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Saint Michaels, MD cottages
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5 Best cottages in Saint Michaels, MD

Explore Family Cottages in Saint Michaels, MD

Finding the perfect cottage makes all the difference for a comfortable and memorable family trip to Saint Michaels, MD.

Cottage #8 Shoreline Retreat Cottage - Saint Michaels, MD
9.7 34 reviews

Cottage #8 Shoreline Retreat Cottage

cottage, Tilghman Island
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.

Best Saint Michaels, MD cottages with a garden

Charming Waterfront Cottage Retreat Near St. Michaels - Saint Michaels, MD
10 10 reviews

Charming Waterfront Cottage Retreat Near St. Michaels

cottage, Tilghman Island
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.
Cottage #8 Shoreline Retreat Cottage - Saint Michaels, MD
9.7 34 reviews

Cottage #8 Shoreline Retreat Cottage

cottage, Tilghman Island
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.
Cottage #6 Oar & Anchor Cottage - Saint Michaels, MD
9.7 44 reviews

Cottage #6 Oar & Anchor Cottage

cottage, Tilghman Island
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.

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Traveler-Approved Cottages with a Hot Tub in Saint Michaels, MD

These cottages in Saint Michaels, MD feature private hot tubs, perfect for a relaxing soak after a day by the water.

Charming Waterfront Cottage Retreat Near St. Michaels - Saint Michaels, MD
10 10 reviews

Charming Waterfront Cottage Retreat Near St. Michaels

cottage, Tilghman Island
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.

Compare Pet-Friendly Cottages in Saint Michaels, MD

Traveling with a pet to Saint Michaels, MD is simple at these cottages, featuring dog-friendly facilities.

#2 Egret Cottage Harris Cove - Saint Michaels, MD
10 4 reviews

#2 Egret Cottage Harris Cove

cottage, Tilghman Island
This Tilghman Island lakefront cottage, an 11-minute drive from St. Michaels Marina and the Chesapeake Bay Maritime Museum, offers tranquil waterfront views and easy water access.
This one-bedroom, one-bathroom house sleeps four and includes air conditioning, free Wi-Fi, a BBQ grill, and on-site parking; nearby attractions include the St. Michaels Museum, Avalon Theatre, Neavitt Park, and Perry Cabin Park.
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