Search accommodations in Saint Michaels, MD

This Grasonville waterfront property is situated approximately 14.5 kilometres from Queenstown Premium Outlets and Queenstown Harbour Golf Links, offering stunning Chesapeake Bay views.
This 327 square metre house boasts five bedrooms, three bathrooms, sleeps ten guests, and includes a private pool, tennis court, spa, and fully equipped kitchen; nearby attractions include the Chesapeake Bay Environmental Centre.

This newly renovated riverside mansion is situated in Easton, just a short distance from the town centre and offering stunning views across the water. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The home has five bedrooms and five bathrooms, comfortably accommodating up to 15 guests. Enjoy a range of amenities including a swimming pool, fitness centre, and a spacious garden, perfect for relaxing or entertaining.

This exclusive buyout of a boutique waterfront inn on Tilghman Island offers 20 private guest rooms with sweeping Chesapeake Bay views and private docks, ideal for group gatherings.
The inn accommodates up to 16 guests with 22 bathrooms, featuring internet, air conditioning, and a swimming pool, providing a private and comfortable setting for family reunions, wedding weekends, and corporate retreats.

Captains Cove, a five-bedroom Easton property, is situated 19 kilometres from the Academy of the Arts in St Michaels and 100 kilometres from Baltimore-Washington International Thurgood Marshall Airport.
This 254 square metre house boasts a private pool, hot tub, fully equipped kitchen, free Wi-Fi, and parking, comfortably accommodating up to 19 guests.

This Easton holiday home, situated within 14.5km of St. Michaels, the Talbot County Historical Society, and the Avalon Theatre, offers convenient access to local attractions.
Sleeping up to 10 guests, this five-bedroom property boasts four bathrooms, a fully equipped kitchen including a dishwasher and microwave, a swimming pool, parking, and modern amenities such as a smart TV and barbecue grills; pets are welcome.

This spacious holiday home is located in Sherwood, Talbot County, Maryland, a tranquil rural area on the waterfront, just 5 kilometres from Tilghman Island and a 20-minute drive from the centre of St. Michaels. It has received excellent user ratings for its comfortable accommodation and extensive amenities.
The property has 5 bedrooms, 7 bathrooms, 2 full kitchens, 2 living rooms, and 2 dining rooms, covering 418 square metres and accommodating up to 10 guests. This large home offers a private pool and spa area, a garden, a sauna, a Jacuzzi, a wrap-around porch with stunning views, and direct access to the water with a private dock, making it perfect for families and groups seeking a relaxing and enjoyable getaway.

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.

The Lucky Duck Studio is a fully renovated apartment located in the heart of St. Michaels, Maryland, just a short walk from the Miles River, shops, museums, restaurants, breweries, and wineries. The studio has received excellent ratings for its cleanliness, location, and overall user experience.
The studio features a queen-size bed, a sofa bed, a fully equipped kitchen, and a bathroom with a claw tub, accommodating up to four guests. Guests can enjoy free Wi-Fi, YouTube TV, a washer and dryer, a large closet, and a fully stocked parlor with drinkware for cocktails or beverages.

This three-bedroom house in Claiborne, a short drive from St. Michaels, offers easy access to the Chesapeake Bay Maritime Museum and St. Michaels Museum, both within a few kilometres.
The property sleeps six, includes WiFi and air conditioning, and is close to the Phillips Wharf Environmental Center and Paul Reed Smith Guitars, providing a relaxing base for exploring Tilghman Island.

This newly constructed waterfront residence on Tilghman Island offers peaceful waterside views, situated just a few minutes from the amenities of St. Michaels.
This 4-bedroom, 4-bathroom holiday home accommodates up to 8 guests, featuring a private swimming pool, a fully equipped chef's kitchen, and direct water views from expansive windows, perfect for those seeking a relaxing coastal retreat with outdoor dining and waterfront seating.

This three-bedroom holiday home is situated at the end of Tilghman Island, Maryland, a short walk from the pier and a short cycle from the Tilghman Country Store.
Sleeping five, the property boasts a well-equipped kitchen, two bathrooms, a patio, garden, and parking; kayaking, crabbing, and fishing are readily available at the nearby pier, with the Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum also within easy reach.

This St. Michaels flat is located in the downtown district, a short walk from the waterfront, dining, and shopping areas.
This 76 square meter flat accommodates up to 4 guests, featuring 1 bedroom, 2 bathrooms, a fully stocked kitchen with a coffee bar, a gas fireplace, a king-sized bedroom with a Smart TV, a spa-like ensuite bathroom, high-speed WiFi, an in-unit washer and dryer, and designated parking for two vehicles.

This waterfront property in Royal Oak, a short drive from St. Michaels, offers direct access to Bridge Creek with a dock and is located approximately 4.5 kilometres from the Chesapeake Bay Maritime Museum.
This family-friendly holiday home accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a private saltwater pool (seasonal), kayaks, a 1.6-hectare yard with a basketball hoop, and a great room with a fireplace.

This four-bedroom, two-bathroom house on Tilghman Island offers easy access to the waterfront and local restaurants, all within walking distance.
Sleeping up to nine guests, this property boasts two dining areas, a screened porch, three TVs, a DVD player, and a fully equipped kitchen including a gas range and dishwasher; wireless internet is also available.

Bay Breeze, situated in Grasonville, Maryland, is approximately 27 kilometres from Sandy Point State Park and 40 kilometres from Annapolis.
This three-bathroom, five-bedroom property offers 327 square metres of space, accommodating up to 19 guests and boasting a private pool, free Wi-Fi, and free private parking; explore Grasonville's attractions or enjoy the house's amenities.

This waterfront holiday let is situated near St. Michaels, Maryland, offering a peaceful retreat with sunset views.
This spacious 4-bedroom, 2.5-bathroom house accommodates up to 8 guests and features a fully equipped kitchen, a great room with a fireplace, air conditioning, and a swimming pool, with parking and internet provided.