Homes for Rent in ZIP Code 21663

Embrace the quintessential Saint Michaels lifestyle in this beautifully renovated Classic Tidewater Cottage, ideally positioned in the heart of one of Maryland’s most beloved waterfront towns. Stroll to local restaurants, boutique shops, galleries, marinas, and the scenic harbor, then return home to relax on the porch or gather in the rear garden for effortless outdoor

Michael Dillon Benson & Mangold, LLC

GREAT RENTAL OPPORTUNITY !Inviting townhouse in the St. Michaels Martingham community with views across the Links at Perry Cabin fairway, offering easy Eastern Shore living. From the upstairs living areas, enjoy lovely, elevated views, abundant natural light, and a sense of openness that enhances the home’s warm, inviting feel. The upper-level living area features shining hardwood floors, and

Cornelia Heckenbach Long & Foster Real Estate, Inc.

Dramatic Price Drop!!! Seller ready to sell this beautifully restored Historic Victorian in the heart of Saint Michaels. This charming home has a strong rental history, last tenant was paying $4,500 a month. From the wide, welcoming front porch to the gated, manicured yard—complete with a hammock ideal for long afternoon naps—every space is designed for comfort and relaxation. A brick walkway

Jana Meredith Meredith Fine Properties

Suzanne Silverstein Benson & Mangold, LLC

St. Michaels Cape. First floor offers living room with fireplace, dining area/kitchen combo, 2 bedrooms and bath. 2nd floor features 2 bedrooms and bath. Rear deck overlooking private backyard. Storage shed. Walking distance to downtown amenities, shopping and restaurants. Rented unfurnished. No pets. Non-smokers. Credit check and references required. One year + lease. Immediate occupancy.

Judy Moore Benson & Mangold, LLC

Nestled in the charming Historic St. Michaels, this exquisite 3-bedroom, 2-bathroom colonial home exudes timeless elegance and modern comfort. Step inside to discover a beautifully designed interior featuring rich hardwood floors and a cozy brick fireplace, perfect for intimate gatherings. The heart of the home is the spacious eat-in kitchen, complete with stainless steel appliances, an island,

Joan Voss JPAR Preferred Properties

***BRAND NEW & MOVE-IN READY*** this Arts & Crafts home sits on a quaint corner lot in picturesque Saint Michaels, MD and is clad with high end finishes throughout. Step from the covered front porch into the luxurious kitchen which features stylish pistachio and linen cabinetry with satin bronze hardware, Z-Line appliances including a 36" dual fuel 6 burner range with champagne bronze

Adam Ellison Long & Foster Real Estate, Inc.

Welcome to this beautifully updated cottage in the heart of St. Michaels—where modern comfort meets Eastern Shore charm. Perfectly situated within walking distance to the town’s shops, restaurants, Rails to Trails, and the renowned Maritime Museum, this single‐level home offers both convenience and a peaceful, private setting. Sitting on nearly a quarter acre, the property features a fully fenced

Stacie Luhrman Benson & Mangold, LLC

For rent is the upper floor apartment in a 2-apartment building in the Historic District of St. Michaels. Apartment is bright with high ceilings, wood flooring, 2 bedrooms, 1 bath, spacious modern kitchen and an attractive upper deck oriented to the back yard. Off street parking. Pets are strictly case by case. 12 months lease. Good credit and references required.

Carolina Barksdale Benson & Mangold, LLC

Custom-built in 2019, this home masterfully blends the charm of a historic replica with today’s modern conveniences. Ideally located just a short walk from shops, restaurants, the historic St. Michaels Harbor, and the Chesapeake Bay Maritime Museum, it offers the perfect balance of comfort and lifestyle.Inside, the home features an inviting open-concept living, family, and dining area

Jana Meredith Meredith Fine Properties

Enjoy the charm of St. Michaels from this inviting 2-bedroom, 1-bath apartment located at 113 Fremont Street. Situated within walking distance of downtown, this convenient location makes it easy to enjoy the restaurants, boutique shops, galleries, waterfront attractions, and historic streets that make St. Michaels one of the Eastern Shore’s most desirable destinations. Stroll into town for

Jarnell Foster Samson Properties

Beautiful modern 2 bedroom townhouse in Martingham completely renovated with bedrooms on the first floor with incredible tile bath. Open floor plan is bathed in natural light. Pets are case by case.

Jim Corson Benson & Mangold, LLC

Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

First floor apartment one block from main street in St. Michaels. 2 bedrooms/1 bath with nice large living room and kitchen. Wood floors throughout living area, high ceilings, bright and airy. New HVAC system, most windows have been replaced. Tenant has the exclusive use of the back yard. Great location one block from main street, close to library and nature trail entrance. One year lease, good

Carolina Barksdale Benson & Mangold, LLC