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Chesapeake Bay Cottage Rentals with Cable Tv(40)

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Breezy Point Waterfront Cottage-Pool-Dock-Recreation Pavilion
    4 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 6
$340 - $600
per night

Breezy Point Waterfront Cottage-Pool-Dock-Recreation Pavilion

2 night Minimum Stay
  • 4 BR,
  • 3 BA,
  • Sleeps 6
  1. Chesapeake Bay >
  2. St. Michaels Cottage
#254824
    Waterfront Tilghman Island Cottage
      2 Bedrooms,
    • 1 Bathroom
      • , Sleeps 6
    $75 - $175
    per night

    Waterfront Tilghman Island Cottage

    Book it Now!
    2 night Minimum Stay
    • 2 BR,
    • 1 BA,
    • Sleeps 6
    1. Chesapeake Bay >
    2. Tilghman Island Cottage
    #244823vb
      2 Reviews
      Tilghman Island Cottage for Six
        3 Bedrooms,
      • 2 Bathrooms
        • , Sleeps 6
      $850
      per week

      Tilghman Island Cottage for Six

      7 night Minimum Stay
      • 3 BR,
      • 2 BA,
      • Sleeps 6
      1. Chesapeake Bay >
      2. Tilghman Island Cottage
      #383239
        (19)
        Sea Glass Cottage on the Bay - St Michaels MD Area
          3 Bedrooms,
        • 1 Bathroom, 
        • 1 Half Bath
          • , Sleeps 6
        $300 - $400
        per night

        Sea Glass Cottage on the Bay - St Michaels MD Area

        2 night Minimum Stay
        • 3 BR,
        • 1 BA,
        • 1 HF BA,
        • Sleeps 6
        1. Chesapeake Bay >
        2. St. Michaels Cottage
        #3014081
          (4)
          Luxury Waterfront in Cambridge with Pool, Hot Tub, Dock!
            3 Bedrooms, Sleeps 8
          $379 - $459
          per night

          Luxury Waterfront in Cambridge with Pool, Hot Tub, Dock!

          3 night Minimum Stay
          • 3 BR,
          • Sleeps 8
          1. Chesapeake Bay >
          2. Cambridge Cottage
          #277043
            (11)
            Waterfront Country Cottage Close To St Michaels
              3 Bedrooms,
            • 3 Bathrooms
              • , Sleeps 6
            $280 - $495
            per night

            Waterfront Country Cottage Close To St Michaels

            2 night Minimum Stay
            • 3 BR,
            • 3 BA,
            • Sleeps 6
            1. Chesapeake Bay >
            2. St. Michaels Cottage
            #185818
              (10)
              Vintage Waterfront Cottage with Fishing Pier on the Chesapeake Bay.
                2 Bedrooms,
              • 1 Bathroom
                • , Sleeps 5

              Vintage Waterfront Cottage with Fishing Pier on the Chesapeake Bay.

              • 2 BR,
              • 1 BA,
              • Sleeps 5
              1. Chesapeake Bay >
              2. Deal Island Cottage
              #385730
                (11)
                Renovated cottage with Chesapeake Bay sandy beach direct access
                  1 Bedrooms,
                • 1 Bathroom
                  • , Sleeps 3
                $90 - $150
                per night

                Renovated cottage with Chesapeake Bay sandy beach direct access

                Book it Now!
                2 night Minimum Stay
                • 1 BR,
                • 1 BA,
                • Sleeps 3
                1. Chesapeake Bay >
                2. Point Lookout Cottage
                #908053
                  (10)
                  Chester River Water Front Retreat - Sunrise and Sunset Views
                    3 Bedrooms, Sleeps 8
                  $300 - $350
                  per night

                  Chester River Water Front Retreat - Sunrise and Sunset Views

                  2 night Minimum Stay
                  • 3 BR,
                  • Sleeps 8
                  1. Chesapeake Bay >
                  2. Chestertown Cottage
                  #907492
                    (11)
                    Harbor Cottage at the Chesapeake Bay Vacation Rental
                      2 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 6
                    $185 - $260
                    per night

                    Harbor Cottage at the Chesapeake Bay Vacation Rental

                    3 night Minimum Stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 6
                    1. Chesapeake Bay >
                    2. St. Leonard Cottage
                    #122453
                      (17)
                      St. Michael's premier in town summer vacation cottage!
                        2 Bedrooms,
                      • 2 Bathrooms
                        • , Sleeps 4

                      St. Michael's premier in town summer vacation cottage!

