South Dennis Rentals

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2,868 Houses

(14) Excellent 

    11

    Home Away From Home

    Cape Cod / South Dennis

    South Dennis cottage

    3 6 min stay varies

    • 3 bedrooms
    • sleeps 6
    • min stay varies
    • Beach / lakeside relaxation
    • Child Friendly
    • Private garden
    “South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly a
    …see more

    Price per night from

    $172

    Responds fast!
    avg. 3 hours 16 minutes

    Price per night from

    $172

    (1) Excellent 

      4

      Convenient Location with Centrai Air Short drive to Mayflower Beach

      Cape Cod / South Dennis

      South Dennis house

      2 6 7 nights min

      • 2 bedrooms
      • sleeps 6
      • 7 nights min
      • Child Friendly
      • Air conditioning
      • Private garden

      Price per night from

      $263

      Price per night from

      $263

      (2) Excellent 

        27

        Life's A Beach

        Cape Cod / South Dennis

        South Dennis house

        4 8 min stay varies

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

        Price per night from

        $298

        Price per night from

        $298

          18

          Charming Cape Cod Cottage

          Cape Cod / South Dennis

          South Dennis house

          3 8 2 nights min

          • 3 bedrooms
          • sleeps 8
          • 2 nights min
          • Nearest beach 0.2 mi
          • Child Friendly
          • Pet Friendly

          Price per night from

          $316

          Price per night from

          $316

            27

            Darling Vacation Home / Mid-Cape & DOG Friendly! 137007

            Cape Cod / South Dennis

            South Dennis house

            2 5 7 nights min

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

            Price per night from

            $143

            Price per night from

            $143

            (1) Excellent 

              27

              bayside five bedroom sleeping 10

              Cape Cod / South Dennis

              South Dennis house

              5 10 7 nights min

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

              Price per night from

              $186

              Price per night from

              $186

                30

                NEW! South Yarmouth House Directly on Bass River!

                Cape Cod / South Dennis

                South Dennis house

                3 8 min stay varies

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

                Price per night from

                $198

                Responds fast!
                avg. 21 minutes

                Price per night from

                $198

                  25

                  Cute and Cozy.Dennis house.

                  Cape Cod / South Dennis

                  South Dennis house

                  4 7 2 nights min

                  • 4 bedrooms
                  • sleeps 7
                  • 2 nights min
                  • Child Friendly
                  • Air conditioning
                  • Private garden

                  Price per night from

                  $602

                  Responds fast!
                  avg. 3 hours 26 minutes

                  Price per night from

                  $602

                    26

                    NEW! Cape Cod Home w/Kayak & Patio-3 Mi to Beach!

                    Cape Cod / South Dennis

                    South Dennis house

                    2 6 min stay varies

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

                    Price per night from

                    $144

                    Responds fast!
                    avg. 21 minutes

                    Price per night from

                    $144

                      32

                      Three bedroom home sleeping 8 on the water's edge of Swan River

                      Cape Cod / South Dennis

                      South Dennis house

                      3 8 7 nights min

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

                      Price per night from

                      $171

                      Price per night from

                      $171

                        30

                        Three bedroom home sleeping 9 with private swimming pool

                        Cape Cod / South Dennis

                        South Dennis house

                        3 9 7 nights min

                        • 3 bedrooms
                        • sleeps 9
                        • 7 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $250

                        Price per night from

                        $250

                        (8) Excellent 

                          24

                          Three bedroom home with central air conditioning

                          Cape Cod / South Dennis

                          South Dennis house

                          3 6 7 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 7 nights min
                          • Child Friendly
                          • Air conditioning
                          “Wonderful house” The house was as advertised. Beautiful and clean. Kitchen was updated as was bathrooms. Central air and wi-fi were a huge plus. Nice size deck and large 4 burner gas grill in the yard. Property was central to everything. Close
                          …see more

                          Price per night from

                          $71

                          Price per night from

                          $71

                          (5) Very Good 

                            21

                            3 bedroom home with fabulous views of Swan River

                            Cape Cod / South Dennis

                            South Dennis house

                            3 6 7 nights min

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

                            Price per night from

                            $132

                            Price per night from

                            $132

                            (2) Excellent 

                              18

                              Northside three bedroom with central air conditioning

                              Cape Cod / South Dennis

                              South Dennis house

                              3 6 7 nights min

                              • 3 bedrooms
                              • sleeps 6
                              • 7 nights min
                              • Child Friendly
                              • Air conditioning
                              “Excellent Summer Rental” Perfect rental for a family with children! The owners of the home truly give you all the comforts of home. This was our second summer renting this property and this year we had the pleasure of renting it for 2 weeks.
                              …see more

