Vacation Rentals & Cottages in Winchcombe

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1,275 Houses

(19) Very Good 

    13

    Coates Mill Cottage in the heart of the Cotswolds

    Cotswolds / Winchcombe

    Winchcombe cottage

    2 4 3 nights min

    • 2 bedrooms
    • sleeps 4
    • 3 nights min
    • Suitable for children age 5+
    • Car not necessary
    • Pet Friendly
    “A beautiful spot to relax and unwind” Coates Mill Cottage is a fantastic place for a relaxing break in the Cotswolds. The accomodation is finished to a high standard and the welcome tray with tea and scones was gratefully received! The village of Wi
    …see more

    Price per night from

    $221

    Responds fast!
    avg. 1 hour 40 minutes

    Price per night from

    $221

      24

      MOUSE HOLE COTTAGE, traditional character, Winchcombe

      Cotswolds / Winchcombe

      Winchcombe cottage

      3 6 3 nights min

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

      Price per night from

      $203

      Price per night from

      $203

        16

        POSTMASTERS LODGING, over three floors, in Winchcombe

        Cotswolds / Winchcombe

        Winchcombe cottage

        3 6 3 nights min

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

        Price per night from

        $198

        Price per night from

        $198

          26

          MAD MOLLY’S COTTAGE, Pet-friendly, WiFi, Open fire, Winchcombe

          Cotswolds / Winchcombe

          Winchcombe cottage

          2 4 3 nights min

          • 2 bedrooms
          • sleeps 4
          • 3 nights min
          • Child Friendly

          Price per night from

          $214

          Price per night from

          $214

          (1) Excellent 

            22

            Millers Cottage is one of a row of Cotswold stone cottages in Winchcombe

            Cotswolds / Winchcombe

            Winchcombe cottage

            2 4 2 nights min

            • 2 bedrooms
            • sleeps 4
            • 2 nights min
            • Child Friendly
            • Pet Friendly
            • Private garden

            Price per night from

            $176

            Responds fast!
            avg. 1 hour 7 minutes

            Price per night from

            $176

            (82) Excellent 

            Certificate of Excellence

              19

              The Cottage, Vineyard Street, Winchcombe, Gloucestershire, GL54 5LP

              Cotswolds / Winchcombe

              Winchcombe cottage

              2 4 min stay varies

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

              Certificate of Excellence

              Price per night from

              $104

              Responds fast!
              avg. 1 hour 33 minutes

              Price per night from

              $104

              (91) Excellent 

                15

                Cotswold holiday lodge with views

                Cotswolds / Winchcombe

                Winchcombe log cabin

                1 2 3 nights min

                • 1 bedroom
                • sleeps 2
                • 3 nights min
                • Pet Friendly
                • Private garden

                Price per night from

                $134

                Responds fast!
                avg. 2 hours 28 minutes

                Price per night from

                $134

                  7

                  Lady Jane Grey; Sudeley Castle, Cotswolds - Sleeps 5, free entry to Sudeley Cast

                  Cotswolds / Winchcombe

                  Winchcombe cottage

                  3 5 min stay varies

                  • 3 bedrooms
                  • sleeps 5
                  • min stay varies
                  • Child Friendly
                  • Private garden

                  Price per night from

                  $252

                  Responds fast!
                  avg. 1 hour 43 minutes

                  Price per night from

                  $252

                    17

                    The Big Cotswold Cottage

                    Cotswolds / Winchcombe

                    Winchcombe house

                    6 16 2 nights min

                    • 6 bedrooms
                    • sleeps 16
                    • 2 nights min
                    • Child Friendly
                    • Pet Friendly

                    Price per night from

                    $599

                    Price per night from

                    $599

                    (2) Excellent 

                      29

                      Kingfisher Cottage, Winchcombe, Cotswolds - Sleeps 10 in 5 en-suite bedrooms, Wi

                      Cotswolds / Winchcombe

                      Winchcombe house

                      5 10 min stay varies

                      • 5 bedrooms
                      • sleeps 10
                      • min stay varies
                      • Child Friendly
                      • Private garden