                      • 2 BR,
                      • 2 BA,
                      • Sleeps 4
                      1. Chesapeake Bay >
                      2. St. Michaels Cottage
                      #287681
                        (27)
                        HERON'S REST GUEST COTTAGE - Your Paradise on the Bay!!
                          1 Bedrooms,
                        • 1 Bathroom
                          • , Sleeps 4
                        $433
                        per night

                        HERON'S REST GUEST COTTAGE - Your Paradise on the Bay!!

                        2 night Minimum Stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                        1. Chesapeake Bay >
                        2. North Beach Cottage
                        #285640
                          (14)
                          The True 'Bay Life'
                            3 Bedrooms,
                          • 1 Bathroom
                            • , Sleeps 6
                          $175 - $225
                          per night

                          The True 'Bay Life'

                          2 night Minimum Stay
                          • 3 BR,
                          • 1 BA,
                          • Sleeps 6
                          1. Chesapeake Bay >
                          2. Deale Cottage
                          #3010364
                            2 Reviews
                            Waterfront Chesapeake Bay Retreat.
                              3 Bedrooms,
                            • 1 Bathroom
                              • , Sleeps 6

                            Waterfront Chesapeake Bay Retreat.

                            • 3 BR,
                            • 1 BA,
                            • Sleeps 6
                            1. Chesapeake Bay >
                            2. Tyaskin Cottage
                            #371260
                              (11)
                              Chesapeake Bay fossil hunting from your own front yard! 50 min. D.C
                                3 Bedrooms,
                              • 1 Bathroom
                                • , Sleeps 6

                              Chesapeake Bay fossil hunting from your own front yard! 50 min. D.C

                              • 3 BR,
                              • 1 BA,
                              • Sleeps 6
                              1. Chesapeake Bay >
                              2. St. Leonard Cottage
                              #138139
                                (4)
                                25 More choices from HomeAway International Websites
                                Ber Na Mara: Chesapeake Beach House with Panoramic Bay Views.
                                  3 Bedrooms, Sleeps 8
                                $200 - $325
                                per night

                                Ber Na Mara: Chesapeake Beach House with Panoramic Bay Views.

                                Book it Now!
                                2 - 7 night Minimum Stay
                                • 3 BR,
                                • Sleeps 8
                                1. Chesapeake Bay >
                                2. Point Lookout Cottage
                                #437322vb
                                  (7)
                                  Cottage with Art Studio, Near Beach, Dog-Friendly
                                    1 Bedrooms,
                                  • 1 Bathroom
                                    • , Sleeps 5
                                  $125 - $195
                                  per night

                                  Cottage with Art Studio, Near Beach, Dog-Friendly

                                  Book it Now!
                                  2 night Minimum Stay
                                  • 1 BR,
                                  • 1 BA,
                                  • Sleeps 5
                                  1. Chesapeake Bay >
                                  2. North Beach Cottage
                                  #371261vb
                                    (4)
                                    Waterfront Carriage House - Estate Setting - Couple's Delight
                                      1 Bedrooms, Sleeps 2
                                    $125 - $225
                                    per night

                                    Waterfront Carriage House - Estate Setting - Couple's Delight

                                    2 night Minimum Stay
                                    • 1 BR,
                                    • Sleeps 2
                                    1. Chesapeake Bay >
                                    2. Cambridge Cottage
                                    #61400vb
                                      (16)
                                      WATERFRONT 3 BR cute country cottage.deep water,dock, 2 mi from town
                                        3 Bedrooms,
                                      • 1 Bathroom
                                        • , Sleeps 6
                                      $200 - $250
                                      per night

                                      WATERFRONT 3 BR cute country cottage.deep water,dock, 2 mi from town

                                      2 night Minimum Stay
                                      • 3 BR,
                                      • 1 BA,
                                      • Sleeps 6
                                      1. Chesapeake Bay >
                                      2. Chestertown Cottage
                                      #418738vb
                                        (7)
                                        Classic Chesapeake Bay Cottage: Gorgeous views + beach
                                          1 Bedrooms,
                                        • 1 Bathroom
                                          • , Sleeps 3
                                        $110 - $120
                                        per night

                                        Classic Chesapeake Bay Cottage: Gorgeous views + beach

                                        Book it Now!
                                        2 night Minimum Stay
                                        • 1 BR,
                                        • 1 BA,
                                        • Sleeps 3
                                        1. Chesapeake Bay >
                                        2. Point Lookout Cottage
                                        #470232vb
                                          Quiet Beautiful Cottage. 2+ Br, 2 Full Bath On Bohemia River
                                            2 Bedrooms,
                                          • 2 Bathrooms
                                            • , Sleeps 6
                                          $200 - $275
                                          per night

                                          Quiet Beautiful Cottage. 2+ Br, 2 Full Bath On Bohemia River

                                          2 night Minimum Stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                          1. Chesapeake Bay >
                                          2. North East Cottage
                                          #403229vb
                                            1 Review
                                            Awesome Sunrises on the Chesapeake Bay!
                                              1 Bedrooms, Sleeps 4
                                            $125
                                            per night

                                            Awesome Sunrises on the Chesapeake Bay!

