Homes for Rent in Montgomery, MA

Montgomery offers a rustic hilltown living experience with beautiful views and a strong connection to nature. Located about 20 miles north of the Massachusetts-Connecticut border, this community is surrounded by the mountains and waterways of the Berkshires, yet remains within a 15- to 20-minute drive from shopping centers and hospitals. Outdoor enthusiasts will find plenty of things to do, with opportunities for biking, hiking, hunting, fishing, and kayaking. Tekoa Mountain and the Tekoa Mountain Wildlife Management Area provide scenic and challenging terrains, while the Westfield River is popular for water activities. The housing market features a variety of single-family homes on spacious lots, ranging from vintage 1940s cottages to contemporary cottages and log hunting lodges, typically priced between the high $200,000s and mid $600,000s. Montgomery experiences an average of 40 inches of snow annually, making winter preparations essential. The Gateway Regional School District serves the area. Dining options are limited to Backwoods Breakfast and Barbecue, with more amenities available in nearby Westfield, including grocery stores, banks, and medical facilities. Montgomery Road is the main throughway, connecting residents to Westfield, under 10 miles away, and Springfield, about 20 miles away. Bradley International Airport is just under 30 miles away in Windsor Locks, Connecticut.