Cape Cod, MA Vacation Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Private pool

132 houses

    19

    51 Finway - SD2666

    Cape Cod / New Seabury

    New Seabury house

    4 10 7 nights min

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

    Price per night from

    $571

    Price per night from

    $571

    (4) Excellent 

      22

      Barnstable Village Private Pool

      Cape Cod / Barnstable

      Barnstable house

      2 4 min stay varies

      • 2 bedrooms
      • sleeps 4
      • min stay varies
      • Nearest beach 1 mi
      • Swimming pool
      • Child Friendly
      “Great place to stay” The home was clean and well maintained. The pool was a huge hit with my niece and the rest of the family. We were in a great location, close to a beach, some shops and restaurants.

      Price per night from

      $355

      Price per night from

      $355

        47

        Luxurious Orleans Home w/Private Salt Pool: 012-O

        Cape Cod / Orleans

        Orleans house

        5 10 min stay varies

        • 5 bedrooms
        • sleeps 10
        • min stay varies
        • Swimming pool
        • Child Friendly

        Price per night from

        $911

        Price per night from

        $911

          29

          Salt Water Pool, Steps to Private Beach, Exclusive Quiet Neighborhood :023-H

          Harwich / West Harwich

          West Harwich house

          3 6 min stay varies

          • 3 bedrooms
          • sleeps 6
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Pet Friendly

          Price per night from

          $515

          Price per night from

          $515

          (2) Excellent 

            22

            Upper Cape Mansion, Minutes from Beach

            Bourne / Sagamore Beach

            Sagamore Beach house

            6 15 3 nights min

            • 6 bedrooms
            • sleeps 15
            • 3 nights min
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $1,031

            Responds fast!
            avg. 3 hours 33 minutes

            Price per night from

            $1,031

            (4) Excellent 

              12

              Well Appointed Home w/ Walk to Beach, A/C & Pool

              Cape Cod / Cotuit

              Cotuit cottage

              3 6 1 night min

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

              Price per night from

              $516

              Responds fast!
              avg. 1 hour 41 minutes

              Price per night from

              $516

                24

                Promontory Point Village 3BR All-Suite Courtyard Villa w/Pool - Walk to Beach

                Cape Cod / Mashpee

                Mashpee house

                3 6 14 nights min

                • 3 bedrooms
                • sleeps 6
                • 14 nights min
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $112

                Price per night from

                $112

                  37

                  71 Sand Point Road

                  Cape Cod / Osterville

                  Osterville house

                  5 10 1 night min

                  • 5 bedrooms
                  • sleeps 10
                  • 1 night min
                  • Swimming pool
                  • Ask about children
                  • Ask about pets

                  Price per night from

                  $2,004

                  Price per night from

                  $2,004

                    28

                    101 Carriage Road

                    Cape Cod / Osterville

                    Osterville house

                    6 12 1 night min

                    • 6 bedrooms
                    • sleeps 12
                    • 1 night min
                    • Swimming pool
                    • Ask about children
                    • Pet Friendly

                    Price per night from

                    $3,579

                    Price per night from

                    $3,579

                    (1) Very Good 

                      29

                      Charming West Dennis House w/ TidalFit Pool!

                      Dennis / West Dennis

                      West Dennis house

                      4 9 min stay varies

                      • 4 bedrooms
                      • sleeps 9
                      • min stay varies
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $287

                      Responds fast!
                      avg. 57 minutes

                      Price per night from

                      $287

                        41

                        Moonakis River 4BR w/ Heated Pool & Spa, Lush Gardens & Kayaks, Near Downtown

                        Cape Cod / New Seabury

                        New Seabury house

                        4 8 min stay varies

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

                        Price per night from

                        $601

                        Price per night from

                        $601

                        (1) Excellent 

                          49

                          Stunning Architect-Owned Estate w/pool : 059-WB

                          Cape Cod / West Barnstable

                          West Barnstable house

                          7 16 min stay varies

                          • 7 bedrooms
                          • sleeps 16
                          • min stay varies
                          • Swimming pool
                          • Child Friendly

                          Price per night from

                          $668

                          Price per night from

                          $668

                          (6) Excellent 

                            48

                            14 Hallett Lane Chatham Cape Cod - Sand Simeon

                            Cape Cod / Chatham

                            Chatham house

                            6 16 min stay varies

                            • 6 bedrooms
                            • sleeps 16
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $1,751

