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Search for vacation rental homes in Chesapeake Bay
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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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Beach House at Little River
Top of the Chesapeake - Minutes from Historic Charlestown — Property 174163
- House
- 5 bedrooms , sleeps 11
- 2 bathrooms
- river, waterfront
- balcony
- Rates (shown in USD)
- $2090 - $2250 per property per week
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Relaxing Sunset and Water View Cottage — Property 228375
- Cottage
- 2 bedrooms , sleeps 5
- 1 bathroom
- beach, waterfront
- pets considered
- Rates (shown in USD)
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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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Victorian Tilghman 3/4 bedroom
Victorian Tilghman Island 3/4 Bedroom House — Property 258777
- House
- 3 bedrooms , sleeps 6
- 3 bathrooms
- beach, river
- balcony
- Rates (shown in USD)
- $1100 per property per week
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Best View in the Area of Eastern Bay! Pool, Canoe, game room on 56 acres! — Property 225734
- Estate
- 4 bedrooms , sleeps 8
- 4 bathrooms
- 1 half bathroom
- waterfront
- pool
- Rates (shown in USD)
- $4750 per property per week
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Peaceful, Waterfront Estate w/Pier (close to St. Michaels & Annapolis) — Property 316300
- House
- 4 bedrooms , sleeps 8
- 2 bathrooms
- waterfront
- garden
- Rates (shown in USD)
- $1260 - $1960 per property per week
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Private 9-Acre Waterfront Home on the Elk River — Property 227532
- House
- 4 bedrooms , sleeps 10
- 2 bathrooms
- 1 half bathroom
- river, rural
- pets considered
- Rates (shown in USD)
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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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Quaint Beach House In Thriving and Walkable Beach Community — Property 157111
- House
- 2 bedrooms , sleeps 6
- 1 bathroom
- beach, resort
- garden
- Rates (shown in USD)
- $1000 per property 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)
