Saint Leonard Rentals
From $234 per night (USD)VRBO
Saint Leonard Long Beach Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BODHI'S BAY HOUSE - This home is just a few steps from the private community beach, fully stocked with everything you ne ...
From $234 per night (USD)VRBO
From $469 per night (USD)Expedia
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Free WiFi, kayak rentals. Our HOA precludes wedding or large gatherings. We are located on the Chesapeak's Bay Eastern ...
From $469 per night (USD)Expedia
From $373 per night (USD)VRBO
Our Always Dreaming Cottage - The Bay At Your Back Steps
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Aways Dreaming Cottage with two bedrooms which sleeps four (4) – where dreaming is a pastime you will enj ...
From $373 per night (USD)VRBO
From $170 per night (USD)Expedia
Cozy Cedar Cottage-Beach Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summer weather is still here and beautiful Autumn weather is just around the corner. Come enjoy our private community be ...
From $170 per night (USD)Expedia
From $191 per night (USD)VRBO
Summer Getaway ~ Beach Combing & Relaxation
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Access in this private beach community with one mile of beach! Summer is a wonderful time of year for a romantic g ...
From $191 per night (USD)VRBO
From $162 per night (USD)VRBO
Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Harbor Cottage. Relax on the deck overlooking the fishing and sailboats of Flag Harbor opening onto the Chesapeake Bay. ...
From $162 per night (USD)VRBO
From $404 per night (USD)VRBO
5 bedroom, 8 bed, 3 story house a block from beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
This is a big house with a lot of windows, glass doors, and skylights that let an abundance of light in. Combine that, w ...
From $404 per night (USD)VRBO
From $330 per night (USD)Expedia
NEW build 3 bedroom Chesapeake Bay Hideaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Chesapeake Bay 3 bedroom newly constructed beach house in the private Kenwood Beach community. The beach is a 2 minute w ...
From $330 per night (USD)Expedia
From $240 per night (USD)VRBO
Walk to Beach: Charming Maryland Home w/ Yard!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relaxing beach days await with this ideally located 2-bedroom, 1-bathroom vacation rental home in St. Leonard, Maryland, ...
From $240 per night (USD)VRBO
From $233 per night (USD)VRBO
Charming water view 2-bedroom apartment with beach access in Saint Leonard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to a tranquil 2-bedroom apartment in Saint Leonard. This welcoming space features 1 king bed, 1 queen bed, and 1 ...
From $233 per night (USD)VRBO
From $623 per night (USD)VRBO
Beach-Front Classic on the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
-- Skip lengthy travel and bridge traffic to the ocean. Avoid the crowds! -- 3 bedrooms with king beds, up to 6 people. ...
From $623 per night (USD)VRBO
From $268 per night (USD)Expedia
Coastal Haven- Beach w/ BBQ
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to "Coastal Haven" , newly renovated and decorated luxury 4 bedroom 2 bath. The property is only a short walk to ...
From $268 per night (USD)Expedia
From $210 per night (USD)VRBO
Cozy Cottage with access to and partially obstructed views of the bay.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Take it easy at this unique and tranquil getaway; with morning visits from deer in the yard, bald eagles and jet fighter ...
From $210 per night (USD)VRBO
From $267 per night (USD)Expedia
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Relax at this renovated cottage with views of the Chesapeake Bay! Features large screened in deck, hot tub, around corne ...
From $267 per night (USD)Expedia
From $198 per night (USD)VRBO
Cottage on the Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax with the whole family at this peaceful place to stay. This beach cottage is in walking distance or a short drive t ...
From $198 per night (USD)VRBO
From $284 per night (USD)Expedia
\"High Tide Tranquility\"- Beach w/ BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "High Tide Tranquility" , newly decorated coastal inspired 3 bedroom 2 bath. The main level boosts a Queen Ma ...
From $284 per night (USD)Expedia
From $168 per night (USD)VRBO
Studio on the Bay.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A studio apartment sits on a hill. You will have to walk up stairs from the parking oad and a grassy hill (can be consid ...
From $168 per night (USD)VRBO
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Vintage Waterfront A Frame- Hideaway On The Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connec ...
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Tranquil Port Republic Home w/ Water Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Nestled right on the Chesapeake Bay, this 3-bedroom, 3-bath home offers an idyllic retreat for your next Maryland stay. ...
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From $219 per night (USD)VRBO
Private Chesapeake Bay Beach community…love to feel the sand between your toes?
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This stylish home is a fun place for your family or friends with its brand newly renovated interior on a full acre of pr ...
From $219 per night (USD)VRBO
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great place by the bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located on the shores of the Chesapeake Bay this single family home offers three full bathrooms and two master suites, L ...
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\"Do-drop-in\" Cottage. Enjoy Bayview, quiet walks on beach. Near Solomons Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Walk the beach, hunt for sharks' teeth, fossil, shells, sea glass, and driftwood. See Sunrise on the bay. Walking distan ...
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