Vacation Rentals & Houses in Chatham

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2,637 houses

(3) Excellent 

    23

    Walk to Ridgevale Beach From Family Friendly Home

    Chatham / West Chatham

    West Chatham house

    3 10 min stay varies

    • 3 bedrooms
    • sleeps 10
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 0.6 mi
    • Child Friendly

    Price per night from

    $492

    Price per night from

    $492

    (6) Excellent 

      20

      Beautiful sunsets in Chatham!

      Cape Cod / Chatham

      Chatham house

      4 8 7 nights min

      • 4 bedrooms
      • sleeps 8
      • 7 nights min
      • Beach / lakeside relaxation
      • Nearest beach 0.48 mi
      • Child Friendly

      Price per night from

      $457

      Price per night from

      $457

      (1) Excellent 

        41

        Quintessential Cape Cod Vacation Home in N.Chatham

        Cape Cod / Chatham

        Chatham house

        5 10 min stay varies

        • 5 bedrooms
        • sleeps 10
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 0.4 mi
        • Child Friendly

        Price per night from

        $742

        Price per night from

        $742

          11

          8095# Barre-Gilpin Ln

          Chatham / West Chatham

          West Chatham house

          4 8 min stay varies

          • 4 bedrooms
          • sleeps 8
          • min stay varies
          • Child Friendly
          • Air conditioning

          Price per night from

          $500

          Price per night from

          $500

            20

            Chatham Cape Cod Vacation Rental (8233)

            Cape Cod / Chatham

            Chatham house

            2 5 7 nights min

            • 2 bedrooms
            • sleeps 5
            • 7 nights min
            • Ask about children
            • Air conditioning

            Price per night from

            $471

            Price per night from

            $471

              14

              Chatham Cape Cod Vacation Rental (4983)

              Cape Cod / Chatham

              Chatham house

              2 4 7 nights min

              • 2 bedrooms
              • sleeps 4
              • 7 nights min
              • Ask about children
              • Air conditioning

              Price per night from

              $229

              Price per night from

              $229

                17

                8323 Gruffat

                Cape Cod / Chatham

                Chatham house

                3 8 min stay varies

                • 3 bedrooms
                • sleeps 8
                • min stay varies
                • Child Friendly
                • Air conditioning

                Price per night from

                $414

                Price per night from

                $414

                  24

                  Chatham Cape Cod Vacation Rental (13059)

                  Cape Cod / Chatham

                  Chatham house

                  4 8 7 nights min

                  • 4 bedrooms
                  • sleeps 8
                  • 7 nights min
                  • Ask about children
                  • Air conditioning
                  • Pet Friendly

                  Price per night from

                  $571

                  Price per night from

                  $571

                    10

                    8219# Tobin

                    Cape Cod / Chatham

                    Chatham house

                    3 10 7 nights min

                    • 3 bedrooms
                    • sleeps 10
                    • 7 nights min
                    • Child Friendly
                    • Air conditioning
                    • Pet Friendly

                    Price per night from

                    $250

                    Price per night from

                    $250

                      14

                      7442 Bevan

                      Cape Cod / Chatham

                      Chatham house

                      4 8 min stay varies

                      • 4 bedrooms
                      • sleeps 8
                      • min stay varies
                      • Child Friendly
                      • Air conditioning
                      • Private garden

                      Price per night from

                      $242

                      Price per night from

                      $242

                        10

                        8257 Collins, Lisa

                        Cape Cod / Chatham

                        Chatham house

                        3 6 7 nights min

                        • 3 bedrooms
                        • sleeps 6
                        • 7 nights min
                        • Child Friendly
                        • Air conditioning
                        • Pet Friendly

                        Price per night from

                        $243

                        Price per night from

                        $243

                          14

                          8342# Castle

                          Chatham / North Chatham

                          North Chatham house

                          3 8 min stay varies

                          • 3 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $442

                          Price per night from

                          $442

                          (1) Excellent 

                            9

                            6065# Barre-Hammond House

                            Cape Cod / Chatham

                            Chatham house

                            2 4 min stay varies

                            • 2 bedrooms
                            • sleeps 4
                            • min stay varies
                            • Child Friendly

                            Price per night from

                            $228

                            Price per night from

                            $228

                              15

                              8325 Kane, Catherine

                              Cape Cod / Chatham

                              Chatham house

                              4 8 min stay varies

                              • 4 bedrooms
                              • sleeps 8
                              • min stay varies
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $171

                              Price per night from

                              $171

                                34

                                Cape Cod Dream Vacation Home

                                Chatham / North Chatham

                                North Chatham house

                                4 10 6 nights min

                                • 4 bedrooms
                                • sleeps 10
                                • 6 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly
                                • Car not necessary

