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Search for vacation rental homes in Chesapeake Bay
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Conveniently located home between Easton and St. Michaels, private with Tred Avon views! — Property 7015502
- Cottage
- 3 bedrooms , sleeps 6
- 2 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1375 - $2275 per cottage per week
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Sweeping Chesapeake Bay views with Sandy Beach,dock, pool. — Property 7004795
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1913 - $3998 per house per week
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Historic Estate with 5BR's, pool, hot tub, gourmet kitchen and deep water dock. — Property 7004801
- House
- 5 bedrooms , sleeps 14
- 4 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $2603 - $5878 per house per week
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90 acre farm with wrap around views, 5 minutes to St. Michaels, pool, dock — Property 7004794
- House
- 4 bedrooms , sleeps 8
- 2 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1453 - $3325 per house per week
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Expansive 4 bedroom home 5 blocks to town of St. Michaels, wide water views. — Property 7004814
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1265 - $2190 per house per week
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4BR waterfront home outside Chestertown, wide water views! — Property 7004812
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- DVD
- fireplace
- Rates (shown in USD)
- $1253 - $1976 per house per week
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Light Filled Contemporary with 4 Queen bedrooms, dock,pool — Property 7004815
- House
- 4 bedrooms , sleeps 9
- 2 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1747 - $3776 per house per week
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Single family getaway! Pool, playgym, dock, and more! — Property 7004805
- Cottage
- 3 bedrooms , sleeps 6
- 1 bathroom
- dock boatslip
- DVD
- Rates (shown in USD)
- $1328 - $2333 per cottage per week
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Bungalow in heart of historic district — Property 7004802
- Cottage
- 2 bedrooms , sleeps 4
- 2 bathrooms
- DVD
- grill
- Rates (shown in USD)
- $1150 - $1175 per cottage per week
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Very private 25 acre home with sunset views, deep water dock, pool — Property 7004811
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1653 - $3350 per house per week
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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)
