Semesterboende i Richmond

4,95 av 5 i genomsnittligt betyg, 437 omdömen

Alpstuga i Otis

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

4,93 av 5 i genomsnittligt betyg, 194 omdömen

Gästsvit i Richmond

Leaf Peepers/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!

4,94 av 5 i genomsnittligt betyg, 32 omdömen

Sunshine Cottage

Sunshine Cottage a peaceful place to rest and relax while being centrally- located to many of the attractions that make this area a beautiful place to visit. We are about 15 minutes away from Balderdash Winery, Hilltop Orchard/ Winery and Home Range Winery. Tanglewood, Berkshire Botanical Gardens, Jacobs Pillow, Red Lion Inn and Hancock Shaker Village bring culture and magnificent shows. You can ski at Bousquet Mountain, Ski Butternut and Jiminy Peak Mountain Resort. Come visit the Berkshires.

4,9 av 5 i genomsnittligt betyg, 279 omdömen

Gästhus i Lenox

The Coach House | Modern 2BR Loft + Views & Pool

Restored coach barn with 25-ft cedar ceilings, skylights, and mountain views—part of House on Golden Hill, a historic Lenox farmhouse compound. This airy 2BR + loft retreat blends rustic charm with modern ease. Enjoy a full kitchen, cozy living space, and outdoor area. Set beside a stream with seasonal pool access, it’s perfect for families, couples, or creative escapes. Centrally located and just minutes to downtown Lenox, Tanglewood, and trails—your Berkshires base for rest and inspiration.

4,94 av 5 i genomsnittligt betyg, 18 omdömen

"Hemlock Shadow" near Tanglewood on Six Acres

Hemlock Shadow is located on 6 acres of native and wild forest and features a small stream and pond located at the bottom of the property. It is centrally located near Lenox, MA and is only 1 mile up the hill from Tanglewood and all of the amenities the surrounding area offers. You will find excellent hiking trails within walking distance of the house. This minimalistic home offers an in-forest oasis where you can escape your troubles and enjoy the majestic nature afforded by the Berkshires.

Superhost

5 av 5 i genomsnittligt betyg, 5 omdömen

Lovely Gated Berkshire Estate!

Verona: A new-built, modern contemporary, with attention to every detail. Amenities: 5 Bedrooms ensuite, 4 Full Baths, 2 half-baths. Heated pool (in season), pool house, covered bar, outdoor kitchen w/seating, grill, stone patio surround with seating and umbrellas, 2 fire pits, outdoor shower(!) 3 fireplaces, chef's kitchen, 4 season sunroom, baby grand piano, billiards, home gym, mountain & pastoral views-property is fully fenced w/ gated entry, excellent wifi and 5 smart TVs. Sleeps 12!

4,91 av 5 i genomsnittligt betyg, 174 omdömen

Boende i Canaan

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.

4,95 av 5 i genomsnittligt betyg, 43 omdömen

Gästsvit i Richmond

Berkshire Mountain Retreat

Studio apartment with private entrance nestled in bucolic Richmond. Located on a quiet mountain road adjacent to miles of hiking and biking trails. Close to 4 ski areas and minutes to Tanglewood, Kripalu, Clark Art Museum, Mass MoCA, Hancock Shaker Village, the Mass Audubon Wildlife Sanctuary and more. A short drive to Lenox, Stockbridge, and Great Barrington where shopping and fine dining await. Your relaxing vacation begins here with an expansive yard, views and in ground pool!

4,99 av 5 i genomsnittligt betyg, 291 omdömen

Boende i Lee

Berkshire Mountain retreat with Urban eco-luxuries

600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.

Vistelse på bondgård i Pittsfield

4,99 av 5 i genomsnittligt betyg, 262 omdömen

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.

4,91 av 5 i genomsnittligt betyg, 35 omdömen

Tanglewood | Outdoor living room | Fire pit

Located near Lenox, Stockbridge, and Lee, this private and peaceful country house with modern amenities offers a relaxing haven in a prime location to enjoy the Berkshires! You are minutes away from music at Tanglewood, plays at Shakespeare & Co., art at Norman Rockwell Museum, and much more. When staying on the property, enjoy the many spaces to socialize or relax inside or outside the house while gazing at 3.8 acres of country landscape.