Search accommodations in Saint Michaels, MD

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 two-bedroom apartment is situated in the historic district of St. Michaels, within walking distance of galleries, museums, boutiques, and restaurants.
The apartment features a cafe-style dining area with a coffee bar, toaster oven, mini fridge, and sink, as well as a private balcony and a luxurious bathroom with a walk-in shower.

Riverview Retreat, a three-bedroom house in Saint Michaels, Maryland, is situated approximately 16km from the Academy of the Arts and 98km from Baltimore/Washington International Thurgood Marshall Airport.
This 203 square metre property sleeps 11 guests, boasts three bathrooms, a fully equipped kitchen, free Wi-Fi, and private parking; nearby activities include Chesapeake Bay boating and fishing.

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 waterfront property on Tilghman Island is just 0.3 miles from the Tilghman Watermen’s Museum and within easy reach of other attractions like the Chesapeake Bay Maritime Museum and St. Michaels Museum. The house has consistently received excellent ratings for location, cleanliness, and overall experience.
The property offers 191 square metres of space, accommodating up to 6 guests in its 3 bedrooms and 3 bathrooms. Guests can enjoy a private pool, a spa tub, a garden, a terrace, a barbecue, and modern amenities like free Wi-Fi and a fully equipped kitchen.

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 charming cottage is located in the historic district of St. Michaels, just a short walk from the town's restaurants, shops, and attractions. The cottage has received excellent ratings for location, cleanliness, and user experience.
This three-bedroom, three-bathroom property can comfortably accommodate up to six guests. The cottage is fully equipped with a kitchen, air conditioning, and internet access, and it also includes a courtesy starter pack with essential amenities.

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 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 charming apartment is situated in a delightful district of Easton, just 0.8 kilometres from the waterfront and within easy walking distance of shops, restaurants, a winery, brewery, and coffee shops. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment is a two-bedroom, one-bathroom property with a maximum capacity of six guests. It features a modern kitchen equipped with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and internet access.

This family-friendly house is situated near the sea in Stevensville, just a short drive from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park. It has consistently received excellent ratings from previous guests, making it a popular choice for families and groups visiting the area.
The property spans 203 square metres and comfortably accommodates up to 14 guests in its five bedrooms and two bathrooms. Guests can enjoy a range of amenities including a fitness centre, spa tub, garden, and tennis court, providing plenty of opportunities for relaxation and recreation.

Clearview, a holiday home on Tilghman Island, Maryland, is situated 39 kilometres from the Academy Art Museum and 121 kilometres from Baltimore/Washington International Thurgood Marshall Airport.
This three-bedroom, three-bathroom property boasts 191 square metres of floor space, sleeps up to 11 guests, and includes a private pool, hot tub, fully equipped kitchen, free Wi-Fi, and free private parking.

This waterfront flat is located in St. Michaels, Talbot County, just a short distance from the Chesapeake Bay Environmental Center and Matapeake State Park, offering a peaceful escape from the hustle and bustle. The flat is situated in a tranquil rural setting, close to local attractions such as the St. Michaels Museum and the Chesapeake Bay Maritime Museum.
The spacious four-bedroom flat, covering 184 square metres, comfortably accommodates up to eight guests. This property offers a range of amenities including a private pool and hot tub, a well-equipped kitchen, and a large outdoor deck, perfect for relaxing and enjoying the beautiful surroundings.

This private waterfront estate on Kent Island, Stevensville, offers 1.5 acres of land with direct access to a private community beach and panoramic water views, situated conveniently near marinas, wineries, seafood restaurants, golf courses, and hiking trails.
This five-bedroom holiday home accommodates up to 12 guests with a gated private pool, lounge areas, a firepit, two coffee bars, a gourmet kitchen, and a dedicated play area, alongside indoor and outdoor games, making it ideal for family stays and entertaining.

This waterfront property is located just 3km from St. Michaels Winery and within 6km of the Chesapeake Bay Maritime Museum and St. Michaels Museum, offering easy access to local attractions and a peaceful setting by the water. The house has received very good user ratings for cleanliness and an excellent location rating.
This 3-bedroom, 2-bathroom house is ideal for families or groups of up to 6 people, offering 234 square metres of space. The property is equipped with a private pool, a spa tub, a fireplace, a fully equipped kitchen, a washing machine, a tennis court, and a garden, providing a comfortable and enjoyable stay.

This waterfront property in Talbot County, Tilghman Island, offers stunning views and convenient access to local attractions, though precise distances aren't specified.
Sleeping up to eight guests, this four-bedroom holiday home boasts a well-equipped kitchen, swimming pool, jacuzzi, and garden, plus internet access (note: may be limited).

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 five-bedroom, three-bathroom apartment is located in Easton, Talbot County, Maryland, a waterfront property on Edge Creek offering access to attractions such as St. Michaels and the Chesapeake Bay Maritime Museum; note that this is not in Oxford as initially stated.
This 255-square-metre (2744 square feet) holiday home boasts a private pool, dock, and ample amenities for up to ten guests, including a fully equipped kitchen and air conditioning.

The Ranch at Royal Oak is a luxurious holiday home situated on a private peninsula in Talbot County, Maryland, just 10km from the historic town of St. Michaels and 15km from Easton, offering a tranquil escape close to charming towns. The property has received excellent ratings for location, cleanliness and user experience.
The spacious property has 6 bedrooms and 6 bathrooms, accommodating up to 12 guests. Guests can enjoy a range of amenities including a swimming pool, garden, parking, air conditioning, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as access to the internet.

Kent Island Resort is located in Stevensville, Maryland, just 15 kilometres from the Chesapeake Bay Bridge and Queenstown Premium Outlets, offering easy access to both the bustling city and the tranquil waterfront. The hotel is set on the waterfront, providing stunning views and a peaceful atmosphere.
The resort features 24 guest rooms, each with a flat-screen TV, comfortable furniture and a private bathroom. Guests can enjoy a range of amenities including an outdoor pool, a terrace, a garden, a restaurant, a bar and free parking.

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 house is located in St. Michaels, a picturesque town on Maryland's Eastern Shore, just 1 kilometre from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. The property enjoys excellent ratings for location, cleanliness, and user experience.
The house has two bedrooms, accommodating up to four guests, and features a fully equipped kitchen, two bathrooms, a washing machine, and a Smart TV. Guests can enjoy a spa tub, garden, barbecue grills, and a terrace, making it ideal for relaxation and outdoor dining.

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 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 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.

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.

This spacious 239 square metre, four-bedroom holiday home is situated in Mount Pleasant, 19 kilometres from the Academy of the Arts and 101 kilometres from Baltimore/Washington International Airport.
This air-conditioned property offers accommodation for up to 15 guests with a fully equipped kitchen, a garden, a children's playground, and complimentary WiFi and private parking.

This 3-bedroom, 2-bathroom holiday home in McDaniel, 1.8 kilometres from St. Michaels Museum and Avalon Theatre, offers a family-friendly stay on Tilghman Island with convenient access to local shops and galleries.
This property accommodates up to six guests and features a private deck with a propane grill, a fenced swimming pool open from May 15 to October 15, complimentary Wi-Fi, air conditioning, and bikes for exploring the area.