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| Chesapeake City Maryland, Bed and Breakfasts | Map it |
| Ship Watch Inn Rooms: 10 With Private Bath: 10 Rates: 99.00- 245.00 USD | A stunning waterfront view can be enjoyed by all 10 guest rooms which are beautifully appointed in simple, elegant decor. A private bath accompanies each room and 6 feature whirlpool tubs with shower. |
| Blue Max Inn Rooms: 9 With Private Bath: 9 Rates: 95.00- 230.00 USD | This elegant bed & breakfast is located in historic Chesapeake City, Maryland, along the shores of the famous Chesapeake and DE Canal. Built in 1854, The Blue Max Inn is a charming and romantic inn located in the heart of the historic area of the town. |
| Chestertown Maryland, Bed and Breakfasts | Map it |
| The Inn at Mitchell House Rooms: 7 With Private Bath: 7 Rates: 100.00- 250.00 USD | Take a step back in time in this 18th-century manor house in a quiet, rural setting. It is located between Chestertown and Rock Hall. Enjoy gardens, ponds and the Chesapeake Bay, a mere 1/2 mile away. This is nature lovers' paradise. |
| Great Oak Manor Rooms: 12 With Private Bath: 12 Rates: 165.00- 310.00 USD | Come for a Romantic getaway to Great Oak where the only honking comes from the geese, where the closest highway is the duck flyway, and where the only traffic you see from your room are the boaters sailing the water of the Chesapeake Bay Waterfront |
| Easton Maryland, Bed and Breakfasts | Map it |
| Easton's Promise Rooms: 5 With Private Bath: 5 Rates: 150.00- 225.00 USD | Distinguished Bed and Breakfast in historic Easton, MD. Five lovely rooms with private bathrooms, gourmet 3-course breakfast. "A fun romantic place to relax." Walk to antiques, restaurants, art galleries or entertainment. Drive to St. Michaels or Oxford in 15 minutes. |
| John S. McDaniel House Rooms: 5 With Private Bath: 5 Rates: 99.00- 189.00 USD | Come experience the tranquil charm of this historic Easton home offering the best of the old and new. We are within walking distance of most of Easton’s historical sites. |
| Bishop's House B&B Rooms: 5 With Private Bath: 5 Rates: 185.00- 195.00 USD | Enjoy a memorable visit to MD's Eastern Shore. Romantically furnished, in-town, centrally located for visiting all points of interest. Victorian ambiance with 21st century comfort featuring working fireplaces, whirlpool tubs, WIFI, & sumptuous breakfasts! |
| Inn at 202 Dover Rooms: 5 With Private Bath: 5 Rates: 375.00- 475.00 USD | Built in circa 1874 this majestic Maryland Bed and Breakfast has been carefully restored. The Inn is located one block from downtown Easton in the heart of the Easton Historic District. The total experience is luxury and comfort in an inviting atmosphere. |
| Ocean City Maryland, Bed and Breakfasts | City Guide | Map it |
| Atlantic House B&B Rooms: 9 With Private Bath: 7 Rates: 90.00- 205.00 USD | Comfort, convenience and service provided by on-site owner/innkeepers, with a breakfast to excite and ocean sunsets to remember. |
| Oxford Maryland, Bed and Breakfasts | Map it |
| Combsberry Rooms: 6 With Private Bath: 6 Rates: 250.00- 395.00 USD | Escape to Combsberry, a gracious combination of restored 18th century splendor with touches of luxury designed for unsurpassed comfort and privacy. |
| Robert Morris Inn - A Waterfront Country Inn Rooms: 34 With Private Bath: 34 Rates: 130.00- 320.00 USD | Historic Chesapeake Bay Romantic Inn featuring waterfront rooms with porches, million dollar views, and great sunsets. Just 7 miles to St. Michaels when you take the car ferry! |
| Oxford Inn Rooms: 7 With Private Bath: 7 Rates: 110.00- 175.00 USD | Maryland's Eastern Shore's quaint bed and breakfast, The Oxford Inn, is located at the head of Town Creek in Oxford's Historic District. |
| Princess Anne Maryland, Bed and Breakfasts | Map it |
| Somerset House B&B Rooms: 6 With Private Bath: 6 Rates: 145.00 USD | Located in the Princess Anne Historic District on the Eastern Shore of Maryland. You will enjoy the elegant and historic home, the extensive gardens, and the luxury of your own large well-appointed room, with private bath. |
| Rock Hall Maryland, Bed and Breakfasts | Map it |
| Old Gratitude House B&B Rooms: 5 With Private Bath: 5 Rates: 160.00- 230.00 USD | Sandy and Hank have created a relaxing, comfortable and elegant Bed & Breakfast that takes full advantage of the soothing water's edge, while also offering access to a variety of activities that will keep you busy. |
| The Inn at Osprey Point Rooms: 12 With Private Bath: 10 Rates: 75.00- 270.00 USD | A luxurious northern Chesapeake Bay adventure destination located on 25 lush acres of waterfront solitude in the village of Rock Hall. On water's edge & delightfully secluded, we offer a wonderful full service destination. |
| Inn at Huntingfield Creek Rooms: 8 With Private Bath: 8 Rates: 139.00- 249.00 USD | Elegant & historic 70 acre farm-estate. Beautiful telescoping farmhouse architecture. Ideal for country weddings or retreats. Well-appointed, comfortable rooms with fine linens and excellent beds designed to pamper. 1100' waterfront & dock. Pet-friendly. |
