Places to stay in Saint Michaels, MD

This Easton, Maryland waterfront house boasts 230 feet of Miles River shoreline on a 0.9 hectare lot, offering expansive views.
Sleeping up to 10 guests, this five-bedroom, 3.5-bathroom property features a private pool, hot tub, and updated kitchen, plus linens, towels and essential supplies.

This stunning cedar Lindal home, situated near St. Michaels on Tilghman Island's Eastern Shore, offers breathtaking Broad Creek waterfront views and is a short drive from St. Michaels Museum and Avalon Theatre.
Sleeping up to six guests, this three-bedroom, three-bathroom property boasts a chef-inspired kitchen, private heated pool (seasonal, 15 May – 15 October), private dock, kayaks, paddleboards, and expansive entertainment areas including a wrap-around porch and propane fire pit.

This luxurious six-bedroom property, sleeping twelve, is situated near Saint Michaels, Maryland, approximately 5km from Saint Michaels Village and within 10km of St. Michaels Winery and the Classic Motor Museum; note that this is not Oxford as stated in the original listing.
The 224 square metre residence boasts a private pool, hot tub, spa, fully equipped kitchen, and free Wi-Fi, alongside four bathrooms and ample parking; washing machine facilities are also available.

This waterfront flat on Tilghman Island offers direct dock access and is located in St. Michael's, Maryland, a town known for its maritime heritage and boutiques.
This four-bedroom, two-bathroom property accommodates five guests and features air conditioning, internet, a kitchen, and a swimming pool, with kayaking opportunities directly from the premises.

This luxury yacht, moored at Kentmorr Marina in Stevensville, Maryland, offers a unique stay just a short drive (approximately 20km) from Annapolis and its historic sites.
The 12-metre vessel boasts two queen cabins each with an ensuite bathroom, accommodating up to eight guests, and features a fully equipped kitchen, karaoke machine, and private beach access with BBQ facilities.

This waterside holiday home in Bozman, Tilghman Island, offers convenient access to outdoor pursuits like kayaking and birdwatching, with Perry Cabin Park located 15 minutes away and St. Michaels Marina 16 minutes away by car.
This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, an outdoor swimming pool, a garden with a fire pit, and parking.

This five-bedroom waterfront property, situated in Talbot County, Maryland, overlooks Harris Creek and offers stunning views of Tilghman Island.
This fully renovated house boasts a spacious great room with 12' x 8' bifold doors, a fully equipped kitchen, four bathrooms, and accommodates up to ten guests, featuring a swimming pool and direct waterfront access to the Chesapeake Bay.

This newly renovated cottage is located in the heart of historic St. Michaels, just a short walk from its charming restaurants, boutiques, and waterfront. The property has received excellent reviews from previous guests.
The three-bedroom, three-bathroom home is 119 square metres in size. Amenities include a fully equipped kitchen, air conditioning, a garden, a spa, parking, and internet access.

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 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 St. Michaels apartment, a short distance from Muskrat Park and St Mary's Square, offers easy access to St. Michaels Museum and St. Michaels Winery, all within a 5-minute radius (approximately 0.8km).
The one-bedroom, one-bathroom flat sleeps two guests and includes a fully equipped kitchen with dishwasher, private balcony, parking, and Wi-Fi; enjoy nearby attractions such as the St Mary's Square Museum.

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 waterfront apartment is located just a short drive from the historic towns of St. Michaels and Easton, offering a peaceful setting in a beautiful area. It has excellent user, location, and cleanliness ratings, making it a great option for travellers.
This charming home has three bedrooms and one bathroom, accommodating up to six guests. It offers a range of amenities, including a fully equipped kitchen, a living room with a wood-burning fireplace, a spacious outdoor area with a deck and a screened porch, a private pier and tidal cove, and a selection of recreational equipment such as kayaks, bicycles, and yard games.

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.

The John Bruff house is a beautifully restored historic cottage situated directly on the St. Michaels harbour and Town park, just a short walk from the town's main attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The charming house offers two bedrooms and two bathrooms, comfortably accommodating up to five guests. Guests can enjoy a range of modern amenities including air conditioning, Wi-Fi, a fully equipped kitchen, and a private garden with a screened porch, perfect for relaxing and enjoying the peaceful waterfront setting.

This charming cottage is situated in St. Michaels, a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery, making it ideal for exploring the town's rich maritime history and vibrant culture. The cottage has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The two-bedroom cottage spans 130 square metres and comfortably accommodates up to five guests. It offers a fully equipped kitchen, a private garden, a swimming pool, and a spa, providing everything you need for a relaxing and enjoyable stay.