Wilder House is a vintage inn in the historic village of Sheffield. 10 minutes from Great Barrington, the Berkshire School, and epic hikes, enjoy beautiful rooms in a walkable setting.

Stay in a stylish historic firehouse, steps from downtown Shelburne Falls—three beautifully renovated apartments perfect for exploring artisan shops, scenic trails, and small-town charm, then relax and unwind in style.

Lovely 2,700 sq. ft. furnished 3 bedroom house, full kitchen, 2 baths, fireplace, 2 TVs, Netflix, A/C, laundry, BBQ, Gazebo, crib, garage. Private pond with kayaks. Sleeps 10.

Idyllic and tranquil fully-furnished farmhouse on 4 acres. 5 bedrooms, 2 baths; sleeps 12. Screened porch overlooking gardens, stream, and wooded mountains.

Spacious suites with full kitchens and modern comforts, indoor pool & hot tub. Minutes to Tanglewood, golfing, skiing, hiking, fine dining, and rich cultural experiences. Your perfect Berkshires retreat! . 

Experience mountain views from spacious suites with full kitchens. Four-season comfort and recreation with heated pools, hiking trails, and easy access to Jiminy Peak, golf & lakes. Your perfect Berkshires escape awaits! 

Huttopia Berkshires ready-to-camp accommodations blend harmoniously nature and comfort. From seasonal wood-and-canvas tents to cabins opened year-round, it offers a unique outdoor gateway for families, couples and groups.

Escape to Spacious Skies Woodland Hills in Austerlitz, NY! Enjoy wooded RV sites, cozy cabins, a pool, fishing, hiking, and family fun near the Taconic and Berkshire Mountains.

Restoration masterpiece-1885 schoolhouse. Exquisite suites w/frplcs and whrlpl baths. Spa rm w/jacuzzi for 2. Room dlvd. bkfst, king canopy beds.

Waterfront, boutique-style cottage resort offering an all-season charming & tranquil escape with a touch of luxury surrounded by the Berkshire Mtns.