Chances Are, You'll Love Chatham Rentals

For your upcoming vacation on Cape Cod, head out to Chatham, Massachusetts, an old fishing and whaling community that has retained much of its late colonial flavor. From rustic beach rentals to Chatham cottages, you’ll have a better time in a vacation home than in a single overpriced hotel room. Whether you’re looking to bring the family for a weekend getaway,or just want to get out of town for the summer, this seaside town has much to offer, both indoors and out.

Consider a Chatham beach house near the ocean and spend the afternoons relaxing on the sand with your favorite novel. Don’t worry if sunbathing isn’t your thing. You won’t run out of things to do in Chatham. In fact, you’ll feel as though you’ve stepped back into time when you stroll down Main Street and view its preserved 18th century architecture. Browse through the family-owned shops, including an old fashioned candy store known for its homemade fudge. Buy tickets to a road show at the well- known Monomoy Theatre, or during the summer, catch a free concert at the Gazebo.

If you feel like exploring other parts of Cape Cod, consider taking the ferry to the Monomoy National Wildlife Refuge, home to several species of migratory birds. Or spend a day browsing through the Railroad Museum and learn more than you could from one of those coffee table books that are just for display. Cook meals in the custom kitchen of your home rental and save money to spend on local attractions, like the several art galleries and village shops that populate downtown. No matter what floats your boat, you’ll leave Chatham MA feeling rejuvenated, so begin planning your summer vacation today!
While you're here, check out our guide to Cape Cod vacation rentals on on the ocean.

There are additional vacation properties that the Cape Cod peninsula has to offer. To increase your search selection of Cape Cod vacation rentals consider checking out following rental options: Dennis MA vacation rentals, Bourne area vacation homes, Chatham homes, Eastham beach rentals, lodging in Falmouth MA, Harwich rentals, beach cottages in Orleans MA, Provincetown lodging, vacation lodging in Truro MA, or vacation beach rentals in Yarmouth.

Use filters to narrow your search results!

Chatham: Houses, Cottages & More(598)

598 Results
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
#422916vb
    (14)
    Book it Now!
    3 - 7 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 10
    #3671604
      (5)
      Book it Now!
      3 - 7 night minimum stay
      • 7 BR,
      • 4 BA,
      • Sleeps 11
      #311829vb
        (8)
        3 - 7 night minimum stay
        • 4 BR,
        • 3 BA,
        • Sleeps 8
        #106009
          (11)
          2 - 7 night minimum stay
          • 3 BR,
          • 2 BA,
          • Sleeps 8
          #190027
            (7)
            3 - 7 night minimum stay
            • 3 BR,
            • 2 BA,
            • 1 HF BA,
            • Sleeps 7
            #156662
              (5)
              2 - 7 night minimum stay
              • 4 BR,
              • 2 BA,
              • 1 HF BA,
              • Sleeps 8
              #376089vb
                (9)
                2 - 7 night minimum stay
                • 4 BR,
                • 3 BA,
                • Sleeps 12
                #3611749
                  (3)
                  2 - 9 night minimum stay
                  • 3 BR,
                  • Sleeps 9
                  #354414vb
                    (18)
                    2 - 7 night minimum stay
                    • 5 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 10
                    #337824
                      (21)
                      3 - 7 night minimum stay
                      • 5 BR,
                      • 4 BA,
                      • 1 HF BA,
                      • Sleeps 10
                      #961635
                        (8)
                        $4,495 - $8,995
                        per week
                        7 night minimum stay
                        • 5 BR,
                        • 4 BA,
                        • 1 HF BA,
                        • Sleeps 12
                        #130947
                          (11)
                          $200 - $264
                          per night
                          3 - 7 night minimum stay
                          • 2 BR,
                          • 1 BA,
                          • Sleeps 6
                          #3490487
                            2 Reviews
                            6 night minimum stay
                            • 4 BR,
                            • Sleeps 10
                            #352272
                              (3)
                              7 night minimum stay
                              • 3 BR,
                              • 3 BA,
                              • Sleeps 7
                              #296473vb
                                7 night minimum stay
                                • 4 BR,
                                • 4 BA,
                                • Sleeps 10
                                #375389
                                  (6)
                                  3 - 7 night minimum stay
                                  • 5 BR,
                                  • 4 BA,
                                  • Sleeps 16
                                  #105239
                                    (52)
                                    7 night minimum stay
                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 8
                                    #292468
                                      7 night minimum stay
                                      • 4 BR,
                                      • 3 BA,
                                      • 1 HF BA,
                                      • Sleeps 12
                                      #3750564
                                        7 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                        #145073
                                          (14)
                                          3 - 4 night minimum stay
                                          • 4 BR,
                                          • 3 BA,
                                          • Sleeps 8
                                          #387093
                                            (6)
                                            7 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 11
                                            #318533
                                              (18)
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 4
                                              #362691vb
                                                (16)
                                                $171 - $225
                                                per night
                                                4 - 7 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 7
                                                #187500
                                                  (11)
                                                  1 - 7 night minimum stay
                                                  • 3 BR,
                                                  • 1 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 6
                                                  #111928
                                                    (4)
                                                    2 - 7 night minimum stay
                                                    • 4 BR,
                                                    • 2 BA,
                                                    • Sleeps 10
                                                    #3540511
                                                      (4)
                                                      7 night minimum stay
                                                      • 4 BR,
                                                      • 3 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 8
                                                      #123592
                                                        (13)
                                                        3 - 7 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 8
                                                        #123545
                                                          2 Reviews
                                                          7 night minimum stay
                                                          • 4 BR,
                                                          • 2 BA,
                                                          • Sleeps 8
                                                          #225940
                                                            2 Reviews
                                                            5 - 7 night minimum stay
                                                            • 6 BR,
                                                            • 6 BA,
                                                            • Sleeps 12
                                                            #364760
                                                              Advertisement