Saint Leonard Rentals
From $225 per night (USD)VRBO
Beach House
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $225 per night (USD)VRBO
From $492 per night (USD)Expedia
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
See video of the house: https://youtu.be/hDuRBLZR03c Step into a world of enchantment at our Magical Bayfront Home, nes ...
From $492 per night (USD)Expedia
From $292 per night (USD)VRBO
Our Always Dreaming Cottage - The Bay At Your Back Steps
- Bedrooms:
- 3
- 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 $292 per night (USD)VRBO
From $134 per night (USD)Expedia
Beach Access Cozy Cedar Cottage & Chesapeake Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy our private community beach with one mile of shoreline, sandy beach and the Chesapeake Bay. Cute, cozy cedar ...
From $134 per night (USD)Expedia
From $167 per night (USD)VRBO
Beach Access Chesapeake Bay & Beach Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Access in this private beach community with one mile of beach! This cozy and comfy beach house is a short walk to ...
From $167 per night (USD)VRBO
From $167 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 $167 per night (USD)VRBO
From $314 per night (USD)VRBO
cBay Cottage - On the Chesapeake Bay - Port Republic MD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
cBay Cottage was built around 1940 as a summer Chesapeake Bay get-away cottage. Folks would pack up the station wagon an ...
From $314 per night (USD)VRBO
From $428 per night (USD)VRBO
Escape To The Bay - Waterfront Home on the Chesapeake Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Vacationers have visited here since the early 1940’s. Like them, you can enjoy boating, fishing, crabbing, fossil huntin ...
From $428 per night (USD)VRBO
From $799 per night (USD)VRBO
Newly Renovated River Retreat With Indoor Pool\/Elevator\/Direct Water Access
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Relax at this newly renovated 4BR/3.5 bath home with an indoor pool in a peaceful wooded setting on St. Leonard's Creek ...
From $799 per night (USD)VRBO
From $163 per night (USD)Expedia
5 bedroom, 8 bed, 3 story house a block from beach
- Bedrooms:
- 3
- 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 $163 per night (USD)Expedia
From $161 per night (USD)VRBO
Charming Cottage by the Chesapeake Bay - 1 block from private Calvert beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
“La Casita de Dragonfly" (The Dragonfly Cottage) Relax in this calm, stylish space on the Chesapeake Bay, one block from ...
From $161 per night (USD)VRBO
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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 ...
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From $166 per night (USD)VRBO
Maryland Vacation Rental: Walk to Beach
- 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 $166 per night (USD)VRBO
From $320 per night (USD)Expedia
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 $320 per night (USD)Expedia
From $561 per night (USD)VRBO
Beach-Front Classic on the Chesapeake Bay
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
-- Skip lengthy travel and bridge traffic to the ocean. Avoid the crowds! -- 3 bedrooms with king beds, up to 6 people. ...
From $561 per night (USD)VRBO
From $264 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 $264 per night (USD)Expedia
From $329 per night (USD)VRBO
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
- Bedrooms:
- 2
- 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 $329 per night (USD)VRBO
From $200 per night (USD)Expedia
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 $200 per night (USD)Expedia
From $145 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 $145 per night (USD)VRBO
From $300 per night (USD)Expedia
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 ...
From $300 per night (USD)Expedia
From $193 per night (USD)VRBO
Welcome to Hickory House on the Chesapeake Bay!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Welcome to Hickory House on the Bay! Charming 2 bedroom, 1 bath cottage overlooking the Chesapeake Bay within walking di ...
From $193 per night (USD)VRBO
From $477 per night (USD)Expedia
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. ...
From $477 per night (USD)Expedia
From $225 per night (USD)VRBO
\"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 $225 per night (USD)VRBO
From $171 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 $171 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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