Annapolis

Introducing our newest location and vacation rental selection in Annapolis, Maryland! Soak in all the charm that historic Annapolis has to offer for a weekend getaway or Naval Academy events. We are in the process of adding new Annapolis vacation home rentals in time for your Summer 2019 vacation, so please be sure to check back here often for the newest selection of vacation rentals.

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Starting at (USD)

$930.00

Ben Oaks Drive East
Severna Park, MD
  • 10 Guests
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Code: Ben Oaks Drive
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Starting at (USD)

$145.00

East Street Easy Walk
Annapolis, MD
  • 2 Guests
  • 1 Bedrooms
  • 1.5 Bathrooms
  • Code: East Street Easy Walk
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Starting at (USD)

$899.00

Fleet Street
Annapolis, MD
  • 6 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: Fleet Street
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Starting at (USD)

$600.00

McKendree Street Mainland
Annapolis, MD
  • 10 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: McKendree Street Mainland
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Starting at (USD)

$750.00

Nantucket on the Chesapeake
Annapolis, MD
  • 10 Guests
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Code: Nantucket on the Chesapeake
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