A1Vacations is part of HomeAway.com, the world’s leading vacation rentals marketplace.
Search over 150,000 vacation rentals properties now!   Click here to see more Vacation Homes

Search for vacation rental homes in Chesapeake Bay

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
  8. 8
  9. 9
  10. 10
(1 - 10 of 102)

  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. Cedar Beach Lodge is a Modern Year-Round Retreat on the Chesapeake Bay — Property 168407

    Vacation Lodge rental in Solomons Island area
    • Lodge
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • beach, town
    • garden
    Fall Special 20% off rental rates
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1450 - $1650 per property per week

  4. '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)

  5. 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

  6. 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

  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. Nautical Cottage just outside St. Michaels, great getaway spot — Property 7007433

    Vacation Cottage rental in St. Michaels area
    • Cottage
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • dock boatslip
    • DVD
    Rates (shown in USD)
    $1551 - $2676 per cottage per week

  10. 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

Refine Your Search

You refined by:
Chesapeake Bay remove
(remove all)
Find by availability dates:

Regions

Bedrooms

Sleeps

Baths

Lodging Type

Amenities

Leisure Activities

Suitability

Other

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
  8. 8
  9. 9
  10. 10
(1 - 10 of 102)