American Chestnut Land Trust Rentals
From $469 per night (USD)VRBO
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)VRBO
From $149 per night (USD)Expedia
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
LENGTH-OF-STAY CHANGE: Hi everyone! In the past, shorter stays were pretty common here, and I loved hosting all kinds of ...
From $149 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 $207 per night (USD)VRBO
Waterfront Log Cabin with Million Dollar View & Luxury Bath! Shark's Teeth!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Comfortable Chesapeake Bay Waterfront Historic Log Cabin in Exclusive Private Community where you can enjoy swimming, te ...
From $207 per night (USD)VRBO
From $672 per night (USD)VRBO
Private Beachfront Home with Beautiful Bay View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy spectacular 180 degree views of the Chesapeake Bay on this 4 bedroom waterfront home situated on a private treed l ...
From $672 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 $228 per night (USD)VRBO
4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious & Stylish 4-Bedroom Home with 4 Private Bathrooms Discover the perfect blend of comfort, style, and convenienc ...
From $228 per night (USD)VRBO
From $311 per night (USD)Expedia
Kick back and enjoy the Chesapeake & this 3-bedroom, calm, stylish space.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This 2-level, 3-bedroom house is newly renovated, with an amazing view of the Chesapeake Bay! You’ll have 2 kings, 1 que ...
From $311 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 $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 $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
From $312 per night (USD)Expedia
2 blocks from Bay! Private beach! Boat launch! Kayak! Hike! Fossil Hunt!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Two-story house with 4 bedrooms, 2 baths, fully stocked kitchen, living room, Florida room, and yard with picnic table. ...
From $312 per night (USD)Expedia
From $284 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 $284 per night (USD)VRBO
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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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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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