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This Stevensville, Maryland coastal cottage, a short drive from Annapolis and easily accessible to Kent Island wedding venues, offers convenient proximity to Queenstown Harbor Golf Links and Paul Reed Smith Guitars.
This 1190-square-foot vacation home features two bedrooms, two bathrooms, and accommodates six guests, boasting a screened porch with fireplace, a private barrel sauna, and outdoor amenities including a BBQ grill and firepit.

This waterfront cottage rental in Bozman, Maryland, offers easy access to St. Michaels' historic district, just minutes away and close to Neavitt and Perry Cabin Parks.
The 800-square-foot home features one bedroom, two bathrooms, sleeps two guests, and includes a gourmet kitchen, private dock, and panoramic Broad Creek views, perfect for kayaking, crabbing, and enjoying stunning sunsets.

This charming cottage is located in the picturesque town of St. Michaels, just a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Guests have consistently rated this property excellent for its comfort and convenience.
The cottage offers 1,400 square feet of space, with two bedrooms and two bathrooms, accommodating up to five guests. Enjoy a fully equipped kitchen, a private patio, a garden, and a swimming pool, along with other amenities like air conditioning, a washer and dryer, and free parking.

This charming cottage is located on Tilghman Island, just a short distance from the main town and the historic Tilghman Island Museum. It has consistently received excellent ratings for its cleanliness, location, and overall experience. This cozy cabin is perfect for families, couples, or groups of friends, comfortably accommodating up to six guests. Enjoy the full kitchen, separate bedroom, and living room, as well as access to kayaks, canoes, paddle boats, and other outdoor activities.

This charming cottage is located in St. Michaels, just a short walk from the St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery. It has received excellent ratings from previous guests.
The 1400 square foot home has two bedrooms and three bathrooms, comfortably accommodating up to five guests. Enjoy modern amenities like air conditioning, a swimming pool, a patio, a fireplace, and a fully equipped kitchen.

This Royal Oak cottage is located a short distance from St. Michaels Winery and Windon Distilling, and offers convenient access to Saint Marys Square and Church Cove Park.
This 6-bedroom, 4-bathroom rental accommodates up to 14 guests and includes amenities such as WiFi, air conditioning, a jetted bathtub, and a washing machine, with nearby attractions including the Chesapeake Bay Maritime Museum.

This charming cottage is located just a short 10-minute walk from the St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery, making it easy to explore the town's rich history and waterfront attractions. Guests consistently rate this comfortable vacation rental excellent for its peaceful ambiance and convenient location.
The 1400 square foot cottage can comfortably accommodate up to 5 guests in its two bedrooms and three bathrooms. Enjoy modern amenities like air conditioning, a private garden, a swimming pool, a tennis court, and a spa, perfect for relaxing and enjoying the beautiful surroundings.

This coastal cottage in Bozman, Maryland, is a short drive from St. Michaels and offers a private waterfront getaway.
This remodeled 3-bedroom, 2-bathroom home accommodates up to 6 guests and features a screened porch with water views, a fireplace, a private pool, and a pier for direct water access.

This charming cottage is located on Tilghman Island, a short walk from the Bay Hundred Community Pool and the Tilghman Island Pier, where you can enjoy fishing and crabbing. The cottage has received excellent ratings for its location, cleanliness, and user experience.
The cozy cabin has one bedroom and one bathroom, accommodating up to four guests. It offers a fully equipped kitchen, a dining table, a queen-size bed, and a futon that converts into a bed, as well as outdoor amenities like a fire pit, corn hole, and horseshoes.