Villas in Berkshire County

With a stay at this cottage in Great Barrington, you'll be steps from Lake Buel and a 4-minute drive from Les Trois Emme Winery. This cottage is 3.4 mi (5.5 km) from Ski Butternut and 2.5 mi (4.1 km) from Dry Hill.

With a stay at this cottage in Williamstown, you'll be within a 10-minute drive of Jiminy Peak Mountain Resort and Williamstown Theatre Festival. This cottage is 10.5 mi (16.9 km) from Williams College and 15.4 mi (24.7 km) from Massachusetts Museum of Contemporary Art.

Located in Williamstown, this cottage is a 4-minute drive from Mount Greylock State Reservation and 5 minutes from Hopkins Observatory. This cottage is 13.4 mi (21.6 km) from Jiminy Peak Mountain Resort and 2.1 mi (3.4 km) from Williams College.

Located in New Marlborough, this cottage is a 2-minute drive from Questing and 6 minutes from Les Trois Emme Winery. This cottage is 9.2 mi (14.7 km) from Ski Butternut and 2.8 mi (4.5 km) from Umpachene Falls Park.

Located in Otis, this cottage is within a 15-minute drive of Jacob's Pillow and Pyramid Lake. This cottage is 15.8 mi (25.4 km) from Tanglewood Music Center and 18 mi (29 km) from Ski Butternut.

With a stay at this cottage in Sheffield, you'll be within a 10-minute drive of Housatonic River and Magnolia Bluffs Casino. This cottage is 9.5 mi (15.3 km) from Ski Butternut and 4.5 mi (7.2 km) from Jug End State Reservatio.

Located in Sheffield, this cottage is within a 5-minute drive of Housatonic River and Ashley House. This cottage is 14.6 mi (23.6 km) from Ski Butternut and 3.7 mi (5.9 km) from Land of Nod Vineyard and Winery.

Located in Otis, this cottage is within a 10-minute drive of Otis Ridge and County Beach. This cottage is 14.5 mi (23.3 km) from Ski Butternut and 5.9 mi (9.6 km) from Otis Reservoir.

Located in Lenox, Life House Berkshires is within a 15-minute walk of Kennedy Park and Pleasant Valley Wilderness Sanctuary. This lodge is 12.1 mi (19.5 km) from Jiminy Peak Mountain Resort and 3.5 mi (5.6 km) from Tanglewood Music Center.

Located in Otis, this cottage is a 1-minute drive from Otis Reservoir and 8 minutes from County Beach. This cottage is 2.7 mi (4.3 km) from Tolland State Forest and 5.6 mi (8.9 km) from Otis Ridge.

With a stay at this cottage in Monterey, you'll be within a 5-minute drive of Beartown State Forest and Bidwell House Museum. This beach cottage is 15.1 mi (24.2 km) from Tanglewood Music Center and 12.2 mi (19.7 km) from National Shrine of the Divine Mercy.

Located in Otis, this cottage is a 1-minute drive from Otis Reservoir and 6 minutes from County Beach. This cottage is 5.7 mi (9.2 km) from Tolland State Forest and 5.8 mi (9.3 km) from Otis Ridge.

With a stay at this cottage in West Stockbridge, you'll be within a 5-minute drive of Frelinghuysen Morris House and Studio and Tanglewood Music Center. This cottage is 11.8 mi (19 km) from Ski Butternut and 2.4 mi (3.8 km) from The Mount.

Located in Becket, this cottage is within a 10-minute drive of Pyramid Lake and Jacob's Pillow. This cottage is 16.5 mi (26.5 km) from Tanglewood Music Center and 4.2 mi (6.8 km) from October Mountain State Forest.

Located in Great Barrington, this cottage is within a 5-minute drive of W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center. This cottage is 10.8 mi (17.4 km) from National Shrine of the Divine Mercy and 2.9 mi (4.6 km) from Housatonic River Walk.

With a stay at this cottage in Great Barrington, you'll be a 3-minute walk from Housatonic River and within a 5-minute drive of Housatonic River Walk. This cottage is 3 mi (4.9 km) from Ski Butternut and 11.2 mi (18.1 km) from Tanglewood Music Center.

When you stay at this cottage in Otis, you'll be near ski lifts, within a 5-minute drive of Otis Ridge and County Beach. This cottage is 3.8 mi (6.1 km) from Otis Reservoir and 5.4 mi (8.7 km) from Jacob's Pillow.

With a stay at this cottage in Lanesborough, you'll be within a 10-minute drive of Crane Museum of Papermaking and Barrington Stage Company. This cottage is 12.3 mi (19.8 km) from Tanglewood Music Center and 5.2 mi (8.4 km) from Jiminy Peak Mountain Resort.

With a stay at this cottage in Lenox, you'll be within a 5-minute drive of Arrowhead Museum and Herman Melville's Arrowhead. This cottage is 5.4 mi (8.6 km) from Tanglewood Music Center and 11.4 mi (18.4 km) from National Shrine of the Divine Mercy.

When you stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 5-minute drive of Guido's Marketplace and Bousquet Ski Area. This golf lodge is 10.3 mi (16.6 km) from Jiminy Peak Mountain Resort and 5.3 mi (8.6 km) from Tanglewood Music Center.