meet every farm animal on the property!

ロケーション · 価格 · スキー

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Welcome to our little slice of heaven upstate. Located just a 5-minute drive to the MA border, a stay at our home in Canaan, NY means access to the best of both Columbia County and the Berkshires. In the summer, enjoy the private Adams Point Beach on Queechy Lake and easy access to Tanglewood. In the winter, explore 4 different local ski resorts and curl up by the cozy wood stove. In between, enjoy the peaceful pond views and secluded location on a dirt road. We can't wait to welcome you!

家族 · 価格 · 外観・内装

Berkshire 4 season home

The house is located in the heart of the Berkshires. It's less than 10 miles from Tanglewood, Kripalu, Jacob's pillow Dance, Monument Mountain, Beartown state forest, Norman Rockwell Museum, Shakespeare & Co., Ski Butternut, Lee Prime outlets. Located 1.5 miles from the turnpike exit for easy travel, 3 miles from Laurel lake, walking distance to a public golf course and downtown Lee where you will find great restaurants. There is Cable internet that is fast and reliable if you have to work.

家族 · 価格 · 裏庭

Secluded Chic Mountain Chalet near Tanglewood

Escape to Tranquility Glade, a newly designer-renovated modern chalet on 5.5 private forest acres near Tanglewood & Kripalu. Bathed in natural light with cathedral ceilings, skylights, and a dramatic stone fireplace, this serene retreat blends modern style with woodland calm. Enjoy curated furnishings, a sleek European galley kitchen, outdoor firepit, tranquil forest views, and easy access to lakes, waterfalls, hiking, and skiing—perfect for cozy evenings or peaceful mornings among the trees.

家族 · ロケーション · バスルーム

Berkshires/Pet Friendly/Tanglewood/Private Ranch

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 Rides /Horse activities available by appt!

ロケーション · 家族 · ペット

Berkshire Lakefront House with Amazing Views

Enjoy the culture of the Berkshires & Hudson - 15 min from Tanglewood, Norman Rockwell Museum, Shakespeare & Co, PS21, McHaydn Theatre, Mount Greylock, Jiminy Peak Resort, zipline parks, Bousquet & more. Restaurants & market within driving distance and a membership-only beach within a short walk or drive. Great lake views with wrap-around porch. The lake is family-friendly. We welcome couples, solo adventurers, and families. Sorry, no "Group Bookings" - book & pay via one account only.

価格 · 家族 · アメニティ・設備

Bucolic Pet Friendly Oasis | 10 min to Tanglewood

Escape to our peaceful retreat on 5 private acres. Large picture windows envelope you in the gorgeous surroundings, and the tree lined property creates a sense of utter tranquility. Bask in the breeze on the sun porch, curl up by the wood burning stove, or enjoy a lounge on the deck. Centrally located in the Berkshires: ⭐️ 10 minutes to Tanglewood/Lenox ⭐️ 7 minutes from West Stockbridge/ I-90 ⭐️ 20 minutes to Great Barrington, Stockbridge & Pittsfield Enjoy our oasis all year r

ロケーション · 家族 · おもてなし

Berkshires Colonial on 2 Acres by Evergreen Home

Evergreen Home Vacation Rentals invites you to this grand Colonial on 2.7 private acres in picturesque Richmond. This spacious home is the perfect base for quiet country living, located just 1 minute from Balderdash Cellars and 10 minutes from Bousquet Mountain. Enjoy effortless access to Tanglewood, apple picking, and world-class museums. Whether you're heading 30 minutes to Butternut or exploring local trails, this estate offers the ideal blend of tranquility and convenience.

家族 · ロケーション · ハイキング

Private 2nd-floor studio on a working produce farm

Charming 2nd-floor studio on a working produce farm in beautiful Berkshire County. Convenient to many local attractions such as Tanglewood, Bousquet Mountain ski resort, Naumkeag, local theater, museums, and much more. Visit our farm stand from late June through mid-October for fresh vegetables, baked goods, and our delicious corn on the cob! Spend time visiting with the farm's goats, horses and chickens, or just relax out on the balcony and take in the views.

家族 · 価格 · ハイキング

Cozy cottage on peaceful pond

This little slice of heaven is located on the serene Richmond Pond. Right down the street from Balderdash winery and a 15 minute drive to charming downtown Lenox and Tanglewood. In Lenox you can find great dining, shopping, and there is plenty of hiking and biking around this area. This cozy cottage has everything you need for a Berkshire retreat. In the fall cozy up next to the fireplace inside or out take a break and unwind at this Peaceful oasis. 

家族 · ロケーション · 近隣