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Search for vacation rental homes in Chesapeake Bay
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Unique Home with Breathtaking View and Sandy Beach — Property 315763
- House
- 6 bedrooms , sleeps 11
- 3 bathrooms
- 1 half bathroom
- rural, waterfront
- garden
- Rates (shown in USD)
- $2550 per property per week
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Spacious beachfront getaway overlooking Chesapeake Bay — Property 179183
- House
- 3 bedrooms , sleeps 10
- 2 bathrooms
- beach, waterfront
- air-conditioning
- Rates (shown in USD)
- $1500 per property per week
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Charming home with bay views just short walk to the beach. — Property 187676
- House
- 3 bedrooms , sleeps 8
- 3 bathrooms
- 1 half bathroom
- beach
- balcony
- Rates (shown in USD)
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Chesapeake Bay Luxury Vacation/Rental Home — Property 156508
- House
- 6 bedrooms , sleeps 14
- 3 bathrooms
- beach, resort
- pool
- Rates (shown in USD)
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Warm, Welcoming Waterfront, Relaxing and Close to Everything — Property 248028
- Farmhouse
- 5 bedrooms , sleeps 18
- 2 bathrooms
- 1 half bathroom
- rural, waterfront
- pets considered
- Rates (shown in USD)
- $1500 - $2800 per property per week
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Cottage at Long Haul
Elegant, Waterfront, Spacious, Cottage with Pool & Pier — Property 115575
- Cottage
- 3 bedrooms , sleeps 7
- 2 bathrooms
- town, waterfront
- pool
- Rates (shown in USD)
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Herrington Harbour - Beautiful Single Family Home - Rose Haven — Property 186442
- House
- 3 bedrooms , sleeps 7
- 2 bathrooms
- resort, waterfront
- air-conditioning
- Rates (shown in USD)
- $1300 per property per week
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Chesapeake Bay fossil hunting from your own front yard! 50 min. D.C — Property 138139
- Cottage
- 3 bedrooms , sleeps 6
- 1 bathroom
- beach, waterfront
- air-conditioning
- Rates (shown in USD)
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Private Beachfront Home with Beautiful Bay View — Property 180686
- House
- 4 bedrooms , sleeps 8
- 2 bathrooms
- beach, waterfront
- tennis court
- Rates (shown in USD)
- $1400 per property per week
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Waterfront Horse Farm Estate - A Slice Of Heaven On Earth — Property 139007
- Estate
- 5 bedrooms , sleeps 12
- 3 bathrooms
- 1 half bathroom
- waterfront
- garden
- 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)