                      Price per night from

                      $610

                      Responds fast!
                      avg. 1 hour 43 minutes

                      Price per night from

                      $610

                      (20) Very Good 

                      Certificate of Excellence

                        10

                        *COTTAGE CENTRAL WINCHCOMBE, 2 mins walk to centre, sleeps 6 from £100 per night

                        Cotswolds / Winchcombe

                        Winchcombe cottage

                        3 6 min stay varies

                        • 3 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Nearest beach 0 mi
                        • Child Friendly
                        • Ask about pets

                        Certificate of Excellence

                        Price per night from

                        $222

                        Responds fast!
                        avg. 2 hours 14 minutes

                        Price per night from

                        $222

                          27

                          14 Vineyard Street, Sudeley Castle, Dog Friendly, Cotswolds - Sleeps 7, Dog frie

                          Cotswolds / Winchcombe

                          Winchcombe cottage

                          4 7 min stay varies

                          • 4 bedrooms
                          • sleeps 7
                          • min stay varies
                          • Child Friendly
                          • Private garden

                          Price per night from

                          $400

                          Responds fast!
                          avg. 1 hour 43 minutes

                          Price per night from

                          $400

                            8

                            Princess Elizabeth; Sudeley Castle, Cotswolds - Sleeps 4, Sudeley Castle, Cotswo

                            Cotswolds / Winchcombe

                            Winchcombe cottage

                            2 4 min stay varies

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

                            Price per night from

                            $234

                            Responds fast!
                            avg. 1 hour 43 minutes

                            Price per night from

                            $234

                            (30) Excellent 

                            Certificate of Excellence

                              17

                              Pinnock Wood Farm Shepherds Hut

                              Cotswolds / Winchcombe

                              Winchcombe shepherds hut

                              1 2 2 nights min

                              • 1 bedroom
                              • sleeps 2
                              • 2 nights min

                              Certificate of Excellence

                              Price per night from

                              $89

                              Responds fast!
                              avg. 1 hour 52 minutes

                              Price per night from

                              $89

                              (3) Excellent 

                                30

                                Castle Gatehouse, dog friendly; Sudeley Castle, Cotswolds - Sleeps 4, Dog Friend

                                Cotswolds / Winchcombe

                                Winchcombe castle

                                2 4 min stay varies

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

                                Price per night from

                                $299

                                Responds fast!
                                avg. 1 hour 43 minutes

                                Price per night from

                                $299

                                (9) Excellent 

                                Certificate of Excellence

                                  13

                                  No61 Cosy Cotswold Cottage in Winchcombe

                                  Cotswolds / Winchcombe

                                  Winchcombe house

                                  2 3 min stay varies

                                  • 2 bedrooms
                                  • sleeps 3
                                  • min stay varies
                                  • Child Friendly
                                  • Car not necessary
                                  • Private garden

                                  Certificate of Excellence

                                  Price per night from

                                  $148

                                  Responds fast!
                                  avg. 10 minutes

                                  Price per night from

                                  $148

                                    39

                                    Sudeley Guest Cottage; Sudeley Castle, Cotswolds - Sleeps 6, Sudeley Castle, Cot

                                    Cotswolds / Winchcombe

                                    Winchcombe cottage

                                    3 6 min stay varies

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

                                    Price per night from

                                    $403

                                    Responds fast!
                                    avg. 1 hour 43 minutes

                                    Price per night from

                                    $403

                                      24

                                      Middle Stanley

                                      Cotswolds / Winchcombe

                                      Winchcombe farmhouse

                                      13 32 3 nights min

                                      • 13 bedrooms
                                      • sleeps 32
                                      • 3 nights min
                                      • Child Friendly
                                      • Pet Friendly
                                      • Private garden

