Places to stay in Saint Michaels, MD

This charming cottage on Tilghman Island is just a short distance from the Chesapeake Bay and the Tilghman Island Marina, making it an ideal base for exploring the area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cottage has one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a fully equipped kitchen, air conditioning, a fireplace, Wi-Fi, a TV, a screened porch, and access to a swimming pool, ensuring a relaxing and enjoyable stay.

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 charming two-bedroom cottage is situated on Tilghman Island, just a short distance from the waterfront and the bustling Tilghman Island Marina. The property consistently receives excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The cottage comfortably sleeps four guests and features a fully equipped kitchen, a cosy fireplace, and a private porch with screens and sliding windows. You can enjoy waterfront access with piers and a grill, take a refreshing dip in the shared pool, and stay connected with a smart TV and reliable WiFi.

This restored studio apartment is located in the central downtown district of St. Michaels, offering a highly walkable position just moments from shops, restaurants, cafes, and the waterfront.
This pet-friendly accommodation for two features exposed beams, a queen bed, a kitchenette, and a sitting area, with keyless entry and parking available.

This three-bedroom St. Michaels apartment, situated in the town centre, offers easy access to waterfront restaurants and boutique shops.
The 3-bedroom, 2-bathroom dwelling boasts a spacious open-plan layout, keyless entry, a private porch, and includes amenities such as a dishwasher, microwave, fridge, air conditioning, parking, and internet access; accommodating up to six guests.

This waterfront house is located in St. Michaels, a charming town on Maryland's Eastern Shore, just 10km from Easton. The property has received excellent ratings for its location, cleanliness, and overall experience.
This spacious home can accommodate up to six guests, with three bedrooms, two bathrooms, and a den with a trundle bed. The house offers a range of amenities including a fully equipped kitchen, air conditioning, a private dock, two kayaks, a screened porch, two decks, a fire pit, and a grill.

Miles Rest, a house in Royal Oak, Maryland, is situated 11 kilometres from the Academy of the Arts and 48 kilometres from the Chesapeake Exploration Centre.
This Easton property boasts 279 square metres of floor space, offering five bedrooms, four bathrooms, a private pool, jacuzzi, free Wi-Fi and parking, accommodating up to 19 guests.

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 three-bedroom Easton apartment, ideally located in St Michaels, is a short walk (approximately 0.5km) from St Michaels Winery and St Michaels Museum.
The self-catering property sleeps six, boasting a fully equipped kitchen including a dishwasher, in-unit laundry facilities, air conditioning, Wi-Fi and a private garden, with nearby attractions including Windon Distilling and the Chesapeake Bay Maritime Museum.

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 waterfront holiday let is situated near St. Michaels, Maryland, offering a peaceful retreat with sunset views.
This spacious 4-bedroom, 2.5-bathroom house accommodates up to 8 guests and features a fully equipped kitchen, a great room with a fireplace, air conditioning, and a swimming pool, with parking and internet provided.

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.

Blue Herons Villa, a spacious house in Royal Oak, Maryland, is located 14 kilometres from the Academy of the Arts and 95 kilometres from Baltimore–Washington International Thurgood Marshall Airport.
This five-bedroom property boasts 255 square metres of floor space, accommodating up to 19 guests, and includes a private swimming pool, fully equipped kitchen, free Wi-Fi, and free parking; it is unsuitable for bachelor/bachelorette parties.

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 charming waterfront cottage is located on the Chesapeake Bay, just 20 kilometres from the historic town of St. Michaels and 30 kilometres from Easton, offering a peaceful retreat near the water. The cottage provides comfortable accommodation for 12 guests, with 6 bedrooms and 4 bathrooms, as well as a separate garage apartment with its own kitchen. Guests can enjoy a range of amenities including a swimming pool, a fully equipped kitchen, and a private outdoor area, perfect for relaxing and enjoying the beautiful scenery.

This newly built waterfront holiday home on Maryland's Eastern Shore offers a peaceful escape just a few minutes' drive from the attractions and dining of St. Michaels in Talbot County.
This four-bedroom, four-bathroom property accommodates up to eight guests and features a private swimming pool, air conditioning, a full kitchen, and internet access, with parking and a garden also provided.

