4 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland
Summary:Tucked along the peaceful waters of Marylands Eastern Shore, this newly constructed waterfront retreat was designed for slow mornings, sunset gatherings, and the kind of weekends you wish...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In St. Michaels, Maryland
Talbot County STR License STN-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...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland
Fantastic Family Compound Just 1/2 Mile to Historic District!Located just on the outskirts of St. Michaels, this fantastic family vacation compound provides everything you need for a true Eastern...
Created Jul 20, 2026
1 Br Cottage Vacation Rental In Saint Michaels, Maryland
Welcome to our beautiful waterfront property, open for guests from March 25th to November 1st. We have a minimum stay of 2 nights, so you can fully enjoy our tranquil location. Our cottage is...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Saint Michaels, Maryland
Summary:Stay in the heart of downtown St. Michaels in this charming, professionally managed studio apartment, perfectly located so you can walk to restaurants, shops, and the waterfront. Ideal for...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In St. Michaels, Maryland
Welcome to Swan Hollow, a charming 3-bedroom, 2-full bathroom, 2-half bathroom tranquil retreat nestled down a picturesque tree-lined drive that sets the stage for an unforgettable experience. As...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In St Michaels, Maryland
TREMEZZO STAY - SPENCER CREEK CABIN Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rentals in St. Michaels, MD. We also own Tilghman Island Inn, a...
Created Jul 20, 2026
3 Br Apartment Vacation Rental In Saint Michaels, Maryland
Summary:Stay in the heart of St. Michaels at this stylish 3-bedroom retreat, just steps from boutique shops, waterfront dining, and historic charm. Relax on the private porch, enjoy a spacious open...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland
Charming Waterfront Cottage in St MichaelsBegin your day at Riverview Retreat with a beautiful sunrise and be amazed with a stunning sky at sunset. As soon as you enter this charming cottage you...
Created Jul 20, 2026
Apartment Vacation Rental In Saint Michaels, Maryland
Summary:Stay steps from Saint Michaels best shops, dining, and waterfront views! This stylish studio blends historic charm with modern comfortperfect for a romantic getaway or solo escape.The...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland
Easy, One-Level LivingLet go of your cares and enjoy the respite of this Covey Creek waterfront home. Let the kids play in the fenced-in yard and enjoy an easy getaway close to historic St....
Created Jul 20, 2026
2 Br Cottage Vacation Rental In St Michaels, Maryland
The truly special and recently restored historic Thomas Blades House is centrally located in the Historic District of St. Michaels, a few steps from the Town Park with magnificent waterviews. It is...
Created Jul 20, 2026
1 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland
Summary:This 1-bedroom home is jam-packed with amenities & has EVERYTHING you need for an amazing vacation in St. Michaels, MD! Prime Downtown Location: Walk to Dining, Shopping, & Waterfront Area!...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In St. Michaels, Maryland
Charming Waterfront Cottage Within Minutes to Historic St. Michaels. Kayaks and Bikes Included!Comfortably furnished and cute as a button, this cottage is perfectly located for small families or...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland
No expense spared!The impressive 6BR, 5.5BA St. Michaels waterfront getaway has recently been remodeled throughout with your comfort in mind. The open floor plan features a modern interior and...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Saint Michaels, Maryland
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....
Created Jul 20, 2026
1 Br Cottage Vacation Rental In Saint Michaels, Maryland
Welcome to our beautiful waterfront property, open for guests from March 25th to November 1st. We have a minimum stay of 2 nights, so you can fully enjoy our tranquil location. Our cottage is...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland
Step away from the rush of everyday life and into the cozy calm of our family's cabin. Nestled on acres of pristine forest just 3 miles from historic St. Michaels (and 8 miles from Easton). Here...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In St. Michaels, Maryland
As Saint Michael's Premier STR, we take this title very seriously, so read on to see what we've done this off season. Harbor Hideaway's in town location is just steps away from everything that St....
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland
Summary:Just minutes from downtown St. Michaels, this stylish 2-bedroom retreat combines modern design with thoughtful amenities to make your stay unforgettable. Ride into town on complimentary...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In St Michaels, Maryland
Location , Location, LocationEscape to this stunning cedar Lindal home on the Eastern Shore, just a short drive from historic St. Michael's. Perfect for friends and family, this spacious 3-bedroom,...
Created Jul 20, 2026
1 Br Cottage Vacation Rental In St. Michaels, Maryland
Discover your home away from home in the heart of historic St. Michaels. Located on a peaceful residential street, this cottage offers a quiet sanctuary while putting the towns best coffee shops,...
Created Jul 20, 2026
1 Br Bed & Breakfast Vacation Rental In Saint Michaels, Maryland
This stylish place is within steps of all the shopping, dining, nightlife and museums. The Snuggery Inn & Suites offers a unique blend of luxury, adventure, and cultural immersion in a picturesque...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In St. Michaels, Maryland
A Tranquil Contemporary St. Michaels Waterfront Cottage featuring a separate 1st floor newly renovated garage apartment with its own kitchen.This 6BR, 4.5 BA vacation paradise is conveniently...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In St Michaels, Maryland
Stunning and completely renovated 1940s bungalow in the heart of Saint Michaels! Located just steps from shopping, restaurants, historical sites, and the harbor. Amazing chef's kitchen, hardwood...
Created Jul 20, 2026