                                      Price per night from

                                      $1,036

                                      Responds fast!
                                      avg. 1 hour 53 minutes

                                      Price per night from

                                      $1,036

                                      (7) Excellent 

                                        5

                                        Misty View Cotswold Cottage

                                        Cotswolds / Winchcombe

                                        Winchcombe cottage

                                        2 4 2 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 2 nights min
                                        • Child Friendly
                                        • Private garden

                                        Price per night from

                                        $119

                                        Price per night from

                                        $119

                                          7

                                          Charles I; dog friendly, Sudeley Castle - Sleeps 3, dog friendly

                                          Cotswolds / Winchcombe

                                          Winchcombe cottage

                                          2 3 min stay varies

                                          • 2 bedrooms
                                          • sleeps 3
                                          • min stay varies
                                          • Child Friendly

                                          Price per night from

                                          $196

                                          Responds fast!
                                          avg. 1 hour 43 minutes

                                          Price per night from

                                          $196

                                          (3) Excellent 

                                            17

                                            The Loft

                                            Cotswolds / Winchcombe

                                            Winchcombe apartment

                                            2 5 min stay varies

                                            • 2 bedrooms
                                            • sleeps 5
                                            • min stay varies
                                            • Suitable for children age 5+
                                            • Ask about pets

                                            Price per night from

                                            $141

                                            Price per night from

                                            $141

                                              13

                                              St Kenelm; Sudeley Castle, Cotswolds - Sleeps 4, Sudeley Castle, Cotswolds

                                              Cotswolds / Winchcombe

                                              Winchcombe cottage

                                              2 4 min stay varies

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

                                              Price per night from

                                              $196

                                              Responds fast!
                                              avg. 1 hour 43 minutes

                                              Price per night from

                                              $196

                                                15

                                                Oliver Cromwell; Sudeley Castle, Cotswolds - Sleeps 4, Sudeley Castle, Cotswolds

                                                Cotswolds / Winchcombe

                                                Winchcombe apartment

                                                2 4 min stay varies

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

                                                Price per night from

                                                $196

                                                Responds fast!
                                                avg. 1 hour 43 minutes

                                                Price per night from

                                                $196

                                                  7

                                                  Queens Cottage; Sudeley Castle, Cotswolds - Sleeps 4+2, Sudeley Castle, Cotswold

                                                  Cotswolds / Winchcombe

                                                  Winchcombe cottage

                                                  2 6 min stay varies

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

                                                  Price per night from

                                                  $252

                                                  Responds fast!
                                                  avg. 1 hour 43 minutes

                                                  Price per night from

                                                  $252

                                                    6

                                                    Prince Rupert; Dog Friendly, Sudeley Castle, Cotswolds - Sleeps 3, dog friendly,

                                                    Cotswolds / Winchcombe

                                                    Winchcombe cottage

                                                    2 3 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 3
                                                    • min stay varies
                                                    • Child Friendly

                                                    Price per night from

                                                    $196

                                                    Responds fast!
                                                    avg. 1 hour 43 minutes

                                                    Price per night from

                                                    $196

                                                      7

                                                      Emma Dent; Sudeley Castle, Cotswolds - Sleeps 6, free entry to Sudeley Castle

                                                      Cotswolds / Winchcombe

                                                      Winchcombe cottage

                                                      2 6 min stay varies

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

                                                      Price per night from

                                                      $252

                                                      Responds fast!
                                                      avg. 1 hour 43 minutes

                                                      Price per night from

                                                      $252

                                                      (1) Excellent 

                                                        9

                                                        Anne Boleyn; dog friendly, Sudeley Castle, Cotswolds - Sleeps 4, Dog Friendly

                                                        Cotswolds / Winchcombe

                                                        Winchcombe cottage

                                                        2 4 min stay varies

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

                                                        Price per night from

                                                        $234

                                                        Responds fast!
                                                        avg. 1 hour 43 minutes

