Places to stay in Saint Michaels, MD

This waterfront flat in Stevensville offers direct views of the Chesapeake Bay and Kent Island's waterways, placing you within 100 meters of the water's edge.
This 3-bedroom, 2-bathroom property accommodates up to 7 guests and features a renovated kitchen, air conditioning, and a communal swimming pool, with concierge services available for booking local activities.

This Easton property, Quailsar Farm, is situated 5km from the Academy of the Arts, offering easy access to the Chesapeake Bay region's attractions, including Federalsburg Marina (37km) and the Chesapeake Exploration Centre (40km).
This 471 square metre house boasts five bedrooms, four bathrooms, a private pool, free Wi-Fi, private parking, and a fully equipped kitchen, comfortably accommodating up to 19 guests.

Quailsar Farm is a 5-bedroom holiday home located in Talbot County, on Maryland's Eastern Shore, just a short drive from the charming town of Easton. The surrounding area is peaceful and rural, offering a tranquil escape from the hustle and bustle of city life.
The spacious property features a free-flowing layout, comfortably accommodating up to 10 guests. Amenities include a well-equipped kitchen, a swimming pool, and parking, making it ideal for families or groups of friends seeking a relaxing getaway.

This Oxford property, Sunrise Cove, is situated in Royal Oak, Maryland, approximately 12.6km from the Academy of the Arts and 50km from the Chesapeake Exploration Center, a convenient location for exploring the surrounding area.
This spacious 234 square metre house boasts three bedrooms, two bathrooms, a private pool, Jacuzzi, free Wi-Fi and parking, accommodating up to 11 guests and offering self-catering facilities in its fully equipped kitchen.

This charming three-bedroom cottage is situated on Kent Island, Maryland, just 10 kilometres from the Bay Bridge and within easy reach of Annapolis, Washington D.C. and Baltimore. It has received excellent ratings for location, cleanliness and user experience.
The property offers a comfortable and stylish space for up to six guests with a spacious kitchen, two bathrooms and a dedicated workspace in the main bedroom. It is perfect for families, with a full bed in the second bedroom and twin bunk beds in the third, and features a peaceful location, stylish décor, relaxation amenities, and a well-equipped kitchen.

This Stevensville beach house is located just 14.5 kilometres from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park, offering easy access to the area's attractions. It has consistently received excellent ratings for user experience, location, and cleanliness.
This four-bedroom property spans 167 square metres and comfortably accommodates up to 14 guests. The house provides a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.

This Trappe holiday home, situated within 9.6km of the Third Haven Friends Meeting House, Academy Art Museum, and Academy of the Arts, offers convenient access to local attractions and amenities.
This five-bedroom, three-bathroom property boasts 204 square metres of living space, including a private pool, fully equipped kitchen, and can comfortably accommodate eight guests.

This six-bedroom apartment is situated in Stevensville, a short walk from the beach and within walking distance of the marina, offering easy access to the Chesapeake Bay's attractions. The property boasts multiple decks with picturesque views, a spacious entertainment area with a pool table, bar, and poker table, and comfortably accommodates up to 12 guests.

This three-bedroom cottage in Tilghman Island, a rural area renowned for its Chesapeake Bay connections, offers easy access to marinas, waterfront dining, and cultural sites such as the Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum, all within a 2 kilometre radius.
This pet-friendly accommodation accommodates six guests and features a private pool, a large screened porch with dining facilities, a fully equipped kitchen, and keyless entry, ensuring a comfortable stay with ample amenities and nearby activities.

This spacious holiday home is located in Trappe, just 5.5 miles from the Academy of the Arts and 25 miles from Federalsburg Marina, offering a tranquil escape in a charming town with a rich history. The property spans 204 square metres and comfortably accommodates up to 8 guests, providing ample space for families or groups.
The house is fully equipped with modern amenities including a kitchen with a fridge, microwave oven, and dishwasher, a private outdoor pool and gazebo, air conditioning, and free Wi-Fi. Guests can also enjoy a dedicated outdoor dining area, a washing machine, and parking.

This Stevensville holiday home on Kent Island offers a tranquil waterside retreat, situated 35 kilometres from Annapolis Harbour and 51 kilometres from Baltimore-Washington International Airport.
This spacious 138 square metre property accommodates up to 21 guests with four bedrooms, three bathrooms, a fully equipped kitchen, a living room, and outdoor space including a garden and patio, complemented by free private parking and WiFi.

This charming cottage is situated in the historic town of Oxford, a short walk from parks, restaurants, and the local produce stand. It has received excellent user ratings, making it a popular choice for travellers.
The property offers three bedrooms and two bathrooms, spanning 164 square metres. It comes with a range of amenities, including a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and internet access, making it perfect for a comfortable and enjoyable stay.

This newly renovated two-bedroom, two-bathroom flat in Saint Michaels offers a central location, providing easy walking access to shops and restaurants on Talbot Street, and is ideally situated for exploring the Eastern Shore.
This accommodation for four guests features a modern kitchen with a fridge, freezer, microwave, and dishwasher, alongside an outdoor fire pit and grilling facilities, perfect for a comfortable getaway with essential amenities.

This apartment is located in Easton, a short distance from the charming towns of Oxford and St. Michaels, offering easy access to a variety of dining, shopping, and cultural experiences. It has received excellent guest ratings, making it a popular choice for travellers.
The three-bedroom property comfortably sleeps six guests and features a spacious family room, a sunporch with a ping pong table, and a large deck with stunning water views. Modern amenities include Smart TVs in each bedroom, a fully equipped kitchen, and a garden with a tennis court.

This waterside cottage, offering a secluded Eastern Shore experience, is located on Irish Creek, mere minutes from St. Michaels.
This three-bedroom property accommodates up to six guests and features a private deep-water dock, tennis court, a brick fireplace, and expansive grounds with sunset views.

This Stevensville bayside cottage is situated steps from the Chesapeake Bay and a short walk from the Kentmorr Restaurant and Tiki Bar.
The three-bedroom, two-bathroom house sleeps six guests and boasts high-end finishes, a peaceful back porch with bay views, and access to a community beach; perfect for fishing trips or weddings.