| Royal Oak Maryland, Bed and Breakfasts | Map it |
| Royal Oak House B&B Rooms: 3 With Private Bath: 3 Rates: - 269.00 USD | A romantic country house, serene and elegant, minutes from the bustle of the charming town of St. Michaels on the Chesapeake Bay. Bicycle scenic back roads, stroll to the water and antiques shops, then enjoy sunset. |
| Sherwood Maryland, Bed and Breakfasts | Map it |
| Lowes Wharf Marina Inn Rooms: 10 With Private Bath: 10 Rates: 95.00- 199.00 USD | Country waterfront Inn located on the Chesapeake Bay proper. Featuring 10 guestrooms, all with waterviews, private bath, A/C-heat, coffee service, wireless internet, refrigerator and satellite TV. Marina. Beach access. Restaurant onsite. |
| St. Michaels Maryland, Bed and Breakfasts | City Guide | Map it |
| Harris Cove Cottages Rooms: 8 With Private Bath: 8 Rates: 330.00- 370.00 USD | Harris Cove Cottages has eight cottages. Six of these cottages are individual which form an echelon of sailors saluting our picturesque private driveway. The other two sit majestically as a centerpiece on two acres of bulkheaded waterfront property. |
| Wades Point Inn on the Bay Rooms: 26 With Private Bath: 26 Rates: 152.00- 260.00 USD | Grand Georgian style home on edge of Chesapeake Bay. Two thousand feet of gently curving shoreline wrap the Inn's private grounds, giving spectacular views to its 24 rooms. Weddings/special events. |
| Aida's Victoriana Inn Rooms: 7 With Private Bath: 7 Rates: 129.00- 369.00 USD | Aida's Victoriana Inn is located on the historic St. Michaels harbor. Situated next to the Chesapeake Bay Maritime Museum, we are in walking distance to all attractions. The inn is just 2 blocks from the main street, yet removed from the bustle of town. |
| Five Gables Inn & Spa Rooms: 20 With Private Bath: 20 Rates: 150.00- 425.00 USD | Rooms feature gas fireplaces, porches & whirlpools with fluffy robes & Aveda amenities. Enjoy the heated indoor pool, steam room & sauna with massage therapy & facials by appointment. |
| George Brooks House B&B Rooms: 6 With Private Bath: 6 Rates: 120.00- 240.00 USD | Restored Gothic Revival Victorian home built in 1908 was designated an Historic Site by Talbot County in 2001. This important county landmark was among two homes selected in 2003 by the State of Maryland for its prestigious "Preservation Award". |
| Hambleton Inn B&B Rooms: 5 With Private Bath: 5 Rates: 175.00- 265.00 USD | Nestled in the harbor of the historic district of St. Michaels, MD, the Hambleton Inn is an elegant, historic shipbuilder's home from another era. Located right on the water in one of the great sailing capitals, the Hambleton Inn is a treasure of the bay. |
| Parsonage Inn Rooms: 8 With Private Bath: 8 Rates: 110.00- 215.00 USD | Welcome to the Parsonage Inn Bed and Breakfast, a unique brick Victorian home, part of the historical district. Within walking distance of the heart and soul of the Chesapeake Bay. Awarded ** by AAA and *** by Mobil. |
| The Old Brick Inn Rooms: 20 With Private Bath: 20 Rates: 125.00- 385.00 USD | Located in the heart of St. Michaels, The Old Brick Inn is an elegant, historic (circa 1816) Inn, with the European charm of a Boutique Hotel and the comfort and personalized service found in only the finest Bed and Breakfasts. |
| Tilghman Island Maryland, Bed and Breakfasts | Map it |
| Lazyjack Inn on Dogwood Harbor Rooms: 4 With Private Bath: 4 Rates: 144.00- 299.00 USD | Lovingly restored after hurricane Isabel in September 2003, The Lazyjack Inn is "A welcome reprieve from the ordinary,". This c. 1855 Colonial Waterman's home has earned a reputation as one of the finest destinations on Maryland's Eastern Shore. |
| Chesapeake Wood Duck Inn Rooms: 7 With Private Bath: 7 Rates: 129.00- 249.00 USD | Award winning Chesapeake Bay lodging on Tilghman Island. This romantic Bed and Breakfast getaway brims with historic charm & gracious hospitality. The Inn offers a pristine waterfront setting to guests and a choice of six guestrooms & one suite. |
| Black Walnut Point Inn Rooms: 7 With Private Bath: 7 Rates: 120.00- 225.00 USD | Located on 57 acres of a wildlife preserve on the southern tip of Tilghman Island, this inn with expansive waterfront views is a sanctuary. Watch the sun rise over the Choptank River and set over Chesapeake Bay and leave the cares of the world behind. |
| Vienna Maryland, Bed and Breakfasts | Map it |
| The Tavern House Vienna, MD Rooms: 3 Rates: 85.00- 95.00 USD | A restored Colonial tavern on the Nanticoke River, overlooking the river and marshes beyond. Simple elegance; stark white lime plaster, original colors, and detailed woodwork. |
| Whitehaven Maryland, Bed and Breakfasts | Map it |
| Whitehaven Hotel Rooms: 7 With Private Bath: 7 Rates: 110.00- 150.00 USD | The Whitehaven Hotel is nestled on the shore of the Wicomico River, about 25 minutes outside Salisbury. One of the last of its kind, saved from the wrecking ball through cooperative efforts in 1995. Screened porch, working fireplaces. |