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Search for vacation rental homes in Chesapeake Bay
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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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Tilghman Island Victorian 1890
Tilghman Island Victorian - The Jackson House c1890 — Property 166873
- House
- 3 bedrooms , sleeps 6
- 2 bathrooms
- 1 half bathroom
- near the ocean, town
- pool
- Rates (shown in USD)
- $900 per property per week
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St Michael
Fresh & Brand New: - 3 night fall special! Also free sailing adventure! — Property 257093
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- 1 half bathroom
- resort, town
- pool
- Rates (shown in USD)
- $1500 - $2680 per property per week
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ENDLESS SUNSETS
Endless Waterfront Sunsets on Eastern Bay!! — Property 246578
- House
- 3 bedrooms , sleeps 8
- 3 bathrooms
- 1 half bathroom
- village, waterfront
- garden
- Rates (shown in USD)
- $2500 per property per week
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Historic Waterfront Property in the Town of Saint Michaels — Property 254518
- House
- 6 bedrooms , sleeps 12
- 3 bathrooms
- 1 half bathroom
- waterfront
- pool
- Rates (shown in USD)
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Sunset Hill — Property 247921
- House
- 5 bedrooms , sleeps 10
- 5 bathrooms
- village, waterfront
- air-conditioning
- Rates (shown in USD)
- $2500 per property per week
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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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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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The Beach House - Fantastic, Fun, Family Vacation Home — Property 234151
- House
- 4 bedrooms , sleeps 8
- 1 bathroom
- beach, waterfront
- garden
- Rates (shown in USD)
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Regions
- Bozman rentals (1)
- Chestertown rentals (1)
- Easton rentals (2)
- North Beach rentals (1)
- Port Republic rentals (1)
- St. Leonard rentals (1)
- St. Michaels rentals (24)
- Tilghman Island rentals (1)
Bedrooms
- 2 bedrooms (1)
- 3 bedrooms (7)
- 4+ bedrooms (24)
Sleeps
- Sleeps 5-8 (17)
- Sleeps 9-12 (12)
- Sleeps 13 or more (3)
Baths
- 1 bathroom (2)
- 2 bathrooms (8)
- 3 bathrooms (11)
- 4+ bathrooms (11)
Amenities
- air conditioning (16)
- satellite or cable tv (16)
- internet access (10)
- dishwasher (16)
- washing machine (15)
Leisure Activities
- Chesapeake Bay rentals near fishing (16)
- Chesapeake Bay rentals near golf (15)
- Chesapeake Bay rentals near skiing (1)
Suitability
- suitable for elderly or infirm (3)
- pet friendly (5)
- non smoking only (13)