                            Price per night from

                            $1,751

                              43

                              439 Sea View Avenue

                              Cape Cod / Osterville

                              Osterville house

                              6 10 1 night min

                              • 6 bedrooms
                              • sleeps 10
                              • 1 night min
                              • Swimming pool
                              • Ask about children
                              • Ask about pets

                              Price per night from

                              $2,577

                              Price per night from

                              $2,577

                              (1) Excellent 

                                14

                                23 Falmouth-Sandwich Rd

                                Cape Cod / Sandwich

                                Sandwich house

                                3 8 7 nights min

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

                                Price per night from

                                $358

                                Price per night from

                                $358

                                  56

                                  285 Baxters Neck Road

                                  Cape Cod / Marstons Mills

                                  Marstons Mills house

                                  6 15 1 night min

                                  • 6 bedrooms
                                  • sleeps 15
                                  • 1 night min
                                  • Swimming pool
                                  • Ask about children
                                  • Pet Friendly

                                  Price per night from

                                  $3,579

                                  Price per night from

                                  $3,579

                                    58

                                    105 Ice Valley Road

                                    Cape Cod / Barnstable

                                    Barnstable house

                                    5 12 1 night min

                                    • 5 bedrooms
                                    • sleeps 12
                                    • 1 night min
                                    • Swimming pool
                                    • Ask about children
                                    • Pet Friendly

                                    Price per night from

                                    $857

                                    Price per night from

                                    $857

                                      31

                                      86 Leonard Road

                                      Cape Cod / Osterville

                                      Osterville house

                                      4 8 7 nights min

                                      • 4 bedrooms
                                      • sleeps 8
                                      • 7 nights min
                                      • Swimming pool
                                      • Ask about children
                                      • Ask about pets

                                      Price per night from

                                      $1,074

                                      Price per night from

                                      $1,074

                                      (25) Excellent 

                                      Certificate of Excellence

                                        20

                                        Ocean views, Beach, pool, cottage 6B Hyannis Cape Cod

                                        Cape Cod / Hyannis

                                        Hyannis apartment

                                        1 4 3 nights min

                                        • 1 bedroom
                                        • sleeps 4
                                        • 3 nights min
                                        • Beach / lakeside relaxation
                                        • Swimming pool
                                        • Child Friendly
                                        “Cottage 6B-The Breakwater Condos” This is cottage far exceeded our expectations. It was Bright, clean and easily accessible. Parking was right behind the cottage. We're used to bringing everything from home. Even though household items were listed as

                                        Certificate of Excellence

                                        Price per night from

                                        $155

                                        Price per night from

                                        $155

                                        (3) Excellent 

                                          28

                                          PROVINCETOWN MASS.CAPE COD MANSION.UNIQUE POOL

                                          Cape Cod / Provincetown

                                          Provincetown house

                                          4 8 min stay varies

                                          • 4 bedrooms
                                          • sleeps 8
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 1 mi
                                          • Swimming pool

                                          Price per night from

                                          $1,025

                                          Price per night from

                                          $1,025

                                            31

                                            Private Orleans resort-style compound w/heated pool & spa and fire pit: 023-O

                                            Cape Cod / Orleans

                                            Orleans house

                                            5 16 min stay varies

                                            • 5 bedrooms
                                            • sleeps 16
                                            • min stay varies
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $1,751

                                            Price per night from

                                            $1,751

                                              37

                                              199 Cedar Tree Neck Road

                                              Cape Cod / Marstons Mills

                                              Marstons Mills house

                                              5 10 1 night min

                                              • 5 bedrooms
                                              • sleeps 10
                                              • 1 night min
                                              • Swimming pool
                                              • Ask about children
                                              • Pet Friendly

                                              Price per night from

                                              $429

                                              Price per night from

                                              $429

                                                17

                                                5 bedrooms, Sleeps 10, Heated Pool, AC, Outdoor Shower, Pet-friendly, Large Yard

                                                Cape Cod / Falmouth

                                                Falmouth house

                                                5 10 min stay varies

                                                • 5 bedrooms
                                                • sleeps 10
                                                • min stay varies
                                                • Nearest beach 5 mi
                                                • Swimming pool
                                                • Child Friendly

                                                Price per night from

                                                $574

                                                Price per night from

                                                $574

                                                (1) Excellent 

                                                  64

                                                  405 Sea View Avenue

                                                  Cape Cod / Osterville

                                                  Osterville house

                                                  10 22 1 night min

                                                  • 10 bedrooms
                                                  • sleeps 22
                                                  • 1 night min
                                                  • Swimming pool
                                                  • Ask about children
                                                  • Ask about pets

