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Search for vacation rental homes in Chesapeake Bay

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  1. Chesapeake Bay Vacation Rental, quiet, beachy, open, bay view — Property 119031

    Vacation House rental in Chesapeake Bay area
    • House
    • 4 bedrooms , sleeps 12
    • 2 bathrooms
    • 1 half bathroom
    • beach, near the ocean
    • balcony
    $500 Fall Weekend Getaway special!!!
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1200 - $1800 per property per week

  2. Osprey's Nest
    Spacious,Peaceful,Comfort. Bay View,Eagles,Osprey,Sunrises from deck,Beaches — Property 248526

    Vacation House rental in Chesapeake Bay area
    • House
    • 4 bedrooms , sleeps 8
    • 3 bathrooms
    • beach, rural
    • balcony
    Fall Getaway Special 40% off peak rates
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $2000 - $2500 per property per week

  3. 'Sandy Pines' Lovely 4 BR Waterfront Home on Sandy Beach w/Pool, Dock — Property 314049

    Vacation House rental in St. Michaels area
    • House
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • river, waterfront
    • pool
    3 Nights 4 Days Waterfront Home $975
    S P E C I A L    O F F E R
    Rates (shown in USD)

  4. St Michael
    Fresh & Brand New: - 3 night fall special! Also free sailing adventure! — Property 257093

    Vacation House rental in St. Michaels area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • 1 half bathroom
    • resort, town
    • pool
    Fall Special - 3 nights = $1,100 TOTAL!
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1500 - $2680 per property per week

  5. Victorian Tilghman 3/4 bedroom
    Victorian Tilghman Island 3/4 Bedroom House — Property 258777

    Vacation House rental in Tilghman Island area
    • House
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • beach, river
    • balcony
    20% off
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1100 per property per week

  6. One level family vacation home with pool, dock, sheltered cove and lots of living spaces! — Property 7004789

    Vacation House rental in St. Michaels area
    • House
    • 4 bedrooms , sleeps 8
    • 3 bathrooms
    • dock boatslip
    • DVD
    Rates (shown in USD)
    $2448 - $5568 per house per week

  7. Blue Gates — Property 7004792

    Vacation House rental in Easton area
    • House
    • 5 bedrooms , sleeps 10
    • 4 bathrooms
    • dock boatslip
    • DVD
    Rates (shown in USD)
    $3712 - $4912 per house per week

  8. Expansive 5BR home with great wide water views, pool, beautifully decorated — Property 7004818

    Vacation House rental in St. Michaels area
    • House
    • 5 bedrooms , sleeps 10
    • 3 bathrooms
    • dock boatslip
    • DVD
    Rates (shown in USD)
    $2873 - $6462 per house per week

  9. Budget friendly home outside St. Michaels — Property 7007434

    Vacation House rental in St. Michaels area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • dock boatslip
    • DVD
    Rates (shown in USD)
    $1513 - $3385 per house per week

  10. Cottage with pool, hot tub and great water — Property 7018652

    Vacation House rental in St. Michaels area
    • House
    • 4 bedrooms , sleeps 8
    • 4 bathrooms
    • dock boatslip
    • DVD
    Rates (shown in USD)
    $1704 - $3576 per house per week

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