Cottages in Saint Michaels, MD

This Stevensville, Maryland holiday home is conveniently located near several Kent Island wedding venues, within an hour's drive (approx. 80km) of Annapolis, Washington D.C., and Baltimore.
The 111-square-metre property boasts two bedrooms, two bathrooms, sleeping up to six guests, and features a screened-in porch, private sauna, and accessibility features; guests can also hire a chef or artist.

Shipwright Cottage is located in the Bay Hundred area of Tilghman Island, just 13km from the town of St. Michaels. This charming property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage offers 111 square metres of space, comfortably accommodating up to four guests in its two bedrooms. The cottage is equipped with a modern kitchen, WiFi, a DVD player, a washing machine and dryer, a charcoal grill, a screened porch, and access to kayaks, bicycles, and a bike trailer.

This lakefront holiday home is situated near Tilghman Island, Maryland, approximately 18 kilometres from St. Michaels Marina and the Chesapeake Bay Maritime Museum.
The single-bedroom property sleeps four guests and includes air conditioning, Wi-Fi, a barbecue, and on-site parking, with easy access to local attractions such as the St. Michaels Museum and Neavitt Park.

Harbor Hideaway is a charming cottage located in downtown Saint Michaels, Maryland, just a short walk from the waterfront and a few minutes from the town's attractions. The cottage has consistently received excellent ratings for location, cleanliness, and overall experience.
The cottage spans 111 square meters and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private swimming pool, a terrace, a garden, a spa, a tennis court, and parking, making it perfect for a relaxing and enjoyable stay.

This private coastal lodge in Bozman, a short drive from St. Michaels, offers a secluded retreat on Tilghman Island, with proximity to the Chesapeake Bay Maritime Museum and St. Michaels Museum.
This three-bedroom, two-bathroom holiday home accommodates six guests and features a private pool, a private pier for water access, a waterfront screened porch, and a fireplace, with air conditioning and internet provided.

This waterfront cottage, situated in Talbot County, Maryland, offers direct access to the Tred Avon River and is a short drive from Easton and St. Michael's.
The property boasts a one-bedroom, one-bathroom layout sleeping two, complete with a fully equipped kitchen including a dishwasher, a jacuzzi, and kayaks, paddleboards and bikes for guest use.

Simplicity Cottage is situated on Tilghman Island, a short distance from the Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum, offering a peaceful retreat surrounded by the scenic Chesapeake Bay. This charming holiday home is perfect for a small family or group of friends seeking a relaxing getaway.
The cottage has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It features a waterfront location with a substantial dock, air conditioning, internet access, and a spacious lot perfect for outdoor activities and entertaining.

This detached house in Royal Oak offers convenient access to St. Michaels Winery, Windon Distilling, Saint Marys Square (350 meters away), Church Cove Park, the Chesapeake Bay Maritime Museum, and Easton Cycle and Sport, all within a short drive of Oxford.
Accommodating up to 14 guests, this spacious property features 6 bedrooms, 4 bathrooms, complimentary WiFi, and air conditioning, with nearby attractions providing opportunities for wine tasting, spirit sampling, and outdoor recreation.