Short Term Rental in Chester

If you’re looking for an affordable, private and cozy vacation spot, this property is for you! The layout is inviting and features a spacious light filled living room, a dining area with seating for 6 that opens to the wraparound back deck, a well-equipped kitchen and a hallway that leads to three bedrooms: one with a double bed and workspace that overlooks the backyard, another with a double bed and another with two XL twin beds, plus a full bathroom. Laundry is located in the basement and for fun, there is a Ping pong table. Outside is a fire pit, a small sledding hill, and plenty of grounds to walk, snowshoe and cross country ski. Located just off Route 11, with easy access to Chester town, Springfield Hospital and Okemo, Magic, Bromley and Stratton Ski Resorts. --- Offered at $2,800/month plus utilities and deposits. Flexible lease options available so reach out and let us know what you're looking for! Lease not to go beyond June 30, 2026 --- Also available for the entire ski season, November 15, 2025 to April 15, 2026, for $14,000 plus utility deposit, security deposit and cleaning fee. Tenant responsible for electricity, heating, trash removal and plowing expenses. Internet and lawncare included. One small dog may be negotiable with additional deposit. Come and enjoy all that Chester has to offer!