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Featured Cottages in Chesapeake Bay

Closeout Rates 15% off Each Night. Location/metro/parking! Get Rates
Closeout Rates 15% off Each Night. Location/metro/parking!

Closeout Rates 15% off Each Night. Location/metro/parking!

Alexandria, VA
     
    0.0 out of 5.0 Stars

    A garden is available at this cottage.

    Charming And Historic Stone Cottage In Ellicott City $150
    Charming And Historic Stone Cottage In Ellicott City

    Charming And Historic Stone Cottage In Ellicott City

    Ellicott City, MD
       
      0.0 out of 5.0 Stars

      A garden is available at this cottage.

      'newer Cottage Incredibly and Comfortably Furnished.' Get Rates
      'newer Cottage Incredibly and Comfortably Furnished.'

      'newer Cottage Incredibly and Comfortably Furnished.'

      Annapolis, MD
         
        0.0 out of 5.0 Stars

        Located in Oyster Harbor, this historic cottage is within 6 mi (10 km) of Maryland Quiet Waters Park, William Paca House, and Maryland State House. U.S. Naval Academy and Spa Creek are also within 6 mi (10 km).

        Historic Williamsburg's Only Downtown Lodging $325
        Historic Williamsburg's Only Downtown Lodging

        Historic Williamsburg's Only Downtown Lodging

        Williamsburg, VA
           
          0.0 out of 5.0 Stars

          This cottage features concierge services.

          Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels Get Rates
          Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

          Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

          St. Michaels, MD
             
            0.0 out of 5.0 Stars

            A garden is available at this cottage.

            Charming Centennial Carriage House Get Rates
            Charming Centennial Carriage House

            Charming Centennial Carriage House

            Washington, DC
               
              0.0 out of 5.0 Stars

              A garden is available at this cottage.

              Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6 Get Rates
              Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6

              Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6

              Williamsburg, VA
                 
                0.0 out of 5.0 Stars

                A garden is available at this cottage.

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                Chesapeake Bay Cottages For Rent

                Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Chesapeake Bay that will make you feel like you’ve stepped inside your vacation dreams.

                The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

                These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Chesapeake Bay is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

                Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

                Top Trending Hotels in Chesapeake Bay

                See all 4,226 Properties in Chesapeake Bay
                Liaison Washington Capitol Hill $97
                Liaison Washington Capitol Hill

                Liaison Washington Capitol Hill

                415 New Jersey Ave Nw, Washington, DC
                   
                  4.0 out of 5.0 Stars

                  Located in Capitol Hill, this boutique hotel is within a 10-minute walk of Union Station Shopping Center and United States Capitol. Supreme Court of the United States and Capital One Arena are also within 15 minutes. Judiciary Square Station is 6 minutes by foot and Washington Union Station is 6 minutes.

                  Hamilton Hotel Washington DC $95
                  Hamilton Hotel Washington DC

                  Hamilton Hotel Washington DC

                  1001 14th St NW, Washington, DC
                     
                    4.0 out of 5.0 Stars

                    Located in Downtown Washington D.C., this historic hotel is within a 10-minute walk of Lafayette Square, White House, and CityCenterDC. Ford's Theater and Walter E. Washington Convention Center are also within 15 minutes. McPherson Sq. Station is only a 2-minute walk and Farragut West Station is 10 minutes.

                    Hyatt Regency Crystal City $71
                    Hyatt Regency Crystal City

                    Hyatt Regency Crystal City

                    2799 Richmond Hwy, Arlington, VA
                       
                      4.0 out of 5.0 Stars

                      This family-friendly Arlington hotel is located near the airport, within 2 mi (3 km) of Fashion Center at Pentagon City and Birchmere. Pentagon and Arlington National Cemetery are also within 3 mi (5 km). Crystal City Station is 13 minutes by foot and National Airport Station is 20 minutes.

                      The Wink Hotel $87
                      The Wink Hotel

                      The Wink Hotel

                      1143 New Hampshire Ave NW, Washington, DC
                         
                        4.0 out of 5.0 Stars

                        Located in Downtown Washington D.C., this hotel is within a 10-minute walk of George Washington University Hospital, George Washington University, and Dupont Circle. Kennedy Center and White House are also within 1 mi (2 km). Foggy Bottom Station is 7 minutes by foot and Dupont Circle Station is 9 minutes.

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                        *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.