$35,700
Available: Right Now
Listed: 06/05/2024
St. Michaels, MD, 21663
1 Mile to St Michaels -the st michaels harbor shuttle can pick you up at our dock or Walk/bike/kayak to st michaels, we are so close !!!! Cancellation policy: for 2024 season-100% refund if cancelled by April1, 2024.Non refundabl...
$18,600
Available: Right Now
Listed: 05/05/2024
St. Michaels, MD, 21663
The historic yet fully updated Thomas Harrison House is the premier vacation rental home in St. Michaels and has been rented as such since 1992. It is the only large vacation rental in the Town. The 18th century house (built while George Washington w...
$30,600
Available: Right Now
Listed: 02/05/2024
St. Michaels, MD, 21663
Talbot County Short-Term Rental LicenseSTN-23-2Villa estates with water views in the front, boat access, kayaking, paddle boarding on premisses. Outside Pool & Spa(seasonal) Water views from every room in house. 1.7 mile walk from downtown Saint Mich...
$4,300
Available: Right Now
Listed: 03/05/2024
Church Street, St. Michaels, MD 21663, USA
Beautifully restored Historic Simple Victorian in the heart of Saint Michaels. From the large inviting front porch, to the gated manicured yard, hanging hammock for long afternoon naps, brick walkway into the custom bevel glass entry door into the fa...
$10,500
Available: Right Now
Listed: 06/05/2024
St. Michaels, MD, 21663
Summary:Nestled on a side street in St, Michaels , this two bedroom, two bathroom retreat is thoughtfully designed to provide a serene and stylish escape.A stylish home that has all one needs for a fabulous getaway. Our quaint town has a bust...
$7,500
Available: Right Now
Listed: 04/05/2024
St. Michaels, MD, 21663
This unique space has amazing appeal. Within walking distance of every point of interest in Saint Michaels; including the Auto Museum, the Maritime Museum, the local YMCA and numerous restaurants. A stunning view of Saint Michaels Harbor, with the co...
$23,850
Available: Right Now
Listed: 04/05/2024
St. Michaels, MD, 21663
Talbot County MD License #STRN-22-41Water front home nestled in quaint village of Bozman with dock/pier for fishing, crabbing or just enjoying what the Eastern Shore has to offer - sipping your beverage of choice from the deck just off the gather...
$10,500
Available: Right Now
Listed: 04/05/2024
St. Michaels, MD, 21663
Summary:Located in the heart of historic St Michaels, this unique studio has a style all its own. Award winning restaurants, one of a kind boutiques, art galleries and local hot spots all within walking distance. Lovely and stylish S. Talbot 405 ...
$23,340
Available: Right Now
Listed: 06/05/2024
St. Michaels, MD, 21663
Eastern Shore Vacation Rentals presents The Water House. Beautifully appointed with artwork and antiques, The Water House is a vacationer's dream! The natural surroundings, bright and airy rooms, and nautical location just outside of historic St. Mic...
$16,650
Available: Right Now
Listed: 04/05/2024
St. Michaels, MD, 21663
About this spaceWelcome to Grace Street Cottage in the heart of Saint Michaels. Walk to shops, restaurants and experience the best of the Eastern Shore. This cottage has all you will need for a perfect getaway. Sit by the fire pit and grill out o...
$2,400
Available: Right Now
Listed: 05/05/2024
24698 Deep Water Point Drive, Quail Hollow, Talbot County, MD 21663, USA
Beautiful 2 bedroom townhouse located just outside St Michaels. Two levels, this home has two en suite bedrooms on the first floor, and an open concept living room/kitchen on the second floor. Half bath upstairs, along with a wood burning fire place ...
$21,480
Available: Right Now
Listed: 06/05/2024
St. Michaels, MD, 21663
Great location with plenty of room for friends and family. Wonderful outdoor spaces to enjoy!This little gem on the banks of Solitude Creek is a perfect family getaway! With a pool, hot tub, and canoe for exploring the creeks and tributaries of t...
$11,490
Available: Right Now
Listed: 04/05/2024
St. Michaels, MD, 21663
The recently renovated Carpenter St. Cottage is centrally located in village of St. Michaels. The house is a 2 bedroom 2 full bathroom house with plenty of living space and a large screened porch facing a large yard. Rates vary by season, and whether...
$2,350
Available: Right Now
Listed: 03/05/2024
The Blue Crab, 102 South Fremont Street, St. Michaels, MD 21663, USA
Located on a corner lot, this meticulously renovated rental home offers the perfect blend of historic charm and modern convenience. Featuring 2 bedrooms plus two and half baths. With its open floor plan on the first level, there is ample space for th...
$7,500
Available: Right Now
Listed: 04/05/2024
St. Michaels, MD, 21663
Summary:Town licensedLet us know if you'd like a bottle of your favorite wine or charcuterie upon arrival. Its the perfect start to the weekend.A modern studio offering a full kitchen with dining area luxurious bath. The well appointe...
$41,850
Available: Right Now
Listed: 04/05/2024
St. Michaels, MD, 21663
Licensed by Talbot CoMD STRN-23-11.Mimimum 7 night reservations only - Sat to Sat. Our property is ideally suited for family style vacations, so the owners only permit bookings where responsible adults are responsible for supervision of our guests, w...
$26,850
Available: Right Now
Listed: 04/05/2024
New Ln, Saint Michaels, MD, USA
This beautiful waterfront home sits just over the bridge entering St. Michaels in a prime location. Breathtaking waterfront views, two large bedrooms, two full bathrooms, and Two sofas 1 minute to St. Michaels, 7 minutes to Easton and 30 seconds to T...
$14,520
Available: Right Now
Listed: 06/05/2024
Fleming Court, St Marys Square
Close to outlet shopping, this smoke-free apartment brings it all within reach. Enjoy a short 5-minute walk to Paddington Central or easily tackle the quick 4-minute drive to Hyde Park. Check out other neighborhoods and see more of London by hoppi...
$10,200
Available: Right Now
Listed: 01/05/2024
St. Michaels, MD, 21663
The extraordinary fully restored historic John Bruff House, located on the Town park and harbor, has magnificent St. Michaels harbor and Miles River water views. The house is 2 bedroom cottage with plenty of living space and a rear screened porch. It...
$38,970
Available: Right Now
Listed: 06/05/2024
St. Michaels, MD, 21663
Wake up on the water with a stay at this stylish 3-bedroom, 3.5-bath, St Michaels vacation rental! Relax, recharge, and repeat while you take in the landscape views and enjoy luxurious amenities, including a private pool and hot tub, billiards room, ...
$16,620
Available: Right Now
Listed: 06/05/2024
St. Michaels, MD, 21663
Talbot County STR LicenseSTN-22-27This 4-bedroom, 1.5-bathroom waterfront getaway features a character-filled interior and features a separate dining room. A foodie's dream, this well-equipped recently updated kitchen is space efficient. Retreat ...
$21,960
Available: Right Now
Listed: 06/05/2024
St. Michaels, MD, 21663
Eastern Shore Vacation Rentals presents Crew's Quarters. Step into this idyllic, uniquely Eastern Shore Nanticoke mid- century home, perfect for social gatherings, especially for multiple couples looking to be within an easy walk into the historic to...