This charming house is located in Talbot County, Maryland, just a short drive from the historic towns of Easton and St Michaels, offering a peaceful retreat in a beautiful setting. The property enjoys excellent ratings for location, cleanliness and user experience.
The house is spacious, with 5 bedrooms and a floor area of 297 square metres, comfortably accommodating up to 10 guests. It offers a range of amenities, including a private pool, a garden, a spa, and a fully equipped kitchen, as well as kayaks, bikes, and a boat slip for enjoying the surrounding area.

This luxurious five-bedroom house, situated in Talbot County on Edge Creek, offers a tranquil waterfront escape approximately 80km from Oxford city centre.
The property boasts a spacious layout including an open-plan kitchen, dining area, formal living room with fireplace, private in-ground pool (open May 22nd - October 15th), private dock, and sleeps up to ten guests, with all modern amenities.

This waterfront holiday home is situated in St. Michaels, just 3 kilometres from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery, making it an ideal base for exploring this charming town. The property has received excellent ratings for its location, cleanliness, and overall experience.
The five-bedroom property spans 254 square metres and comfortably accommodates up to 10 guests. This spacious house offers a range of amenities including a private pool, a hot tub, a spa, a fitness centre, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.

The Spencer Creek Cabin is situated just outside of Historic Downtown Saint Michaels, a 5-10 minute bike ride away, with a grocery store, petrol station and coffee shop across the street. The cabin has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The property has five bedrooms, three bathrooms and a floor area of 279 square metres, comfortably accommodating up to eight guests. Amenities include a private swimming pool, a hot tub, a tennis court, a garden, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.

Crabbers Cove, a spacious house in Saint Michaels, Maryland, is situated 19 kilometres from the Academy of the Arts and 100 kilometres from Baltimore-Washington International Airport.
This three-bedroom, three-bathroom property offers 196 square metres of living space, sleeping up to 11 guests and including free Wi-Fi, private parking, and a fully equipped kitchen; nearby activities include boating and fishing on the Chesapeake Bay.

This waterfront apartment is located in McDaniel, just 3km from the town of St. Michaels, offering a peaceful retreat while still being close to local attractions. The apartment is ideal for families or groups of friends, with 3 bedrooms and 4 bathrooms, comfortably accommodating up to 6 guests.
The apartment boasts a modern and spacious interior with a fully equipped kitchen, a private swimming pool, and a jacuzzi, perfect for relaxing after a day exploring the island. Guests can also enjoy stunning views from the terrace or balcony, and take advantage of the shared dock for swimming, kayaking, or simply soaking up the sun.

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.

Baydream Believer, a five-bedroom house in Saint Michaels, Maryland, is situated approximately 24 kilometres from the Academy of the Arts and 106 kilometres from Salisbury-Ocean City Wicomico Regional Airport, offering convenient access to Tilghman Island.
This 465-square-metre property sleeps up to 15 guests and boasts a private pool, Jacuzzi, tennis court, and fully equipped kitchen; additional features include a terrace, garden, and free Wi-Fi.

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 waterfront lodge is situated on the eastern shore, just a short distance from both Easton and Saint Michaels, offering a peaceful retreat away from the hustle and bustle of Oxford. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
This spacious dwelling has 25 bedrooms and 20 bathrooms, comfortably accommodating up to 16 guests. The lodge offers a range of amenities and activities, including a swimming pool, tennis court, gym, library, fire pit, ice cream shop, gardens, a petting zoo, and an art barn.

This waterfront property in Royal Oak offers 18 acres of secluded farmland with over 1,000 feet of private shoreline, situated 15 minutes from St. Michaels and Easton.
This renovated 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a well-equipped kitchen, air conditioning, garden, parking, and internet, with the Oxford-Bellevue Ferry and cycling routes nearby.

This Easton, Maryland waterfront property, situated 14.5km from the Historical Society of Talbot County, Easton Cycle and Sport, and the Avalon Theatre, offers stunning water views and direct water access.
This 302 square metre house boasts five bedrooms, four bathrooms, sleeps ten guests, and includes a private pool, jacuzzi, tennis court, and a fully equipped kitchen; free Wi-Fi is also provided.