Cambridge Vacation Rentals

The historic and authentic Chesapeake town of Cambridge hugs the shores of the Choptank River. Rich in colonial heritage and maritime traditions, Cambridge is one of Maryland's oldest colonial cities and boasts classic historic buildings, a fishing pier, lighthouse, museums, and marinas.  Vacationers to this area will appreciate the ability to rent larger vacation homes to have one spot to enjoy multiple generations of family or friends.

Things to do in Cambridge

Cambridge is known as "The Heart of the Chesapeake". Visitors will find the area is as equally rich in history and traditions, as it is a vibrant up and coming area celebrating contemporary artisans and cuisine.

The Blackwater National Refuge is a must see -- with over 25,000 acres of tidal marshland and home to the largest breeding population of bald eagles.  Nature lovers will also enjoy observing the endangered Delmarva fox squirrels, and numerous other native birds and animals in their natural habitat.  The Refuge also features a four-mile Wildlife Drive, walking trails and water trails for visitors to enjoy.  

Historic attractions are many in Cambridge, and a good place to start is simply by strolling historic High Street downtown, where James Michener gathered his research for his novel "Chesapeake" and is said to have called High Street "one of the most beautiful streets in America".  The Choptank River Lighthouse replica includes a small museum and is open to visitors to learn more about lighthouses and their importance to maritime history.  The Harriet Tubman Museum & Educational Center tells the story of Harriet Tubman and the Underground Railroad and is one of the stops on the "Finding and Way to Freedom" self-guided driving tour.  

There are a variety of eclectic restaurants to sample--from wood-fired pizzas and wine bars to more authentic crab and seafood houses and upscale dining.  Some of our favorites include Bistro Poplar, The High Spot Gastro Pub, Rock Lobstah, The Wine Bar, and Stoked.  For fresh seafood, check out Jimmie and Sook's, Snapper's and Blue Point Provision.  Any mention of dining in Cambridge would not be complete without a mention of Bay Country Bakery, which has the best donuts around, as well as other fantastic bakery items and is the local go-to for birthday cakes.  If you are celebrating an occasion while staying, call ahead and order a cake!  If you want to venture a bit out of Cambridge, visit Old Salty's for crab cakes in Hooper's Island or Millie's Roadside Bar & Grille in Vienna for breakfast.  Layton's Chance Vineyard & Winery, also in Vienna, offers daily tours of the winemaking operation and hosts a variety of events that are fun for the whole family.  A fun afternoon destination!

With 1,700 miles of shoreline, you have plenty of opportunities to enjoy the water.  Most of our vacation rental properties in Cambridge are waterfront with private piers, and guests can rent boats, kayaks, and paddleboards to use at their homes during their stay.  You may also want to book a cruise aboard the Nathan of Dorchester, an authentic skipjack that offers those aboard the opportunity to dredge for oysters and listen to stories about the life of a waterman.  There are a variety of paddlers offering guided tours in the area as well.

Active vacationers will also find plenty of chances to challenge themselves with the numerous cycling trails or several endurance events held annually, including two Ironman events.  Unique to Cambridge is also their "farm adventures" which feature everything from chickens to oysters to wine!

Eastern Shore Vacation Rentals is proud to offer a variety of vacation rentals in Cambridge.  Feel free to browse our selection or contact us for more information about vacationing in Cambridge.