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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Chesapeake Bay
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Cottage with pool, hot tub and great water — Property 7018652
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1704 - $3576 per house per week
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Beautifully appointed vacation home outside St. Michaels — Property 7022556
- House
- 6 bedrooms , sleeps 12
- 5 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $3251 - $5307 per house per week
-
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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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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Fun house outside St. Michaels, pool, dock, hot tub, ping pong — Property 7007440
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $1473 - $3345 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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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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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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Fantastic Family Compound 1/2 mile to St. Michaels, Pool, Dock, Hot tub — Property 7004796
- House
- 5 bedrooms , sleeps 10
- 4 bathrooms
- dock boatslip
- DVD
- Rates (shown in USD)
- $2839 - $6271 per house per week
-
Waterfront Home with Private Dock — Property 123352
- House
- 4 bedrooms , sleeps 8
- 2 bathrooms
- 1 half bathroom
- river, waterfront
- pool
- Rates (shown in USD)
- $1200 - $2000 per property per week
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Regions
- Bozman rentals (1)
- Chestertown rentals (1)
- Easton rentals (1)
- St. Leonard rentals (1)
- St. Michaels rentals (20)
Sleeps
- Sleeps 5-8 (9)
- Sleeps 9-12 (12)
- Sleeps 13 or more (3)
Baths
- 1 bathroom (1)
- 2 bathrooms (3)
- 3 bathrooms (9)
- 4+ bathrooms (11)
Amenities
- air conditioning (10)
- satellite or cable tv (10)
- internet access (6)
- dishwasher (10)
- washing machine (9)
Leisure Activities
- Chesapeake Bay rentals near fishing (9)
- Chesapeake Bay rentals near golf (9)
- Chesapeake Bay rentals near skiing (1)
