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

This waterfront property on Porters Creek, a peaceful peninsula minutes from the historic town of St. Michaels, offers direct access to the Chesapeake Bay.
The three-bedroom, two-bathroom dwelling boasts a gourmet kitchen, private pool and spa, covered deck, fire pit, and dock for kayaking and crabbing, accommodating up to six guests.

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 flat offers direct bay views from its front and wildlife-rich Carter Creek vistas from its rear, situated across from the bay.
This waterside dwelling accommodates up to 13 guests across five bedrooms and 3.5 bathrooms, featuring air conditioning, internet, a kitchen, and abundant wildlife viewing opportunities on Carter Creek.

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.

This St. Michaels apartment, in Easton, Maryland, offers easy walking and cycling access to the town centre, eliminating the need for a car.
The three-bedroom property sleeps six, includes a fully equipped kitchen with fridge, microwave, and dishwasher, and boasts keyless entry, air conditioning, parking, and pet-friendly options for a £160 fee.

This waterfront holiday home in Bozman, Maryland, is located minutes from the historic town of St. Michaels and offers easy access to Tilghman Island attractions.
The 74-square-metre (800 sq ft) property boasts one bedroom, two bathrooms, sleeps two guests, and includes a gourmet kitchen, private dock, and access to kayaking and fishing in the nearby nature preserve and back cove.

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 luxurious five-bedroom waterfront property near Oxford is situated approximately 3km from the Oxford Museum and 4km from Play Ball Dog Park, offering scenic views and easy access to St Michael's Village and St Michael's Winery within a 14.5km radius.
Boasting 331 square metres of floor space, this self-catering house sleeps eight guests and includes four bathrooms, a complete kitchen with dishwasher, a terrace, garden, spa, parking, and free Wi-Fi.

This private waterfront residence in Stevensville offers a secluded retreat with direct bay access and panoramic water views, perfect for those seeking coastal living.
This spacious four-bedroom, three-bathroom property accommodates up to ten guests and features a main home, a separate guest cottage, a garden, air conditioning, a Jacuzzi, and parking, with a screened-in porch ideal for enjoying the serene surroundings.

This charming apartment is located just a short walk from Talbot Street in St. Michaels, offering easy access to the town's restaurants, shops, and the Maritime Museum. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment is on the first floor of a historic house and can accommodate up to two guests. It comes equipped with a kitchen, air conditioning, parking, and access to a yard and porch.

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.

Skipjack House, a single-level holiday home on Tilghman Island, is located in St. Michaels, offering a comfortable base for exploring the Eastern Shore.
This property sleeps six guests with three bedrooms, two bathrooms, and includes a fully equipped kitchen, air conditioning, and access to a swimming pool, with linens and towels provided.