                                            2 night Minimum Stay
                                            • 1 BR,
                                            • Sleeps 4
                                            1. Chesapeake Bay >
                                            2. Deale Cottage
                                            #364413vb
                                              (8)
                                              Cove Point Lighthouse - Both sides of the Keeper's Cottage Duplex
                                                6 Bedrooms,
                                              • 4 Bathrooms, 
                                              • 2 Half Baths
                                                • , Sleeps 16
                                              $350 - $575
                                              per night

                                              Cove Point Lighthouse - Both sides of the Keeper's Cottage Duplex

                                              3 night Minimum Stay
                                              • 6 BR,
                                              • 4 BA,
                                              • 2 HF BA,
                                              • Sleeps 16
                                              1. Chesapeake Bay >
                                              2. Solomons Island Cottage
                                              #436958vb
                                                2 Reviews
                                                Cove Point Lighthouse - One side of the Keeper's Cottage Duplex
                                                  3 Bedrooms,
                                                • 2 Bathrooms, 
                                                • 1 Half Bath
                                                  • , Sleeps 8
                                                $184 - $400
                                                per night

                                                Cove Point Lighthouse - One side of the Keeper's Cottage Duplex

                                                3 night Minimum Stay
                                                • 3 BR,
                                                • 2 BA,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                1. Chesapeake Bay >
                                                2. Solomons Island Cottage
                                                #469385vb
                                                  Best St. Michaels Cottage in Best Location Walk to Everything
                                                    2 Bedrooms, Sleeps 5

                                                  Best St. Michaels Cottage in Best Location Walk to Everything

                                                  • 2 BR,
                                                  • Sleeps 5
                                                  1. Chesapeake Bay >
                                                  2. St. Michaels Cottage
                                                  #229963vb
                                                    (12)
                                                    6.5 Acre Waterfront Family Retreat with Pool and Sandy Beach!
                                                      3 Bedrooms,
                                                    • 2 Bathrooms
                                                      • , Sleeps 9

                                                    6.5 Acre Waterfront Family Retreat with Pool and Sandy Beach!

                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 9
                                                    1. Chesapeake Bay >
                                                    2. Cambridge Cottage
                                                    #411385vb
                                                      (5)
                                                      Elegant Ralph Lauren Waterfront Cottage Nr St Michaels
                                                        3 Bedrooms,
                                                      • 2 Bathrooms
                                                        • , Sleeps 6

                                                      Elegant Ralph Lauren Waterfront Cottage Nr St Michaels

                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                      1. Chesapeake Bay >
                                                      2. St. Michaels Cottage
                                                      #410268vb
                                                        (4)
                                                        Location, Location, Location!--Beautiful St. Michaels Cottage
                                                          2 Bedrooms, Sleeps 5

                                                        Location, Location, Location!--Beautiful St. Michaels Cottage

                                                        • 2 BR,
                                                        • Sleeps 5
                                                        1. Chesapeake Bay >
                                                        2. St. Michaels Cottage
                                                        #359766vb
                                                          (8)
                                                          Skipjack Cottage - on the Chesapeake Bay...Come Relax
                                                            2 Bedrooms, Sleeps 6
                                                          $175
                                                          per night

                                                          Skipjack Cottage - on the Chesapeake Bay...Come Relax

                                                          2 night Minimum Stay
                                                          • 2 BR,
                                                          • Sleeps 6
                                                          1. Chesapeake Bay >
                                                          2. North Beach Cottage
                                                          #368160vb
                                                            (3)
                                                            Magnificent Waterfront Cottage on 5 Acres with Private Beach and Dock
                                                              3 Bedrooms,
                                                            • 2 Bathrooms
                                                              • , Sleeps 6

                                                            Magnificent Waterfront Cottage on 5 Acres with Private Beach and Dock

                                                            • 3 BR,
                                                            • 2 BA,
                                                            • Sleeps 6
                                                            1. Chesapeake Bay >
                                                            2. Kent Island Cottage
                                                            #409507vb
                                                              (8)
                                                              • 1 - 30 of 40
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