                              Price per night from

                              $114

                              Price per night from

                              $114

                                13

                                Captain Nickerson Lane 18

                                Cape Cod / South Dennis

                                South Dennis house

                                4 8 7 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $250

                                Price per night from

                                $250

                                (4) Very Good 

                                  14

                                  3 bedroom home with ac

                                  Cape Cod / South Dennis

                                  South Dennis house

                                  3 7 7 nights min

                                  • 3 bedrooms
                                  • sleeps 7
                                  • 7 nights min
                                  • Child Friendly
                                  • Air conditioning
                                  “Great summer rental for a family” This house was clean, affordable, close to Mayflower Beach and had everything we needed. We would definitely stay here again.
                                  …see more

                                  Price per night from

                                  $107

                                  Price per night from

                                  $107

                                    21

                                    Bayberry Lane

                                    Cape Cod / South Dennis

                                    South Dennis cottage

                                    2 5 4 nights min

                                    • 2 bedrooms
                                    • sleeps 5
                                    • 4 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 8 mi
                                    • Child Friendly

                                    Price per night from

                                    $321

                                    Responds fast!
                                    avg. 2 hours 29 minutes

                                    Price per night from

                                    $321

                                      34

                                      NEW TO OUR 2019 INVENTORY! Private Dock!

                                      Cape Cod / South Dennis

                                      South Dennis house

                                      3 8 7 nights min

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

                                      Price per night from

                                      $357

                                      Price per night from

                                      $357

                                        25

                                        Three bedroom home sleeping 8 overlooking Swan Pond

                                        Cape Cod / South Dennis

                                        South Dennis house

                                        3 8 7 nights min

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

                                        Price per night from

                                        $171

                                        Price per night from

                                        $171

                                        (28) Very Good 

                                          13

                                          Bike Trail EZ access; 5 bikes; 2 pers kayak; grill

                                          Cape Cod / South Dennis

                                          South Dennis house

                                          3 8 7 nights min

                                          • 3 bedrooms
                                          • sleeps 8
                                          • 7 nights min
                                          • Nearest beach 3 mi
                                          • Child Friendly
                                          • Air conditioning
                                          “Nice house” Great house for a family. Local attractions and beaches. Surrounded by awesome food and the Bike Trail was the best for walking/biking. Very clean and comfortable!
                                          …see more

                                          Price per night from

                                          $196

                                          Responds fast!
                                          avg. 1 hour 51 minutes

                                          Price per night from

                                          $196

                                          Great rentals within 20 miles that match your search

                                          Distance approx 8.43 km from South Dennis

                                          (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
                                            …see more

                                            Price per night from

                                            $228

                                            Price per night from

                                            $228

                                            Distance approx 11.64 km from South Dennis

                                              17

                                              Luxury Waterfront Home With Heated Pool

                                              Cape Cod / Orleans

                                              Orleans house

                                              4 10 7 nights min

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

                                              Price per night from

                                              $1,303

                                              Price per night from

                                              $1,303

                                              Distance approx 11.49 km from South Dennis

                                                23

                                                Beautiful Cape Cod vacation home with brand new pool

                                                Orleans / East Orleans

                                                East Orleans house

                                                5 12 7 nights min

                                                • 5 bedrooms
                                                • sleeps 12
                                                • 7 nights min
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $2,084

                                                Price per night from

                                                $2,084

                                                Distance approx 6.67 km from South Dennis

                                                (20) Excellent 

                                                  56

                                                  Cape Escape Chatham Walk to Beach! Private-Newly Renovated-Hear Waves at Night

                                                  Cape Cod / Chatham

                                                  Chatham house

                                                  3 10 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0.6 mi
                                                  • Child Friendly
                                                  “Great time!!” This wonderful home was great for our Cape vacation! The home is beautiful and the owner's pride and love for their home shows throughout the property. The owners were excellent to work with, very professional and very responsive to inqu
                                                  …see more

                                                  Price per night from

                                                  $313

                                                  Responds fast!
                                                  avg. 23 minutes

                                                  Price per night from

                                                  $313

                                                  Distance approx 5.3 km from South Dennis

                                                    4

                                                    14 Bunny Cir.Quiet sand st. Walk to Seagull Beach

                                                    Yarmouth / West Yarmouth

                                                    West Yarmouth house

                                                    3 6 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Private garden

                                                    Price per night from

                                                    $200

                                                    Price per night from

                                                    $200

                                                    Distance approx 6.7 km from South Dennis

                                                      22

                                                      Lovely tidal marsh views with short walk to beach

                                                      Cape Cod / Cummaquid

                                                      Cummaquid house

                                                      4 8 2 nights min

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • 2 nights min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Private garden

