St. Michaels Maryland Lodging

Hotels, Lodges, Extended Stay

• Bob Pascal's St. Michaels HarbourInn Marina & Spa
  101 North Harbor Road • St. Michaels, MD 21663
  410-745-9001
  Within strolling distance to shops, museums and restaurants, the Harbour Inn features 46 lovely... more...  map

• Harbourtowne Golf Resort & Conference Center
  Martingham Drive • St. Michaels, MD 21663
  Route 33
  410-745-9066
  This 153 acre resort offers comfortable waterfront guest rooms: six suites feature fireplaces and 24 guest rooms include wood-burning stoves. The resort has meeting space to accommodate groups from 10 to 250, a business center, a fitness center, a pool, and tennis court as well as dining and drinks at the Bayside Restaurant, Club House, Bayside Deck, Duckblind Bar, and the Country Club Lounge.

Bed & Breakfast, Cabins & Cottages

• St. Michaels, MD, on VRBO®
  Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

• Five Gables Inn & Spa
  209 North Talbot Street • St. Michaels, MD 21663
  410-745-0100
  Historic and charming, this luxury inn and spa offers twelve guest rooms and eight suites, all with... more...  map

• Bob Pascal's St. Michaels HarbourInn Marina & Spa
  101 North Harbor Road • St. Michaels, MD 21663
  410-745-9001
  Within strolling distance to shops, museums and restaurants, the Harbour Inn features 46 lovely... more...  map

• Dr. Dodson House Bed & Breakfast (circa 1799)
  200 Cherry Street • St. Michaels, MD 21663-0956
  Historic District
  410-745-3691
  Queen size canopy beds, antique quilts, fireplaces, private bathrooms, and evening hors d'oeuvres... more...  map

• Eastern Shore Vacation Rentals
  28282 St. Michaels Road • St. Michaels, MD 21601
  410-770-9093
  Eastern Shore Vacation Rentals offers a large portfolio of cottages, vacation homes and estates on... more...  map

• Getaway Bed and Breakfast
  P.O. Box 928 • St. Michaels, MD 21663
  Waterfront Estate
  410-745-2094
  This secluded waterfront estate offers three guest rooms with king or queen size beds and private... more...

• Grandview At Pleasure Point
  6601 Bozman Neavitt Road • Neavitt, MD 21652
  717-392-4876
  Private five and a half acre Victorian Country Estate with 4 bedroom main house, a 2 bedroom... more...  map

• Hambleton Inn (circa 1860)
  202 Cherry Street • St. Michaels, MD 21663
  Located on the harbor
  410-745-3350
  Distinctive lodging in the heart of St. Michael's, close to restaurants, antique shops, and... more...  map

• Inn at Perry Cabin Hotel (circa 1812)
  308 Watkins Lane • St. Michaels, MD 21663
  Located in the Banks of Chesapeake Bay
  410-745-2200
  Housed in a beautiful 19th century mansion, this prestigious inn has been known through generations... more...

• Old Brick Inn (circa 1816)
  401 South Talbot Street • St. Michaels, MD 21663
  410-745-3323
  The perfect romantic getaway, serving a lavish full breakfast and offering 14 guest rooms, all with... more...  map

• Parsonage Inn (circa 1883)
  210 North Talbot • St. Michaels, MD 21663
  Historic District
  410-745-8383
  Eight lovely guest rooms with private baths, three with fireplaces, all feature Laura Ashley linens... more...  map

• Point Breeze Bed & Breakfast
  704 Riverview Terrace • St. Michaels, MD 21663
  410-745-9563
  Come home to the relaxing, comfortable elegance that is Point Breeze. Gracious family home with 400... more...  map

• Rigby Valliant House Bed & Breakfast (circa 1832)
  123 West Chestnut Street • St. Michaels, MD 21663
  410-745-5647
  Lovingly restored, guest room amenities at this bed and breakfast include refrigerators stocked... more...  map

• Tarr House Bed & Breakfast (circa 1867)
  109 Green Street • St. Michaels, MD 21663
  410-745-2175
  Built in 1667, Tarr House Bed & Breakfast offers two lovely rooms on a quiet street overlooking the... more...  map

Bed & Breakfast Guides and Directories

• BedandBreakfast.com
  is a leading directory of bed and breakfasts, inns, and boutique lodgings throughout neighboring Maryland towns. Shop, compare, and book from their large selection of B&B properties with many exclusive deals offered. Gift certificates are also available. BedandBreakfast.com has nearly 7,000 property listings throughout the United States with 50,000 reviews, 80,000 property photos, and interactive maps.

Condos & Vacation Rentals

• St. Michaels, MD,Vacation Rentals By Owner on VRBO®
  Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

• HomeAway Vacation Rentals in St. Michaels, MD
  Forget ordinary hotel rooms! Finding the perfect vacation getaway in St. Michaels, MD is easy on HomeAway.com. Choose from 75,000 homes, condos, guesthouses, cottages, and cabins worldwide, and inquire directly with property owners through the site. HomeAway.com vacation rentals offer a unique local experience, often less expensive and more spacious than hotel rooms.

• Tidewater Vacations
  207A South Talbot Street • St. Michaels, MD 21663
  410-745-5255
  Offers a fine selection of vacation rental homes near St. Michaels, Maryland, on the Eastern shore... more...  map