Family Reunions Are Perfect at Cambridge Vacation Rentals

It is time to bring the whole family to Maryland's Cambridge house rentals. There are several Cambridge Chesapeake rentals that have room for up to 22 people. Each family could have their own private master bedroom with all the amenities. Large fully equipped kitchens so that everyone can be involved in the preparation of meals will bring lasting memories of this summer spent in Cambridge rental homes. You will be pleased to know that there are accommodations that are perfect for a family of four.

Enjoy the Water near Cambridge Vacation Rentals


There are waterfront Cambridge vacation rentals so that your party can spend their days swimming or kayaking. However, if you want to visit historic Cambridge, Maryland, you can be just steps away from it. Dynamic views are part of Cambridge rental homes, whether you are looking at the Eastern Shore or your intimate backyard garden. If you like, you can leave your car parked the entire time and walk to activities from Cambridge Chesapeake rentals.

Cambridge Chesapeake Rentals Offer Serenity


You will not find the quiet elegance of a private home when you stay in a hotel. Although you may have marble bathrooms and plush bedding, there is nothing to compare to the luxurious sofas and chairs in Cambridge rental homes. Instead of being cramped in crowded quarters, come relax and spread out in Cambridge Chesapeake rentals.

Dine on Crab at Cambridge Rental Homes


You will be able to prepare home-cooked meals while dining on an outdoor patio. If you decide you want to eat out, there will be many restaurants in the area to choose from. Backyard gardens with creative landscaping offer a wonderful respite from busy days of sightseeing when you stay in Cambridge rental homes. Victorian splendor is evident in the homes for rent in Cambridge, with wrap-around porches sporting rocking chairs or a porch swing, making for a romantic evening under the stars. The Choptank River is nearby with a marina that provides for all your aquatic needs. A vacation in Maryland would not be complete without a crab dinner, so indulge in this feast at your rental home or at one of the fine restaurants in the area.

Find more lodging options for a vacation in Maryland by checking out Annapolis vacation rentals, Chesapeake Bay accommodations, Ocean City beach rentals, or vacation homes in St. Michaels.

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Cambridge: Houses, Cottages & More(36)

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Renovated Waterfront Farm House on 25 Acres with Pool
    4 Bedrooms,
  • 3 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 10
$742 - $868
per night

Renovated Waterfront Farm House on 25 Acres with Pool

2 - 7 night Minimum Stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
  1. Chesapeake Bay >
  2. Cambridge House
#367564vb
    (11)
    Three level family home restored 1920s Colonial on 25 acres, dock, pool
      5 Bedrooms,
    • 4 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 13
    $742 - $912
    per night

    Three level family home restored 1920s Colonial on 25 acres, dock, pool

    2 - 7 night Minimum Stay
    • 5 BR,
    • 4 BA,
    • 1 HF BA,
    • Sleeps 13
    1. Chesapeake Bay >
    2. Cambridge House
    #390372vb
      (10)
      Sprawling Multi-Family Home with all the best amenities--pool, hot tub, dock, kayaks and more!
        6 Bedrooms,
      • 6 Half Baths
        • , Sleeps 23

      Sprawling Multi-Family Home with all the best amenities--pool, hot tub, dock, kayaks and more!

      • 6 BR,
      • 6 HF BA,
      • Sleeps 23
      1. Chesapeake Bay >
      2. Cambridge House
      #922769
        (39)
        Year Round Waterfront Home w/Dock & Pool Sleeps 18
          4 Bedrooms,
        • 3 Bathrooms, 
        • 1 Half Bath
          • , Sleeps 18

        Year Round Waterfront Home w/Dock & Pool Sleeps 18

        • 4 BR,
        • 3 BA,
        • 1 HF BA,
        • Sleeps 18
        1. Chesapeake Bay >
        2. Cambridge House
        #429253vb
          (7)
          Year Round Waterfront Estate / Family Reunions - Sleeps 26
            7 Bedrooms,
          • 6 Bathrooms, 
          • 1 Half Bath
            • , Sleeps 26

          Year Round Waterfront Estate / Family Reunions - Sleeps 26

          • 7 BR,
          • 6 BA,
          • 1 HF BA,
          • Sleeps 26
          1. Chesapeake Bay >
          2. Cambridge Estate
          #409548vb
            (4)
            3 Free Kayaks To Explore the Bay Included
              4 Bedrooms,
            • 3 Bathrooms
              • , Sleeps 8
            $483 - $562
            per night

            3 Free Kayaks To Explore the Bay Included

            2 - 7 night Minimum Stay
            • 4 BR,
            • 3 BA,
            • Sleeps 8
            1. Chesapeake Bay >
            2. Cambridge Cottage
            #348378
              (6)
              Fishing Cove Private Waterfront Retreat with Pool and Pier
                8 Bedrooms,
              • 6 Bathrooms
                • , Sleeps 22

