Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Narrow Results

Chatham: Houses, Cottages & More (1,721)

  • 1 - 30 of 1,721
    • 3 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 7
    8
    Request to Book View Details
    24 hrs Confirmation within 24 hours
      • 1 BR
      • 1 BA
      • Sleeps 4
      21
      Request to Book View Details
      24 hrs Confirmation within 24 hours
        $204
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 6
        13
        Request to Book View Details
        24 hrs Confirmation within 24 hours
          • 2 BR
          • 2 BA
          • Sleeps 8
          8
          Request to Book View Details
          24 hrs Confirmation within 24 hours
            • 4 BR
            • 3 BA
            • Sleeps 15
            Request to Book View Details
            24 hrs Confirmation within 24 hours
              • 3 BR
              • 2 BA
              • Sleeps 10
              23
              Request to Book View Details
              24 hrs Confirmation within 24 hours
                • 5 BR
                • 3 BA
                • Sleeps 12
                Request to Book View Details
                24 hrs Confirmation within 24 hours
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  16
                  Request to Book View Details
                  24 hrs Confirmation within 24 hours
                    • 5 BR
                    • 4 BA
                    • 1 HF BA
                    • Sleeps 10
                    12
                    Request to Book View Details
                    24 hrs Confirmation within 24 hours
                      • 3 BR
                      • 3 BA
                      • Sleeps 9
                      23
                      Request to Book View Details
                      24 hrs Confirmation within 24 hours
                        • 4 BR
                        • 3 BA
                        • Sleeps 8
                        4
                        Request to Book View Details
                        24 hrs Confirmation within 24 hours
                          • 4 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                          17
                          Request to Book View Details
                          24 hrs Confirmation within 24 hours
                            • 7 BR
                            • 4 BA
                            • Sleeps 12
                            11
                            Request to Book View Details
                            24 hrs Confirmation within 24 hours
                              • 5 BR
                              • 3 BA
                              • 2 HF BA
                              • Sleeps 10
                              11
                              Request to Book View Details
                              24 hrs Confirmation within 24 hours
                                • 5 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 10
                                25
                                Request to Book View Details
                                24 hrs Confirmation within 24 hours
                                  • 5 BR
                                  • 3 BA
                                  • 2 HF BA
                                  • Sleeps 14
                                  4
                                  Request to Book View Details
                                  24 hrs Confirmation within 24 hours
                                    • 5 BR
                                    • 4 BA
                                    • 2 HF BA
                                    • Sleeps 12
                                    7
                                    Request to Book View Details
                                    24 hrs Confirmation within 24 hours
                                      • 3 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      1 Review
                                      Request to Book View Details
                                      24 hrs Confirmation within 24 hours
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 10
                                        7
                                        Request to Book View Details
                                        24 hrs Confirmation within 24 hours
                                          • 4 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 10
                                          5
                                            • 4 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            26
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 6
                                              36
                                                • 4 BR
                                                • 4 BA
                                                • Sleeps 8
                                                6
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  Special Offer! New Listing for 2016 - Special May / June Promotions April 11 - June 1
                                                    • 9 BR
                                                    • 5 BA
                                                    • Sleeps 20
                                                    14
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      21
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        4
                                                          $924
                                                          avg/night
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          12
                                                            • 5 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            10
                                                              • 3 BR
                                                              • 1 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              10
                                                              • 1 - 30 of 1,721
                                                               

                                                              Recent Chatham Reviews

                                                              Great location.

                                                              5 of 5
                                                              Good for a family get away. Walkable to the beach and center of town. Perfect
                                                              • Submitted: Apr 27, 2016
                                                              • Stayed: Apr 2016

                                                              Perfect Vacation Home for Two or a Family

                                                              5 of 5
                                                              This is the nicest home my husband and I have ever rented: it is well-situated and within walking distance to town; it was immaculate and well-maintained, spacious (but also wonderful for a couple), beautifully landscaped, filled with amenities and well-stocked with supplies. Our stay was SO relaxing! The owner was a joy and easy to work with and was extremely organized and attentive throughout the process. We cannot recommend this house enough - just save us a week before it fills up!
                                                              • Submitted: Apr 11, 2016
                                                              • Stayed: Sep 2015

                                                              Home away from home

                                                              5 of 5
                                                              The vacation was lovely. Our stay at this house was superb!! The property is exactly as described, spacious, extremely clean, nicely decorated. It has a beach and sailing motif that gives a relaxing vacation feel to the house. It is a quiet location and completely peaceful. This house is extremely comfortable and includes all the comforts of home. The kitchen is very well equipped, with chef’s stove/oven, and a Starbucks coffee machine which makes excellent espresso. The breakfast bar seats three and the large dining table will fit eight to ten people. The location is ideal for going to places around the Cape. There is a beach within walking distance. The communication with the owners was straightforward. John & Ruby are very friendly and accommodating, always just a phone call away when we had questions. They recommended great places to explore and to dine, such as The Chatham Fish market, which has a clam chowder that is to die for and very affordable, and for incredible Lobster rolls head to Sir Cricket’s and for a delicious dinner they suggested “Del Mar” restaurant, which was outstanding. Excellent hosts. The welcome bottle of wine was very much appreciated. Thank you so much John & Ruby for letting us share your wonderful house. We highly recommend this property. A+++
                                                              • Submitted: Dec 14, 2015
                                                              • Stayed: Nov 2015