
A Historic St. Michaels Vacation
The house and cottages of A Historic St. Michaels Vacation are a group of five fully restored houses of various sizes clustered around the harbor in the heart of St. Michaels. The houses are available year round and can be rented individually.
- 703-732-2073
- St. Michaels 21663

Aida’s Victoriana Inn
- Breakfast
- Cable TV
- Catering
- Coffee & Tea
- Conference Center
- Kayaks
- King beds
- Pets Allowed
- Queen bed
- Room Service
- Suites
- Waterfront Dining
- Weddings
- WiFi
This 1875 Historic Bed & Breakfast on the harbor in the heart of St. Michaels is nestled on an acre of groundswhere guest can enjoy our tranquil harbor-side ambiance. We invite you to relax and unwind in our beautiful home.
- 410-745-3368
- St. Michaels, MD 21663

Bartlett Pear Inn
- Bar/Lounge
- Concierge Services
- Family Dining
- Outdoor Dining
- Parking on Premises
- Pets Allowed
- Room Service
- Suites
- WiFi
Our 7-bedroom Boutique Inn has lovely and very comfortably appointed rooms, all with private baths (some with soaking tubs), WiFi, flat screens, cozy sitting nooks, delicious breakfast and 10% off in the restaurant.
- 410-770-3300
- Easton, MD 21601

Bay Cottage
Bay Cottage, St. Michaels offers a waterfront vacation retreat in the heart of Eastern Shore of Chesapeake Bay.
- 410-928-7770
- St. Michaels, MD 21663

Best Western Plus Easton Inn & Suites
- 100% Non Smoking
- ADA Compliant
- Board Room
- Breakfast
- Cable TV
- Elevator
- Fitness Facility
- Full Service Business Center
- Handicap Accessible
- Indoor Corridor
- Indoor Pool
- King beds
- Parking on Premises
- Queen bed
- Suites
- WiFi
Comfortably designed and furnished, you are sure to be able to unwind and relax throughout your entire stay, from the lobby to the indoor pool to your guest room.
- 410-822-7100
- Easton, MD 21601

Bishop’s House Bed and Breakfast
Circa 1880 in-town home, furnished in period style, offers guests the charm of a by-gone Victorian era with 21st Century comfort.
- 410-820-7290 or 800-223-7290
- Easton, MD 21601

Black Walnut Point Inn
- ADA Compliant
- Handicap Accessible
- Kitchen Facilities
- Outdoor Activity
- Outdoor Pool
- Parking on Premises
- Weddings
Located on a 58-acre bird sanctuary, this private estate has broad porches, rocking chairs and a pool nestled in six acres of gardens and lawn.
- 410-886-2452
- Tilghman Island, MD 21671

Captains Watch Vacation Cottage
We offer a fully furnished, pet-friendly, two-bedroom waterfront vacation cottage with a full kitchen. Rent by the day, week or month.
- 410-886-2643
- Tilghman Island, MD 21671

Combsberry Inn
Combsberry is a historic 1730 English Country Manor home complete with a Carriage House and Cottage. The 30 acre waterfront Inn is an exclusive lifestyle destination located on the outskirts of Oxford, near St. Michaels and Easton, MD. Combsberry is a picturesque drive from Washington, D.C. and less than two hours from Baltimore and Philadelphia.
- 410-226-5353
- Oxford, MD 21654

Cygnet Cottage
Our Cygnet Cottage vacation rental is a charming two and one half bedroom cottage (2 full beds, and one twin) with a working fireplace, full kitchen and screened front porch.
- (410) 745-2929
- St. Michaels, MD 21663