              Fishing Cove Private Waterfront Retreat with Pool and Pier

              • 8 BR,
              • 6 BA,
              • Sleeps 22
              1. Chesapeake Bay >
              2. Cambridge House
              #178586
                (17)
                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)
                  Renovated Historic Waterfront Home with Pool, Dock, 200 acres
                    7 Bedrooms,
                  • 3 Bathrooms, 
                  • 1 Half Bath
                    • , Sleeps 18
                  $600
                  per night

                  Renovated Historic Waterfront Home with Pool, Dock, 200 acres

                  3 - 7 night Minimum Stay
                  • 7 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 18
                  1. Chesapeake Bay >
                  2. Cambridge House
                  #3477457
                    Bayberry Cove Private 11 Acre Chesapeake Waterfront 5 Bedroom w/Pool & Hot Tub
                      5 Bedrooms,
                    • 4 Bathrooms
                      • , Sleeps 15
                    $450 - $625
                    per night

                    Bayberry Cove Private 11 Acre Chesapeake Waterfront 5 Bedroom w/Pool & Hot Tub

                    Book it Now!
                    2 - 7 night Minimum Stay
                    • 5 BR,
                    • 4 BA,
                    • Sleeps 15
                    1. Chesapeake Bay >
                    2. Cambridge House
                    #178960
                      (23)
                      Cozy waterfront cottage with hot tub, large screened porch and scenic views
                        3 Bedrooms,
                      • 1 Bathroom
                        • , Sleeps 5
                      $190 - $250
                      per night

                      Cozy waterfront cottage with hot tub, large screened porch and scenic views

                      5 night Minimum Stay
                      • 3 BR,
                      • 1 BA,
                      • Sleeps 5
                      1. Chesapeake Bay >
                      2. Cambridge Cottage
                      #277276
                        (22)
                        Almost new, private waterfront - dock, beach, private pool & more
                          6 Bedrooms,
                        • 5 Bathrooms
                          • , Sleeps 16
                        $429 - $549
                        per night

                        Almost new, private waterfront - dock, beach, private pool & more

                        2 - 7 night Minimum Stay
                        • 6 BR,
                        • 5 BA,
                        • Sleeps 16
                        1. Chesapeake Bay >
                        2. Cambridge House
                        #141837
                          (14)
                          Welcome Home to Sunset Bay
                            5 Bedrooms,
                          • 3 Bathrooms, 
                          • 1 Half Bath
                            • , Sleeps 13
                          $600 - $700
                          per night

                          Welcome Home to Sunset Bay

                          3 night Minimum Stay
                          • 5 BR,
                          • 3 BA,
                          • 1 HF BA,
                          • Sleeps 13
                          1. Chesapeake Bay >
                          2. Cambridge House
                          #986168
                            1 Review
                            Serenity Acres - Waterfront, 23 Private Acres, Dock W/Slips & Pool
                              4 Bedrooms,
                            • 3 Bathrooms, 
                            • 1 Half Bath
                              • , Sleeps 17
                            $600
                            per night

                            Serenity Acres - Waterfront, 23 Private Acres, Dock W/Slips & Pool

                            3 night Minimum Stay
                            • 4 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 17
                            1. Chesapeake Bay >
                            2. Cambridge House
                            #174396
                              (10)
                              BAYVIEW HOME FISHING NOW ROCKFISH, SCENIC,PEACEFUL,CRABS, FUN!
                                4 Bedrooms,
                              • 1 Bathroom, 
                              • 1 Half Bath
                                • , Sleeps 12

                              BAYVIEW HOME FISHING NOW ROCKFISH, SCENIC,PEACEFUL,CRABS, FUN!

                              • 4 BR,
                              • 1 BA,
                              • 1 HF BA,
                              • Sleeps 12
                              1. Chesapeake Bay >
                              2. Cambridge House
                              #292717vb
                                (6)
                                Chesapeake Bay Nature-Oriented Recreation & Repose
                                  3 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 6

                                Chesapeake Bay Nature-Oriented Recreation & Repose

                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                1. Chesapeake Bay >
                                2. Cambridge House
                                #243882
                                  (6)
                                  Luxury Waterfront Condo on Chesapeake Hyatt Property
                                    2 Bedrooms,
                                  • 2 Bathrooms
                                    • , Sleeps 6

                                  Luxury Waterfront Condo on Chesapeake Hyatt Property

                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                  1. Chesapeake Bay >
                                  2. Cambridge Condo
                                  #987799
                                    (9)
                                    Heron's View Vacation Rental in the Heart of Chesapeake Country!
                                      3 Bedrooms,
                                    • 2 Bathrooms
                                      • , Sleeps 6

                                    Heron's View Vacation Rental in the Heart of Chesapeake Country!

