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Apartments for Rent in Chester, MA

1 through 30 of 431 verified available listings

1 - 30 of 431 verified available listings as of August 30, 2026Updated Just Now

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Chester occupies the Westfield River valley along Route 20, which connects the town east toward Westfield and west toward the Berkshires. The center includes local businesses and the Chester Railway Station and Museum, while the surrounding terrain quickly transitions into wooded hills and river corridors. Chester-Blandford State Forest offers hiking, mountain biking, fishing, picnicking, and seasonal recreation just off Route 20. Renters can use the map and current listings on Boston Pads to see how individual properties relate to the center of Chester, regional roads, and the extensive outdoor areas surrounding town.