                                                  Price per night from

                                                  $2,147

                                                  Price per night from

                                                  $2,147

                                                    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

                                                    $1,309

                                                    Price per night from

                                                    $1,309

                                                      45

                                                      Newly Remodeled 5 Bed with Pool

                                                      Cape Cod / Truro

                                                      Truro house

                                                      5 13 7 nights min

                                                      • 5 bedrooms
                                                      • sleeps 13
                                                      • 7 nights min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $331

                                                      Price per night from

                                                      $331

                                                      (11) Excellent 

                                                        27

                                                        Magical home built around Windmill with views of ocean

                                                        Cape Cod / Centerville

                                                        Centerville house

                                                        6 14 7 nights min

                                                        • 6 bedrooms
                                                        • sleeps 14
                                                        • 7 nights min
                                                        • Nearest beach 1 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $1,393

                                                        Price per night from

                                                        $1,393

                                                          40

                                                          Brand New Custom Brewster Home with Pool, 4 Min Walk to Private Beach 105-BF

                                                          Cape Cod / Brewster

                                                          Brewster house

                                                          4 10 min stay varies

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

                                                          Price per night from

                                                          $670

                                                          Price per night from

                                                          $670

                                                            35

                                                            Updated East Orleans 6 Bed with Heated pool: 004-O

                                                            Orleans / East Orleans

                                                            East Orleans house

                                                            6 12 min stay varies

                                                            • 6 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $590

                                                            Price per night from

                                                            $590

                                                              26

                                                              GORGEOUS Home with Pool and Central A/C 106854

                                                              Cape Cod / Eastham

                                                              Eastham house

                                                              5 9 7 nights min

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

                                                              Price per night from

                                                              $816

                                                              Price per night from

                                                              $816

                                                                27

                                                                21 Crestview Circle

                                                                Cape Cod / Truro

                                                                Truro house

                                                                4 12 1 night min

                                                                • 4 bedrooms
                                                                • sleeps 12
                                                                • 1 night min
                                                                • Swimming pool
                                                                • Ask about children
                                                                • Ask about pets

                                                                Price per night from

                                                                $2,142

                                                                Price per night from

                                                                $2,142

                                                                  34

                                                                  Elegantly Renovated, Walk 3 Min. to Beach -- 113-B

                                                                  Cape Cod / Brewster

                                                                  Brewster house

                                                                  3 7 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 7
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Pet Friendly

                                                                  Price per night from

                                                                  $360

                                                                  Price per night from

                                                                  $360

                                                                    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

                                                                    $2,050

                                                                    Price per night from

                                                                    $2,050

                                                                      51

                                                                      Updated, Spacious & Private, Sleeps 12 with Carriage House and Pool: 010-O

                                                                      Cape Cod / Orleans

                                                                      Orleans house

                                                                      5 12 min stay varies

                                                                      • 5 bedrooms
                                                                      • sleeps 12
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $527

                                                                      Price per night from

                                                                      $527

                                                                        5

                                                                        Waterfront Resort in Falmouth ~ First week of June 2019

                                                                        Cape Cod / Falmouth

                                                                        Falmouth apartment

                                                                        1 4 2 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 2 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $132

                                                                        Responds fast!
                                                                        avg. 2 hours 49 minutes

                                                                        Price per night from

                                                                        $132

                                                                        (13) Excellent 

                                                                        Certificate of Excellence

                                                                          42

                                                                          Oliver's Cottage

                                                                          Yarmouth / West Yarmouth

                                                                          West Yarmouth cottage

                                                                          5 10 min stay varies

                                                                          • 5 bedrooms
                                                                          • sleeps 10
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.5 mi
                                                                          • Swimming pool

                                                                          Certificate of Excellence

                                                                          Price per night from

                                                                          $574

                                                                          Responds fast!
                                                                          avg. 2 hours 2 minutes

                                                                          Price per night from

                                                                          $574

                                                                          (1) Excellent 

                                                                            25

                                                                            SCRAGGY NECK w PRIVATE POOL sleeps 10 avail Aug 134021

                                                                            Cape Cod / Bourne

                                                                            Bourne house

                                                                            4 10 7 nights min

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

                                                                            Price per night from

                                                                            $788

                                                                            Price per night from

                                                                            $788

                                                                              27

                                                                              93 Bucks Creek Road Chatham Cape Cod - Chatham Coastal Charm

                                                                              Cape Cod / Chatham

                                                                              Chatham house

                                                                              4 10 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $829

                                                                              Price per night from

                                                                              $829