                                Price per night from

                                $859

                                Price per night from

                                $859

                                (1) Excellent 

                                  16

                                  Captain's Haven

                                  Chatham / West Chatham

                                  West Chatham cottage

                                  1 4 3 nights min

                                  • 1 bedroom
                                  • sleeps 4
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Child Friendly

                                  Price per night from

                                  $200

                                  Price per night from

                                  $200

                                  (5) Excellent 

                                    19

                                    All New Cottage in Chatham Near Hardings Beach

                                    Cape Cod / Chatham

                                    Chatham cottage

                                    3 6 min stay varies

                                    • 3 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Nearest beach 2 mi
                                    • Child Friendly
                                    “Perfect cottage! A must stay!” The description did not disappoint, this cottage is just perfect! Everything was so clean, comfortable and beautiful we didn't want to leave. There was enough space for our family of four to relax in the living room or

                                    Price per night from

                                    $229

                                    Price per night from

                                    $229

                                      13

                                      4165 Hanif, S.

                                      Cape Cod / Chatham

                                      Chatham house

                                      3 8 min stay varies

                                      • 3 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $214

                                      Price per night from

                                      $214

                                      (2) Very Good 

                                        19

                                        West Chatham Cape Cod Vacation Rental (2307)

                                        Cape Cod / Chatham

                                        Chatham house

                                        3 8 7 nights min

                                        • 3 bedrooms
                                        • sleeps 8
                                        • 7 nights min
                                        • Ask about children
                                        • Air conditioning

                                        Price per night from

                                        $371

                                        Price per night from

                                        $371

                                          12

                                          62 PATUXET TRAIL 124579

                                          Chatham / South Chatham

                                          South Chatham cottage

                                          3 5 7 nights min

                                          • 3 bedrooms
                                          • sleeps 5
                                          • 7 nights min
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $107

                                          Price per night from

                                          $107

                                            11

                                            8033 Junda105

                                            Chatham / North Chatham

                                            North Chatham house

                                            5 11 min stay varies

                                            • 5 bedrooms
                                            • sleeps 11
                                            • min stay varies
                                            • Child Friendly
                                            • Air conditioning
                                            • Pet Friendly

                                            Price per night from

                                            $571

                                            Price per night from

                                            $571

                                              21

                                              41 Captains Walk 102234

                                              Chatham / North Chatham

                                              North Chatham house

                                              3 8 7 nights min

                                              • 3 bedrooms
                                              • sleeps 8
                                              • 7 nights min
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $436

                                              Price per night from

                                              $436

                                              (2) Excellent 

                                                18

                                                South Chatham Cape Cod Vacation Rental (1798)

                                                Cape Cod / Chatham

                                                Chatham house

                                                2 6 7 nights min

                                                • 2 bedrooms
                                                • sleeps 6
                                                • 7 nights min
                                                • Ask about children
                                                • Air conditioning
                                                • Pet Friendly

                                                Price per night from

                                                $371

                                                Price per night from

                                                $371

                                                  8

                                                  8045 Comis

                                                  Cape Cod / Chatham

                                                  Chatham house

                                                  3 6 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $192

                                                  Price per night from

                                                  $192

                                                    34

                                                    Immaculate Chatham Village Renovation: 207-C

                                                    Cape Cod / Chatham

                                                    Chatham house

                                                    4 10 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Child Friendly

                                                    Price per night from

                                                    $771

                                                    Price per night from

                                                    $771

                                                    (1) Excellent 

                                                      21

                                                      South Chatham Cape Cod Vacation Rental (2400)

                                                      Cape Cod / Chatham

                                                      Chatham house

                                                      3 6 7 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 7 nights min
                                                      • Ask about children

                                                      Price per night from

                                                      $343

                                                      Price per night from

                                                      $343

                                                        7

                                                        8057 Smith, Gordon

                                                        Chatham / South Chatham

                                                        South Chatham house

                                                        3 8 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $164

                                                        Price per night from

                                                        $164

                                                          17

                                                          8250 Hofmann, K

                                                          Cape Cod / Chatham

                                                          Chatham house

                                                          5 11 min stay varies

                                                          • 5 bedrooms
                                                          • sleeps 11
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $900

                                                          Price per night from

                                                          $900

                                                            28

                                                            Chatham Cape Cod Vacation Rental (13199)

                                                            Cape Cod / Chatham

                                                            Chatham house

                                                            4 10 7 nights min

                                                            • 4 bedrooms
                                                            • sleeps 10
                                                            • 7 nights min
                                                            • Ask about children
                                                            • Air conditioning

                                                            Price per night from

                                                            $1,343

                                                            Price per night from

                                                            $1,343

                                                            (1) Excellent 

                                                              32

                                                              #602: Make memories in this Chatham beach home within steps to Nantucket Sound!

