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Showing 16-30 of 65 Resorts and Lodges

Widow's Walk Inn

Chestertown, Maryland, United States
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$105

Located in historic Chestertown on Maryland’s upper eastern shore, Widow’s Walk Inn provides comfortable lodging in its five rooms with the warm atmosphere of a family home. Whether you play a game or read a book in the parlor or relax... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 5 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Chestertown, Maryland
  • Nearby Water Chester River
  • Open Dates All Year
RESORT TYPE(S):
  • Historical
  • Romantic
  • Bed & Breakfasts, Inns

The Lazyjack Inn

Tilghman Island, Maryland, United States
99
Excellent
20 Reviews
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$76

The Lazyjack Inn, an 1855 waterfront home, located in the village on Tilghman Island, is within walking distance to fine restaurants and antique shops and will take you back in time. The guest rooms are spacious and comfortably elegant, appointed with Antique quilts and furnishings. Tilghman Island is the home of the last working sailing fleet in... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Tilghman Island
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Oxford Inn

Oxford, Maryland, United States
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$76

The circa 1900 Oxford Inn, facing east to greet each day's dawn, is located at the head of Town Creek in Oxford's Historic District. Your stroll from the Inn to the Oxford - Bellevue Ferry Landing takes you down one of the oldest streets in America. The Oxford Inn welcomes children. The charming town of Oxford is a great destination for the entire... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Oxford
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

George Brooks House Bed & Breakfast

St. Michaels, Maryland, United States
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$120

Featuring six beautiful guest rooms with hand-carved mahogany furniture, lovely gardens with a pool and hot tub, and three-course gourmet breakfasts, the George Brooks House Bed & Breakfast is a Maryland B&B experience you’ll want to wake up to over and over again! The ‘Fit For a King’ room, complete with a fireplace and a veranda,... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 6 units
  • Conference Facility
  • Kids Allowed
  • Nearby City St. Michaels
  • Nearby Water Eastern Bay
  • Open Dates All Year
RESORT TYPE(S):
  • Boutique
  • Historical
  • Holiday

Harbourtowne Golf Resort & Conference Center

St. Michaels, Maryland, United States
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$120

Harbourtowne Golf Resort & Conference Center is a relaxing getaway for the entire mid-Atlantic area. Its pristine 153-acre Chesapeake Bay location is an all-waterfront escape that's not too far from home. It's perhaps the most family-friendly destination in St. Michaels with 111 luxury rooms. Charming Colonial history blends into today's resort... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 111 units
  • Conference Facility
  • Kids Allowed
  • Nearby City St. Michaels
  • Nearby Water Chesapeake Bay
  • Open Dates All Year
RESORT TYPE(S):
  • Cabins, Cottages, and Chalets
  • Meetings
  • Family
  • Golf
  • Honeymoon
  • Luxury
  • Romantic
  • Wedding

Tidewater Vacations

St. Michaels, Maryland, United States
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St. Michaels' premier vacation rental company, Tidewater Vacations offers beautiful waterfront homes in Talbot County on the Eastern Shore of the Chesapeake Bay. Ranging from two to ten bedroom properties that boast private pools, incredible views, boat docks, and even private tennis courts, you're sure to leave your Tidewater home wanting to come... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 20 units
  • Conference Facility
  • Kids Allowed
  • Nearby City St. Michaels
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Pet Friendly
  • Wedding

Osprey Point

Rock Hall, Maryland, United States
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Osprey Point on Maryland's Eastern Shore prrovides a luxurious northern Chesapeake Bay adventure destination located on 30 lush acres of waterfront solitude in the village of Rock Hall. The Inn provides elegant lodging and gourmet dining just a few feet away from our modern world class marina on the Chesapeake Bay's eastern shore, with the... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Crystal Sands Motel

West Ocean City, Maryland, United States
82
Very Good
120 Reviews
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$79

We welcome you to Ocean City. Crystal Sands Motel is within walking distance to many restaurants, shopping centers and recreational facilities we are also located only 1/2 block from the Boardwalk and Ocean.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 24 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Ocean City
  • Nearby Water N/A
  • Open Dates All Year

NorthBay

North East, Maryland, United States
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$156

In MD's scenic Elk Neck State Park, NorthBay is the pinnacle of high adventure and accommodation! Conveniently located between Philadelphia and Baltimore on the scenic Chesapeake Bay, NorthBay's guest house is the ideal location for your next planning meeting or corporate retreat. Situated just feet from the bay the guest house is the perfect place... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 11 units
  • Conference Facility
  • Kids Allowed
  • Nearby City North East
  • Nearby Water Chesapeake Bay
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Lake
  • Nature

The Parsonage Inn

St. Michaels, Maryland, United States
91
Excellent
27 Reviews
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Swan Haven B & B

Rock Hall, Maryland, United States
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$76

Swan Haven offers a quiet, relaxing waterfront getaway to the village of Rock Hall on Maryland's historic Eastern Shore, in the heart of Waterman's Country. Enjoy delightful accommodations on the water, with small boating adventures of many kinds to be had starting right at our docks. It's only a short walk to Rock Hall's many fine restaurants,... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Rock Hall
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Simply Bed & Bread

Chestertown, Maryland, United States
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$119

With only two rooms in this quiet and comfortable guest house, you’ll feel right at home at Simply Bed and Bread. Sit on one of the inviting wicker chairs on the porch and look over Chestertown, Maryland. Inside, delicious treats like fresh... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 2 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Chestertown, Maryland
  • Nearby Water Chester River
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Romantic
  • Bed & Breakfasts, Inns

Waterloo Country Inn

Princess Anne, Maryland, United States
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$76

Built circa 1750, the Waterloo Country Inn is situated on a tidal pond, a paradise for nature lovers, where history is ever present and every sunset a celebration. An outdoor pool, canoes and bicycles give you the opportunity to enjoy the serene, peaceful atmosphere. Stroll through the beautiful gardens and the majestic forest or visit nearby... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Princess Anne
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Harris Cove Cottages Bed N Boat

St. Michaels, Maryland, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Wades Point Inn on the Bay

St. Michaels, Maryland, United States
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$151

Wades Point Inn on the Bay Bed & Breakfast is located just outside of St. Michaels, on Maryland's Eastern Shore, and minutes from Tilghman Island, Easton, and Oxford. Our 120 acres of fields and woodland and approximately 1/2 mile of coast line overlooking the Chesapeake Bay and Eastern Bay offer a peaceful setting for relaxation and recreation.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City St Michaels
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Showing 16-30 of 65 Resorts and Lodges

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