3 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Take it easy at this unique and tranquil getaway just 2 blocks from Long Beach on the western shore of the Chesapeake Bay in beautiful Southern Maryland. Near the famous Calvert Cliffs, in Calvert...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In Saint Leonard, Maryland
Relax at this renovated cottage with views of the Chesapeake Bay! Features large screened in deck, hot tub, around corner from private community beach (and 4 min drive to larger community beach)....
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In St Leonard, Maryland
BODHI'S BAY HOUSE - This home is just a few steps from the private community beach, fully stocked with everything you need to have a great time on the bay. An hour from D.C. and a few minutes drive...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Enjoy peaceful river views from the screened in porches of this cottage which is located in Broomes Island, Maryland. Close to Solomon's Island, Maryland, this home has all the amenities you need...
Created Jul 20, 2026
2 Br Apartment Vacation Rental In Saint Leonard, Maryland
A studio apartment sits on a hill. You will have to walk up stairs from the parking oad and a grassy hill (can be considered a mildly steep incline). Its also within a short walking or driving...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In St Leonard, Maryland
The Mackall House is a spacious fully-remodeled six bedroom home with two primary suites, five full baths, and two half baths! There are two kitchens, a huge common area, and a large game room...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In St Leonard, Maryland
Harbor Cottage. Relax on the deck overlooking the fishing and sailboats of Flag Harbor opening onto the Chesapeake Bay. Only a three minute walk to the big sand beach famous for fossils from the...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In St Leonard, Maryland
Relaxing beach days await with this ideally located 2-bedroom, 1-bathroom vacation rental home in St. Leonard, Maryland, as your home base! This ideally located abode comes equipped with a full...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
In this quaint town of St. Leonard, you'll find our lovely 4-bedroom vacation house. Nestled just a short 18-minute drive from the stunning Calvert Cliffs State Park, this property offers the...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In St Leonard, Maryland
-- Skip lengthy travel and bridge traffic to the ocean. Avoid the crowds!-- 3 bedrooms with king beds, up to 6 people. **Additional fee for more than 6 guests, $75/pp/nt if you bring air mattresses...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Enjoy Panoramic Chesapeake Bay views from your living room and balcony. Close enough to the city to be spontaneous far enough to feel like a world away. Calvert Countys best kept secret, Calvert...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In Saint Leonard, Maryland
Relax with the whole family at this peaceful place to stay. This beach cottage is in walking distance or a short drive to three private beaches in our community. We provide a parking pass to two of...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Just steps to a private beachno one is closer! Enjoy sweeping Bay views from the front deck, hunt for ancient shark teeth, take sunrise kayak trips, and cast a line in the Chesapeake. Explore...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
This is a big house with a lot of windows, glass doors, and skylights that let an abundance of light in. Combine that, with a lighthouse theme, we thought the name Light House was appropriate!...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In St Leonard, Maryland
Come enjoy our private community beach with one mile of shoreline, sandy beach and the Chesapeake Bay. Walk or drive to this hidden gem for fun in the sun. This single level house is comfy and cozy...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Welcome to the Blue Pearl - a luxurious river front estate with a private pier to catch crabs, fish, kayak, soak in the outdoor jacuzzi and enjoy the river life. Four bedrooms with three full bath...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Situated right on the Patuxent River and offering endless opportunities for fun, this house is the most idyllic place to escape on your next coastal Maryland getaway. Complete with 3 bedrooms, 3...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Fully renovated 3BR,1BA home just a short walk to private Long Beach. Each bedroom has a queen bed. Features full kitchen, central AC/heat, 55 smart TV, Wi-Fi, washer/dryer, work desk with...
Created Jul 20, 2026
2 Br Apartment Vacation Rental In Saint Leonard, Maryland
Escape to a tranquil 2-bedroom apartment in Saint Leonard. This welcoming space features 1 king bed, 1 queen bed, and 1 twin bed, perfect for a relaxing getaway. Enjoy the amazing amenities like...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Escape to Helm Haven, a coastal retreat for 14. Our home features 3 King BRs, 1 Queen BR, & a bunk room and is by a private, community beach. Relax in spacious living & dining rooms with bay views....
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
Great escape - Beautiful views of the Chesapeake Bay with community beach only a block away! 3 Bedroom plus bunk area. Large deck with grill overlooking the bay! Huge rec room upstairs with 2...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In St Leonard, Maryland
Beach Access in this private beach community with one mile of beach! Summer is a wonderful time of year for a romantic getaway, family celebration, or long weekend staycation. This cozy and comfy...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
This sweet spot is just a few steps away from the community beach, located at the end of the street with lots of parking. An efficient kitchen loaded with gadgets and cookery - gas stove/oven,...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In St Leonard, Maryland
Great house on the Patuxent river with new kitchen, paint, outdoor deck and 2 full bathrooms. Access to kayaks and paddleboards if needed. House also has its own beach (see photos) and has a...
Created Oct 5, 2025
5 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland
This spacious retreat offers the best of comfort, style, and convenience. Whether youre planning a family vacation, a friends trip, or a relaxing escape, youll love the blend of peaceful...
Created Sep 14, 2025
