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

The Little Anchor cottage is located in the Historic District of St. Michaels, Maryland, just one block from downtown shops and restaurants and a 5 to 15 minute walk from waterfront dining, the Chesapeake Bay Maritime Museum, Muskrat Park, and Hollis Park. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The charming two-bedroom property can accommodate up to four guests and features a fully equipped kitchen, a spacious screened porch, a garden, and high-speed Wi-Fi. Guests can enjoy dedicated workspaces, air conditioning, and the convenience of being pet-friendly and family-friendly.

This charming cottage is situated on Kent Island, Maryland, just a short drive from Annapolis, Washington D.C., and Baltimore, offering a peaceful retreat near the Chesapeake Bay. The two-bedroom cottage comfortably sleeps six guests, making it ideal for families or groups of friends. The cottage features a well-equipped kitchen, a private sauna, a large screened-in porch, and a fire pit, allowing guests to relax and enjoy the beautiful surroundings.

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 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 cottage is situated in St. Michaels, a short walk from the St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery, offering easy access to the town's historical attractions. It has received excellent reviews from previous guests, highlighting its family-friendly atmosphere and comfortable amenities.
The property spans 130 square metres and comfortably accommodates up to five guests in its two bedrooms and three bathrooms. Guests can enjoy a range of facilities including a private swimming pool, a tennis court, and a spa, as well as a fully equipped kitchen, a garden, and a terrace.

This Sea Grass Room flat in St. Michaels is situated within meters of shops, eateries, nightspots, and museums, with local landmarks such as the St. Michaels Museum and Avalon Theatre in close proximity.
This 19 square meter studio flat accommodates two guests, offering a private en-suite bathroom, complimentary stocked mini-refrigerator, air conditioning, and on-site parking, with exclusive use of the West Parlor for added communal space.

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 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 charming brick cottage bed and breakfast is situated in a peaceful family-friendly neighbourhood in Easton, just a few minutes' drive from the town centre and US Route 50, across from the park. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The guest accommodation is on the second floor and comprises two bedrooms, a living area, and a private bathroom, comfortably accommodating up to four guests. Guests can enjoy a range of amenities, including a swimming pool, garden, fitness centre, and a well-equipped living area with a TV, mini-fridge, microwave, and coffee machine.

This two-bedroom chalet in St Michaels, Easton, is situated on a quiet side street, a short cycle ride (approximately 0.8 km) from the town's shops, restaurants, and waterfront.
The self-catering property offers a modern open-plan layout, sleeping four guests, and includes a full kitchen, two bathrooms, a washer/dryer, fire pit, BBQ, two kayaks, and an upstairs loft area.

This two-bedroom apartment in Easton is situated a mere 4-minute drive from the Avalon Theatre and Academy of the Arts, offering excellent access to local attractions and outdoor pursuits such as birdwatching and cycling.
This 104 square meter property accommodates up to four guests, featuring a fully equipped kitchen with a microwave oven, air conditioning, Wi-Fi, and on-site parking, with the added convenience of an in-unit washer and dryer.

This Stevensville holiday home, less than 8 kilometres from the Chesapeake Bay Bridge, offers easy access to Annapolis and other Maryland attractions.
The four-bedroom, three-bathroom property sleeps ten guests and boasts a private 2-hectare wooded lot, a spacious deck, patios, a propane gas grill, and proximity to water activities including crabbing and fishing.

This Grasonville property, situated within the Prospect Bay Country Club, is located 24 kilometres east of the Chesapeake Bay Bridge, offering tranquil creek views.
This three-bedroom, four-bathroom holiday home boasts over 300 square metres of space, sleeping up to eight guests and featuring a Jacuzzi, microwave, dishwasher, and parking; nearby attractions include the St. Michaels Museum and Avalon Theatre.

This Stevensville holiday home is conveniently located near Matapeake State Park (14.5km), Paul Reed Smith Guitars (14.5km), and Island Dog Park (14.5km), with Love Point State Park and the Chesapeake Bay Maritime Museum within 19km.
The 149 square metre property offers three bedrooms, sleeping up to eleven guests, and boasts a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking and a smoke-free environment.

This family-friendly flat in Stevensville offers a peaceful retreat in a quiet district, providing convenient access to local attractions without the noise of central areas.
This spacious accommodation for up to 8 guests features air conditioning, a garden, and a kitchen equipped with a fridge, making it ideal for a comfortable and tranquil family stay.

This charming bed and breakfast is located in a delightful district of Easton, just a short walk from shops, restaurants, parks, a church, art galleries, and museums. The property has received excellent ratings for its location, cleanliness, and overall experience.
This guesthouse has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a fully equipped kitchen with a fridge, microwave, and dishwasher, along with a garden and parking.