                                                              Chatham / South Chatham

                                                              South Chatham house

                                                              3 6 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Child Friendly
                                                              • Air conditioning
                                                              • Pet Friendly

                                                              Price per night from

                                                              $165

                                                              Responds fast!
                                                              avg. 1 hour 29 minutes

                                                              Price per night from

                                                              $165

                                                                17

                                                                8032 Junda 95

                                                                Chatham / North Chatham

                                                                North Chatham house

                                                                5 11 7 nights min

                                                                • 5 bedrooms
                                                                • sleeps 11
                                                                • 7 nights min
                                                                • Child Friendly
                                                                • Air conditioning
                                                                • Pet Friendly

                                                                Price per night from

                                                                $571

                                                                Price per night from

                                                                $571

                                                                  14

                                                                  Chatham Cape Cod Vacation Rental (8560)

                                                                  Cape Cod / Chatham

                                                                  Chatham house

                                                                  3 6 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Ask about children
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $221

                                                                  Price per night from

                                                                  $221

                                                                    12

                                                                    4463 Levine

                                                                    Cape Cod / Chatham

                                                                    Chatham house

                                                                    2 6 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • 7 nights min
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $157

                                                                    Price per night from

                                                                    $157

                                                                      23

                                                                      8447# Salter

                                                                      Cape Cod / Chatham

                                                                      Chatham house

                                                                      4 10 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 10
                                                                      • 7 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $429

                                                                      Price per night from

                                                                      $429

                                                                      (3) Very Good 

                                                                        9

                                                                        Chatham 1 Bedroom Beachfront Old Village

                                                                        Cape Cod / Chatham

                                                                        Chatham house

                                                                        1 2 7 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • 7 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Air conditioning
                                                                        • Private garden
                                                                        “Wonderful Little Cottage on Mill Pond” My sister and I just got back from a 2 week stay at this lovely little cottage on Mill Pond. This is a small place - but very tastefully furnished and decorated with a nice layout. The kitchen had everything we

                                                                        Price per night from

                                                                        $286

                                                                        Price per night from

                                                                        $286

                                                                          19

                                                                          8077 H. Sullivan

                                                                          Cape Cod / Chatham

                                                                          Chatham house

                                                                          3 8 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $371

                                                                          Price per night from

                                                                          $371

                                                                            12

                                                                            Walk to the beach from this charming Cape Cod home

                                                                            Chatham / South Chatham

                                                                            South Chatham house

                                                                            3 6 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $319

                                                                            Price per night from

                                                                            $319

                                                                              15

                                                                              West Chatham Cape Cod Waterfront Vacation Rental (20)

                                                                              Cape Cod / Chatham

                                                                              Chatham house

                                                                              2 4 7 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 7 nights min
                                                                              • Ask about children
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $207

                                                                              Price per night from

                                                                              $207

                                                                              About Chatham

                                                                              Located at the "elbow" of Cape Cod, Chatham has earned the reputation of a premier New England vacation spot. The area is known for its wide range of art galleries, beautiful beaches, and amazing views of the coast. In fact, this small town has been named one of America's Dozen Distinct Destinations by The National Trust for Historic Preservation. You'll find rows of art galleries and many unique boutique shops along Main Street, in addition to some of the best restaurants on the Cape like The Chatham Squire.

                                                                              There's plenty to do outside of this strip as well, so be sure to make time for some of these must-see attractions and destinations:

                                                                              • Chatham Fish Pier: In addition to the great coast views, this pier offers great photo opportunities, especially of local fishermen unloading their catch for the day.
                                                                              • Chatham Lighthouse: Take one of the free tours of the lighthouse before climbing to the top of it yourself.
                                                                              • Watch the Seals: A few local business offer one-hour seal watching cruises.
                                                                              • Art Galleries: Chatham is home to over a dozen art galleries including the Chatham Art Gallery and the Potts Gallery of Fine Art.
                                                                              • Railroad Museum: This free museum gives visitors a look into the history of Cape Cod's former railroad industry.
                                                                              • Go to the Beach: Chatham is home to several great beaches, many of which are within walking distance of one another. Be sure to check out Chatham Lighthouse Beach.

                                                                              Whether you're looking for a spacious home with a pool and high-end amenities, or a luxury condo just steps from the ocean and all the shopping and galleries Chatham has to offer, there's a vacation rental in the area that has everything you're looking for.