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Search for vacation rental homes in Chesapeake Bay
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Luxury Chesapeake Bay Waterfront - Enjoy Miles of Sandy Beach — Property 231723
- House
- 4 bedrooms , sleeps 12
- 3 bathrooms
- beach
- balcony
- Rates (shown in USD)
- $1500 per property per week
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Harbor Cottage at the Chesapeake Bay — Property 122453
- Cottage
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, waterfront
- garden
- Rates (shown in USD)
- $750 - $1060 per property per week
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Luxury Waterfront Home on Chesapeake Bay — Property 102015
- House
- 3 bedrooms , sleeps 6
- rural, waterfront
- air-conditioning
- Rates (shown in USD)
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Fantastic restored barn with expansive waterviews, pool, deep water dock — Property 7022553
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $4149 - $5649 per house per week
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Away from it all! Secluded spot for rest and relaxation, pool, dock, great kayaking! — Property 7022554
- Cottage
- 3 bedrooms , sleeps 6
- 2 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1291 - $2696 per cottage per week
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Expansive 5BR home with great wide water views, pool, beautifully decorated — Property 7004818
- House
- 5 bedrooms , sleeps 10
- 3 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $2873 - $6462 per house per week
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RiverView
Enjoy Best Southern Maryland Waterfront Home - with Private Beach and Dock — Property 303386
- House
- 4 bedrooms , sleeps 10
- 2 bathrooms
- river, waterfront
- air-conditioning
- Rates (shown in USD)
- $1500 - $2350 per property per week
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Authentic 1920's Waterman's Cottage — Property 7007439
- Cottage
- 2 bedrooms , sleeps 4
- 1 bathroom
- dock boatslip
- DVD
- Rates (shown in USD)
- $1090 - $1490 per cottage per week
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Miles River Guest House in St Michaels — Property 263769
- House
- 2 bedrooms , sleeps 6
- 2 bathrooms
- river, waterfront
- satellite or cable
- Rates (shown in USD)
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House rental in Wittman Village Wittman - Charming Designer Decorated Retreat — Property 166854
- House
- 3 bedrooms , sleeps 6
- 1 bathroom
- 1 half bathroom
- rural, village
- pool
- Rates (shown in USD)
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Regions
- Betterton rentals (3)
- Bozman rentals (1)
- Chestertown rentals (3)
- Church Creek rentals (1)
- Cobb Island rentals (1)
- Crisfield rentals (3)
- Deal Island rentals (2)
- Deale Beach rentals (1)
- Easton rentals (3)
- Kent Island rentals (1)
- North Beach rentals (4)
- North East rentals (5)
- Point Lookout rentals (1)
- Port Republic rentals (5)
- Solomons Island rentals (2)
- St. Leonard rentals (9)
- St. Michaels rentals (45)
- Tilghman Island rentals (9)
Bedrooms
- 2 bedrooms (9)
- 3 bedrooms (42)
- 4+ bedrooms (48)
Sleeps
- Sleeps 1-4 (2)
- Sleeps 5-8 (66)
- Sleeps 9-12 (27)
- Sleeps 13 or more (4)
Baths
- 1 bathroom (13)
- 2 bathrooms (43)
- 3 bathrooms (27)
- 4+ bathrooms (14)
Lodging Type
- cabin rentals (1)
- condo rentals (2)
- cottage rentals (24)
- estate rentals (4)
- farmhouse rentals (2)
- house rentals (64)
- lodge rentals (1)
- villa rentals (1)
Amenities
- air conditioning (61)
- satellite or cable tv (56)
- pool (46)
- internet access (39)
- dishwasher (58)
- washing machine (56)
Leisure Activities
- Chesapeake Bay rentals near fishing (64)
- Chesapeake Bay rentals near golf (53)
- Chesapeake Bay rentals near skiing (3)
Suitability
- wheelchair accessible (4)
- suitable for elderly or infirm (21)
- pet friendly (26)
- non smoking only (56)