                                                      Price per night from

                                                      $398

                                                      Responds fast!
                                                      avg. 59 minutes

                                                      Price per night from

                                                      $398

                                                      Distance approx 18.93 km from South Dennis

                                                      (1) Average 

                                                        15

                                                        CAPE COD RESORT 2 story 2 bd 2.5 ba 2 pools tennis

                                                        Cape Cod / Mashpee

                                                        Mashpee townhouse

                                                        2 6 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 1 night min
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $269

                                                        Price per night from

                                                        $269

                                                        Distance approx 9.12 km from South Dennis

                                                          23

                                                          Stage Harbor House

                                                          Chatham / North Chatham

                                                          North Chatham house

                                                          3 8 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Nearest beach 0.03 mi
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $256

                                                          Price per night from

                                                          $256

                                                          Distance approx 8.34 km from South Dennis

                                                            12

                                                            Hyannisport Getaway!

                                                            Cape Cod / West Hyannisport

                                                            West Hyannisport house

                                                            3 6 3 nights min

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

                                                            Price per night from

                                                            $263

                                                            Price per night from

                                                            $263

                                                            Distance approx 2.72 km from South Dennis Show on Map

                                                              32

                                                              Stunning water views and quality property in private location

                                                              Cape Cod / Yarmouth

                                                              Yarmouth house

                                                              4 10 7 nights min

                                                              • 4 bedrooms
                                                              • sleeps 10
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Private garden

                                                              Price per night from

                                                              $876

                                                              Price per night from

                                                              $876

                                                              Distance approx 14.67 km from South Dennis

                                                                21

                                                                Eastham Nature Retreat - Walk to Bay Beaches

                                                                Cape Cod / Eastham

                                                                Eastham house

                                                                2 6 7 nights min

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

                                                                Price per night from

                                                                $114

                                                                Price per night from

                                                                $114

                                                                Distance approx 12.5 km from South Dennis

                                                                  13

                                                                  Charming Classic Cape with Ocean Views

                                                                  Cape Cod / Orleans

                                                                  Orleans house

                                                                  3 6 7 nights min

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

                                                                  Price per night from

                                                                  $127

                                                                  Price per night from

                                                                  $127

                                                                  Distance approx 13.92 km from South Dennis

                                                                    4

                                                                    Waterfront 3 Bedroom Eastham

                                                                    Cape Cod / Eastham

                                                                    Eastham house

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Nearest beach 0 mi
                                                                    • Child Friendly
                                                                    • Car not necessary

                                                                    Price per night from

                                                                    $380

                                                                    Price per night from

                                                                    $380

                                                                    Distance approx 5.92 km from South Dennis

                                                                      7

                                                                      Summer Vacation Townhouse

                                                                      Yarmouth / West Yarmouth

                                                                      West Yarmouth apartment

                                                                      1 4 7 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 4
                                                                      • 7 nights min
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $210

                                                                      Price per night from

                                                                      $210

                                                                      Distance approx 10.29 km from South Dennis

                                                                        20

                                                                        Summer on Cape Cod - only 2 weeks available in August

                                                                        Cape Cod / Orleans

                                                                        Orleans house

                                                                        4 6 3 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 6
                                                                        • 3 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $292

                                                                        Responds fast!
                                                                        avg. 1 hour 6 minutes

                                                                        Price per night from

                                                                        $292

                                                                        Distance approx 3.6 km from South Dennis

                                                                        (9) Very Good 

                                                                          21

                                                                          Family Friendly, Near Golf, Beach & Center with A/C & Wifi

                                                                          Harwich / Harwich Port

                                                                          Harwich Port house

                                                                          3 6 2 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 2 nights min
                                                                          • Ask about children
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          Price per night from

                                                                          $281

                                                                          Price per night from

                                                                          $281

                                                                          Distance approx 2.24 km from South Dennis Show on Map

                                                                          (4) Very Good 

                                                                            12

                                                                            33 FENWAY - WALK TO SEA STREET BEACH!

                                                                            Dennis / Dennis Port

                                                                            Dennis Port cottage

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Ask about children

                                                                            Price per night from

                                                                            $160

                                                                            Price per night from

                                                                            $160

                                                                            Distance approx 9.76 km from South Dennis

                                                                            (12) Excellent 

                                                                              34

                                                                              Charming 3 bedroom cottage near sandy beach; private grass back yard

                                                                              Cape Cod / Centerville

                                                                              Centerville house

                                                                              3 6 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Nearest beach 1 mi
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $103

                                                                              Price per night from

                                                                              $103