
House holiday rentals in St. Leonard
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Top-rated house rentals in St. Leonard
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Church Creek Charm (close to Blackwater Refuge)
Charming Eastern Shore home built in 1900, located in CHURCH CREEK, MD, less than 10-15 mins from Cambridge, Blackwater National Wildlife Refuge & the Harriet Tubman Underground Railroad museum. Ideal spot for cycling, birding, fishing, canoeing, relaxing, or exploring the many cute towns of Maryland's Eastern Shore. Just over an hour from Ocean City & Assateague Nat'l Seashore. Pet-friendly with a fenced backyard. The Eastern Shore is famous for its seafood, history, nature & fresh produce!

SoMD Waffle House 1.5 acres of cozy coastal living
Welcome to our Southern MD beach house. This 3 bedroom and 2 bath home is situated on nearly 1.5 acres of property where you can breathe deep and take in the bay breeze. Whether it is visiting one of the Chesapeake Bay beaches only a 3 minute drive from the home, or watching for wildlife in our yard (it is common to see deer, rabbits, birds, etc), life in Calvert County will slow you down and help you take a much needed break from the daily grind. And you don't even have to cross the Bay Bridge!

Beautiful and spacious 3 bedroom
Beautifully decorated and spacious home in a charming, Alexandria neighborhood near the King Street metro and the shops and restaurants of Old Town. Just a 16 minute drive to downtown Washington DC, with a chef's kitchen and a relaxing great room. The house is also just a 10 minute drive to the new MGM Casino or the Gaylord Resort and Convention Center at National Harbor. The "no parties in house" rule is strictly followed. If you want to have a party or an event, this is not the place for you.

Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

Sunset Breezes - quiet waterfront retreat
Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. Gather with family and friends around the fire pit. Take in the beautiful water sights while paddling in a kayak, canoe, or paddleboard. Laugh with family and friends while playing corn hole, croquet, or bocce ball waterside. Photograph abundant wildlife - bald eagles, blue herons, osprey, deer, turkey and numerous waterfowl. Dine on the deck while enjoying beautiful sunsets.

Cove Point Cottage with Chesapeake Bay views
Welcome to our beach house, just a block from the Cove Point Beach on the Chesapeake Bay. Start your beach day by grabbing the beach wagon from the shed, loading it up with beach chairs, towels, and your cooler. A short stroll takes you to the beach, where you can spend the day searching for shark teeth and shells or swimming in the bay's refreshing waters. After a day in the sun, rinse off in our outdoor shower. Our shady patio provides the perfect spot to relax and enjoy the evening breeze.

The Little House on Back Creek
Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.

Spacious 3-BR near DC • Lotus Pond • Free Parking
Wake up to birdsong beside a tranquil lotus pond, just 20 minutes to downtown DC. Spacious 3-bed retreat offers on-site parking, fast WIFI, a home gym, steam shower, yoga space, EV charger, and five decks. Walk to organic markets, restaurants, and scenic trails in peaceful Takoma Park. Recently renovated from top to bottom. Plan your adventures by day, relax by the pond at night. Book your stay today!! Superhost service to top it off. Montgomery County Registration # STR24-00107

White Point Cottage -- Quiet Waterfront Getaway
Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

Cozy Cottage on the Chesapeake Bay
Tranquility supreme. Sit on the terrace and gaze at the Chesapeake Bay. Sandy beach -- just 50 steps from front door; quiet residential area; nearby antiquing & fishing; Only 75 min. from DC. Finish your book or just replenish your spirit. Enjoy. Oh, one more thing — looking for the perfect place for a retreat for your small DC team? Strategic planning will be even more creative and enjoyable when you have the Chesapeake Bay as your muse. Note: This property is for non-smokers.

Lower Level Studio Apartment with Private Entrance
Spacious lower level studio with private entrance and complimentary off-street parking. Centrally located in a quiet, family-friendly neighborhood a 5-minute walk to the Huntington metro. The studio features a queen size bed, daybed, walk-in shower, coffee bar with a Keurig machine, microwave, dedicated workspace, and a sizeable closet. Additional amenities include high-speed Wi-Fi, hair dryer, iron and ironing board, 50" LED smart TV, toiletry kit, bottled water, and K-cups.

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.
Popular amenities for house rentals in St. Leonard
House rentals with a pool

Relaxing Waterfront Retreat w/Gameroom, Dog+EV OK

Bay Breeze Retreat

The Glebe

Gorgeous, Waterfront Home Is Fabulous in Winter!

Beach Please! River cottage w/private beach & dock

5 BEDR, Inground Pool+Billiard Table, Close To D.C

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

The Little Gypsy BoHome
Weekly house rentals

Chesapeake Bay beach community

Waterfront Home: Osprey Getaway

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

Mid-Century Modern: Direct Private Beach Access

Luxury Family 5BR: Beach, GameRm, MovieRm, FirePit

Historic Manor - Main House

Waterfront Home, Spectacular View & Private Beach!

Where the Bay meets the Sky
Private house rentals

* NEW 8-25-25 * - All Private, One Bedrm Apartment

House near Patuxent River

Chesapeake Escape

Block to beach! Relax, enjoy views & game room.

Madison Bay Club House

Roam the World w/Jacuzzi, 4 Full BTH

Driftwood Haven, Chesapeake Bay views throughout

Spacious Studio Apartment with private entrance
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Outer Banks Holiday rentals
- Nationals Park
- Georgetown University
- National Mall
- The White House
- District Wharf
- National Museum of Natural History
- National Museum of African American History and Culture
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Washington Monument
- Georgetown Waterfront Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- Piney Point Beach
- North Beach Boardwalk/Beach
- Ragged Point Beach
- Quiet Waters Park
- Meridian Hill Park
- National Museum of African American History and Culture
- Breezy Point Beach & Campground




