Houses for Rent in Chester, MD

Enjoy modern living in this stunning 4-bedroom, 2.5-bathroom brick-front Colonial, featuring high ceilings and an open concept layout. With a gorgeous screened-in porch, gas fireplace, and freshly painted interiors, this home is ready for comfort. The large fenced yard is perfect for outdoor activities, while the 2-car garage provides added convenience. Located in the serene Clayborne Woods community, this welcoming space offers ample room for family and pets, with utilities managed by tenants.

This fully renovated 3-bedroom, 1.5-bath ranch home offers a fresh, modern vibe with an airy layout and abundant natural light. Key features include a new kitchen with updated appliances, stylish flooring, and a charming covered porch. The partially fenced backyard is perfect for outdoor entertaining. Conveniently located near Route 50 and the Bay Bridge, this home provides easy access to parks, restaurants, shopping, and waterfront fun. Enjoy coastal living at its finest!

This beautifully updated 3-level townhouse offers 3 bedrooms and 3 bathrooms, spread across 1,899 sq ft of modern living space. Featuring hardwood floors, a gas fireplace, and an upgraded kitchen with quartz countertops, this home is designed for comfort and style. Enjoy outdoor living on the oversized deck overlooking serene pond views, along with access to community amenities like a pool, fitness center, and tennis courts. Perfect for those seeking vibrant Eastern Shore living!

Experience unparalleled waterfront living in this spacious contemporary home, featuring 4 bedrooms and 3 baths across 2,876 sq. ft. An open-concept kitchen and great room boast a stone fireplace and hardwood floors, while a gourmet kitchen includes granite countertops and stainless steel appliances. Enjoy stunning water views from the master suite or relax on one of three decks. With a private entrance for in-law or office space and pier access, this property is perfect for boaters and sunset lovers alike.

This beautiful 4-bedroom ranch-style home features a bright and open kitchen with stainless steel appliances and granite countertops. Hardwood floors flow throughout the spacious layout. Energy efficiency upgrades include an insulated crawlspace and R49 attic insulation. Enjoy the serene, fenced backyard on a quiet street. Perfect for families or those seeking extra space to unwind. Available starting June 1, 2026, with rental applications available online.