$7,650
Available: Right Now
Listed: 24/04/2024
St. Michaels, MD, 21663
In search of a cottage in downtown St. Michaels for a nice weekend? Located on a quiet street, yet steps away from shopping, restaurants, and local sites. Nice layout, first floor bedroom with full bath, fenced backyard, First Floor Only: 1 bedro...
$7,500
Available: Right Now
Listed: 22/04/2024
St. Michaels, MD, 21663
Summary:Let us know if you'd like a bottle of your favorite wine and charcuterie upon arrival. Its the perfect start to the weekend.A modern studio offering a full kitchen with dining area and luxurious bath. The well appointed queen bed ...
$22,410
Available: Right Now
Listed: 23/04/2024
St. Michaels, MD, 21663
Beautiful house with spectacular views from almost every room. Private large pool (salt water) and dock. Location is a couple of miles from the center of St. Michaels (Museum and Inn at Perry Cabin)- close enough to bike into town and just far enough...
$26,730
Available: Right Now
Listed: 19/04/2024
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...
$7,500
Available: Right Now
Listed: 22/04/2024
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...
$2,350
Available: 01/04/2024
Listed: 25/04/2024
24700 Deepwater Point Drive, Unit 23
2 Bedroom, 2 1/2bath unfurnished townhouse in Swan Villas, Martingham, St. Michaels, on the Links of Perry Cabin. Completely updated. No smoking. Large fully equipped kitchen. Lots of natural light. In unit washer and dryer. Close to downtown St Mich...
$2,400
Available: Right Now
Listed: 23/04/2024
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 ...
$25,890
Available: Right Now
Listed: 19/04/2024
St. Michaels, MD, 21663
Cranford on the Miles is an historic waterfront home located on 3+ acres, in St. Michaels, and 1+ mile from the beginning of town. Fully renovated, with WI-Fi, there is a Master Bedroom with king bed, sitting room, private bathroom and private balcon...
$18,600
Available: Right Now
Listed: 23/04/2024
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...
$23,850
Available: Right Now
Listed: 22/04/2024
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...
$16,500
Available: Right Now
Listed: 23/04/2024
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 ...
$7,500
Available: Right Now
Listed: 22/04/2024
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...
$4,300
Available: Right Now
Listed: 21/04/2024
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...
$10,140
Available: Right Now
Listed: 23/04/2024
St. Michaels, MD, 21663
The historic house which was restored from2016-2020,is conveniently located on a quiet street near the Blue Crab coffee shop and the Town Library. The first floor has a front parlor and dining room in the front/historic section, and a large kitch...
$30,150
Available: Right Now
Listed: 24/04/2024
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...
$35,550
Available: Right Now
Listed: 19/04/2024
St. Michaels, MD, 21663
Baydream BelieverFormerly known for shipbuilding and oystering, St. Michaels, Maryland, calls itself “The Heart & Soul of the Chesapeake Bay.” This quaint waterfront town on Maryland’s Eastern Shore is rich with maritime history and lined with re...
$21,630
Available: Right Now
Listed: 23/04/2024
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...
$38,970
Available: Right Now
Listed: 24/04/2024
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, ...
$8,850
Available: Right Now
Listed: 22/04/2024
St. Michaels, MD, 21663
Summary:Town licensed.This beautiful flat is located in the heart of the St Michael's historic district. Arrive to a private parking space & spend your time walking to all our town has to offer.Fine dining, local hang outs, shops, gal...
$23,070
Available: Right Now
Listed: 23/04/2024
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...
$23,130
Available: Right Now
Listed: 23/04/2024
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...
$18,150
Available: Right Now
Listed: 24/04/2024
St. Michaels, MD, 21663
Summary:As you head down the tree lined drive you will instantly know you are about to be somewhere truly special. Swan Hollow is the perfect retreat offering panoramic water views with lovely and tasteful accommodations. Guests are surrounded by...