Hotels and Inns
Inn at Perry Cabin – Waterfront luxury lodgings. The Inn at Perry Cabin combines resort-style amenities with an historic Eastern Shore property. Includes a spa, pool, and restaurant. Find the best deal, compare rates, and read what other travelers have to say about the Inn at Perry Cabin.
St. Michaels Harbour Inn Marina & Spa – Waterfront resort-style accommodations with spa, restaurants, and waterfront pool. Arrive by boat and dock at the inn’s marina. Rooms have nice water views. Find the best deal, compare rates, and read what other travelers say about St. Michaels Harbour Inn.
Harbourtowne Golf Resort & Conference Center – All rooms have waterfront views from a private balcony or patio. Amenities include a Pete Dye designed 18-hole golf course, outdoor swimming pool, tennis, volleyball, badminton, and bike rentals. Find the best deal, compare rates, and read what other travelers say about Harbourtowne Resort.
St. Michaels Inn – Budget-priced St. Michaels hotel. Formerly the Best Western St. Michaels Motor Inn. Find the best deal, compare rates, and read what other travelers say about St. Michaels Inn.
Map of St. Michaels Hotels and Bed & Breakfasts
Bed & Breakfasts
- Aida’s Victoriana Inn – An 1865 home on the historic harbor of St. Michaels. Within walking distance of most attractions.
- Bay Cottage Bed & Breakfast – Waterfront bed and breakfast on a quiet point of land.
- The Cherry Street Inn – Victorian home located one block from the Chesapeake Bay Maritime Museum.
- Dr. Dodson House Bed & Breakfast – Brick home in the historic district, near the harbor.
- Five Gables Inn & Spa – Historic inn with spa tubs, indoor pool, sauna, and steam room.
- George Brooks House B&B – Restored historic home just outside of town on eight acres with swimming pool.
- Hambleton Inn – Located downtown, close to shops and restaurants.
- The Old Brick Inn – Circa 1816 inn located in the heart of St. Michaels.
- Parsonage Inn – Brick Victorian with a convenient in-town location.
- Point Breeze Bed & Breakfast – Waterfront bed and breakfast located 1.4 miles from the Maritime Museum.
- The Snuggery Bed & Breakfast – Colonial home, close to shops and restaurants.
- Tarr House B&B – Restored home in downtown St. Michaels, overlooking the harbor.
- Two Swan Inn – Waterfront B&B and cottages on the St. Michaels Harbor.
Vacation Home Rentals
Five bedrooms, four baths. New pool and beautiful sunsets. Located on four acres of waterfront property, just two miles from the center of St. Michaels. Large Screened porch. Dock. More info
Located on 3 acres in St. Michaels, on the Miles River. Three bedrooms and three baths. Every room has a view of the water. Private dock. Sandy beach. Screened porch. More info
Waterfront home on a sandy beach. Four bedrooms, three baths. Renovated kitchen. Screened porch. Swimming pool. Dock. More info
More St. Michaels Vacation Rentals:
- Luxury Home with Pool and Deep Water Dock
- St. Michaels In-Town Vacation Cottage
- Waterfront Home on 15 Acres
- See Additional St. Michaels Vacation Rentals at HomeAway
- Still More St. Michaels Vacation Rentals at TripAdvisor.