                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                    1. Chesapeake Bay >
                                    2. Cambridge House
                                    #229201
                                      (3)
                                      18 More choices from HomeAway International Websites
                                      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)
                                        Belle Aire Landing--Waterfront Cottage
                                          3 Bedrooms,
                                        • 1 Bathroom
                                          • , Sleeps 6
                                        $230 - $250
                                        per night

                                        Belle Aire Landing--Waterfront Cottage

                                        Book it Now!
                                        2 - 3 night Minimum Stay
                                        • 3 BR,
                                        • 1 BA,
                                        • Sleeps 6
                                        1. Chesapeake Bay >
                                        2. Cambridge House
                                        #429964vb
                                          2 Reviews
                                          Palatial Bungalow, Family and Pet-Friendly, Waterfront with Pier
                                            3 Bedrooms, Sleeps 7
                                          $200
                                          per night

                                          Palatial Bungalow, Family and Pet-Friendly, Waterfront with Pier

                                          2 night Minimum Stay
                                          • 3 BR,
                                          • Sleeps 7
                                          1. Chesapeake Bay >
                                          2. Cambridge Bungalow
                                          #450640vb
                                            Peaceful Water Front Home on Jenkins Creek
                                              3 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 7

                                            Peaceful Water Front Home on Jenkins Creek

                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 7
                                            1. Chesapeake Bay >
                                            2. Cambridge House
                                            #334418vb
                                              (27)
                                              Waterfront Country Estate Featured in Chesapeake Life Magazine
                                                10 Bedrooms,
                                              • 1 Half Bath
                                                • , Sleeps 26
                                              $5,005 - $7,000
                                              per week

                                              Waterfront Country Estate Featured in Chesapeake Life Magazine

                                              7 night Minimum Stay
                                              • 10 BR,
                                              • 1 HF BA,
                                              • Sleeps 26
                                              1. Chesapeake Bay >
                                              2. Cambridge Estate
                                              #13516vb
                                                (3)
                                                Cottage and or House on estate in Cambridge, MD
                                                  1 Bedrooms,
                                                • 1 Bathroom, 
                                                • 1 Half Bath
                                                  • , Sleeps 4

                                                Cottage and or House on estate in Cambridge, MD

                                                • 1 BR,
                                                • 1 BA,
                                                • 1 HF BA,
                                                • Sleeps 4
                                                1. Chesapeake Bay >
                                                2. Cambridge Cottage
                                                #429271vb
                                                  (7)
                                                  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)
                                                    $1,000 Off Full Week $3,900 Rental in May and June!
                                                      6 Bedrooms,
                                                    • 5 Bathrooms, 
                                                    • 1 Half Bath
                                                      • , Sleeps 14
                                                    $800 - $900
                                                    per night

                                                    $1,000 Off Full Week $3,900 Rental in May and June!

                                                    2 night Minimum Stay
                                                    • 6 BR,
                                                    • 5 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 14
                                                    1. Chesapeake Bay >
                                                    2. Cambridge House
                                                    #452636vb
                                                      Eastern Shore Cambridge Secluded Waterfront Home with Pool
                                                        4 Bedrooms,
                                                      • 2 Bathrooms, 
                                                      • 2 Half Baths
                                                        • , Sleeps 8
                                                      $575
                                                      per night

                                                      Eastern Shore Cambridge Secluded Waterfront Home with Pool

                                                      4 night Minimum Stay
                                                      • 4 BR,
                                                      • 2 BA,
                                                      • 2 HF BA,
                                                      • Sleeps 8
                                                      1. Chesapeake Bay >
                                                      2. Cambridge House
                                                      #403317vb
                                                        1 Review
                                                        Historic District 1910 Colonial with Wrap-Around Porch
                                                          5 Bedrooms,
                                                        • 3 Bathrooms, 
                                                        • 1 Half Bath
                                                          • , Sleeps 11

                                                        Historic District 1910 Colonial with Wrap-Around Porch

                                                        • 5 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 11
                                                        1. Chesapeake Bay >
                                                        2. Cambridge House
                                                        #414495vb
                                                          (8)
                                                          Waterfront Retreat with Deepwater Dock
                                                            4 Bedrooms,
                                                          • 2 Bathrooms
                                                            • , Sleeps 10

                                                          Waterfront Retreat with Deepwater Dock

                                                          • 4 BR,
                                                          • 2 BA,
                                                          • Sleeps 10
                                                          1. Chesapeake Bay >
                                                          2. Cambridge House
                                                          #368136vb
                                                            (8)
                                                            Sunset Bay, Sleeps 16, Breathtaking Sunsets, Enjoy the Sho
                                                              5 Bedrooms, Sleeps 16

                                                            Sunset Bay, Sleeps 16, Breathtaking Sunsets, Enjoy the Sho

                                                            • 5 BR,
                                                            • Sleeps 16
                                                            1. Chesapeake Bay >
                                                            2. Cambridge House
                                                            #398711vb
                                                              • 1 - 30 of 36
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