Find short term rentals in Saint Michaels, MD at the best prices

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 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 modern farmhouse is situated on the Eastern Shore, a 16-kilometre drive from Easton town centre and a 24-kilometre drive from St. Michaels. The property offers four bedrooms, three bathrooms, and a spacious open-plan layout, with a kitchen featuring a fridge, freezer, microwave oven, and dishwasher, as well as a private garden, swimming pool, and parking.

This Easton studio apartment, a renovated 1850s McMillian House unit in St Michael's historic district on Talbot Street, is situated steps from the Miles River and numerous shops, museums, and restaurants.
The two-storey self-catering apartment, sleeping four, features a queen bed, full-size sofa bed, kitchenette, free Wi-Fi, YouTube TV, and dedicated parking for two cars; guests can also enjoy a shared front porch and the owners provide local recommendations.

This charming apartment is located in St. Michaels, just a short drive from the Bay Hundred Community Pool, golf courses, and the town centre. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The apartment is spacious, covering 196 square metres and comfortably accommodating up to 6 guests in its 3 bedrooms and 3 bathrooms. You can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a spa, and parking, as well as access to the internet.

This waterfront flat on Porters Creek, Tilghman Island, offers direct water access and is located a mere few minutes from St. Michaels' restaurants, shops, and museums.
This property, accommodating up to six guests, boasts three bedrooms, two bathrooms, a private pool, hot tub, fire pit, and a private dock for fishing and crabbing.

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 apartment in St. Michaels is situated a short walk from St. Michaels Marina and Higgins Yacht Yard and Marina, placing guests within 500 metres of the waterfront.
This three-bedroom accommodation for six guests offers a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and on-site parking, with Wi-Fi and a washer/dryer provided for convenience.

This two-bedroom holiday home is situated on Tilghman Island, a short walk from the Tilghman Island Country Store and within easy driving distance of Knapp's Narrows Marina & Inn.
The self-catering property sleeps four, boasts a fully equipped kitchen including a dishwasher, air conditioning, and a garden, and is ideally located for exploring Back Creek Community Park and the Chesapeake Bay Maritime Museum.

This Saint Michaels suite, a short walk from the Chesapeake Bay Maritime Museum and the St. Michaels Museum, offers stunning harbour views and proximity to Lyons Distilling Company within the Old Mill complex.
The 45-square-metre apartment includes a king-size bed, sofa, and a kitchenette with a fridge, freezer, microwave, and coffee makers, accommodating two guests and featuring a private bathroom and off-street parking.

This waterfront house is located just 5km from historic St. Michaels, near Oxford and Tilghman Island, making it a great base for exploring the region. The surrounding area is known for its beautiful waterfront and historic buildings.
This spacious five-bedroom home can comfortably accommodate up to 10 guests. It features a fully equipped kitchen, a custom coffee bar, three bathrooms, and a kids' room with DVDs and games. You can also enjoy a range of outdoor activities, including fishing, crabbing, kayaking, and boating from the private pier.

This Oxford holiday home is situated within a 15-minute walk of the Oxford Museum and Play Ball Dog Park, and within 20 km of The Third Haven Friends Meeting House and the Academy Art Museum.
Sleeping six guests, this three-bedroom, three-bathroom property boasts a modern kitchen with microwave and dishwasher, a cosy fireplace, smart TV, laundry facilities, barbecue, parking, and air conditioning, perfect for exploring Oxford.

This waterfront holiday home is located just 32 kilometres from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery, offering a peaceful and scenic setting on Tilghman Island. The accommodation has consistently received excellent user ratings, making it a popular choice for travellers.
The house has four bedrooms and two bathrooms, providing space for up to eight guests across its 159 square metres. Guests can enjoy a range of amenities, including a fully equipped kitchen, a fireplace, a terrace, a garden, a spa, and parking, as well as access to the internet.

This four-bedroom apartment is located in a peaceful rural retreat in St. Michaels, Maryland, just 4km from the centre of town, including the Inn at Perry Cabin and Museum, which is easily accessible by bike. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
The property offers over 220 square metres of living space, comfortably accommodating up to eight guests. Enjoy access to a private saltwater pool, dock, hot tub, bikes, kayaks, and a fully equipped kitchen, providing everything you need for a relaxing and enjoyable stay.

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.

The Thomas Harrison House is situated in the centre of St. Michaels, just a short walk from the town's museums, shops, restaurants and park, offering a convenient location for exploring this charming waterfront town. The property consistently receives excellent ratings for its location, cleanliness and overall experience.
The house spans 242 square metres and comfortably accommodates up to 9 guests in its six bedrooms, making it ideal for families or groups. Guests can enjoy a range of amenities, including a fully equipped kitchen, a swimming pool, a spa, a garden and a terrace, providing ample opportunities for relaxation and enjoyment.