                                                        Price per night from

                                                        $234

                                                          35

                                                          Almsbury Farmhouse, Sudeley Castle, Dog Friendly, Cotswolds - Sleeps 12+2, Dog F

                                                          Cotswolds / Winchcombe

                                                          Winchcombe house

                                                          7 14 min stay varies

                                                          • 7 bedrooms
                                                          • sleeps 14
                                                          • min stay varies
                                                          • Child Friendly

                                                          Price per night from

                                                          $888

                                                          Responds fast!
                                                          avg. 1 hour 43 minutes

                                                          Price per night from

                                                          $888

                                                            6

                                                            George III, Dog Friendly; Sudeley Castle, Cotswolds - Sleeps 4, Dog Friendly, Wa

                                                            Cotswolds / Winchcombe

                                                            Winchcombe apartment

                                                            2 4 min stay varies

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

                                                            Price per night from

                                                            $196

                                                            Responds fast!
                                                            avg. 1 hour 43 minutes

                                                            Price per night from

                                                            $196

                                                              11

                                                              Lord High Admiral, Sudeley Castle, Cotswolds - Sleeps 4, Sudeley Castle, Cotswol

                                                              Cotswolds / Winchcombe

                                                              Winchcombe cottage

                                                              2 4 min stay varies

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

                                                              Price per night from

                                                              $234

                                                              Responds fast!
                                                              avg. 1 hour 43 minutes

                                                              Price per night from

                                                              $234

                                                                7

                                                                Queen Mary; dog friendly, Sudeley Castle, Cotswolds - Sleeps 4, Free Entry to Su

                                                                Cotswolds / Winchcombe

                                                                Winchcombe cottage

                                                                2 4 min stay varies

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

                                                                Price per night from

                                                                $234

                                                                Responds fast!
                                                                avg. 1 hour 43 minutes

                                                                Price per night from

                                                                $234

                                                                Great rentals within 20 miles that match your search

                                                                Distance approx 18.05 km from Winchcombe

                                                                  8

                                                                  Yurt Yami - with a wood-burner and central heating

                                                                  Warwickshire / Whichford

                                                                  Whichford yurt

                                                                  2 4 min stay varies

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

                                                                  Price per night from

                                                                  $104

                                                                  Price per night from

                                                                  $104

                                                                  Distance approx 8.68 km from Winchcombe

                                                                  (30) Excellent 

                                                                    27

                                                                    Yew Tree Barn

                                                                    Cotswolds / Upper Slaughter

                                                                    Upper Slaughter cottage

                                                                    1 2 3 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 3 nights min
                                                                    • Private garden

                                                                    Price per night from

                                                                    $178

                                                                    Responds fast!
                                                                    avg. 15 minutes

                                                                    Price per night from

                                                                    $178

                                                                    Distance approx 16.02 km from Winchcombe

                                                                    (16) Excellent 

                                                                    Certificate of Excellence

                                                                      13

                                                                      The Barn Beechcroft 4* Self Catering Worcestershire

                                                                      Worcestershire / Worcester

                                                                      Worcester barn

                                                                      3 6 2 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 2 nights min
                                                                      • Child Friendly
                                                                      • Pet Friendly
                                                                      • Private garden

                                                                      Certificate of Excellence

                                                                      Price per night from

                                                                      $173

                                                                      Responds fast!
                                                                      avg. 3 hours 6 minutes

                                                                      Price per night from

                                                                      $173

                                                                      Distance approx 19.1 km from Winchcombe

                                                                      (6) Very Good 

                                                                      Certificate of Excellence

                                                                        6

                                                                        Number Eight

                                                                        Oxfordshire / Chadlington

                                                                        Chadlington cottage

                                                                        1 4 2 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 2 nights min
                                                                        • Child Friendly
                                                                        • Pet Friendly
                                                                        • Private garden

                                                                        Certificate of Excellence

                                                                        Price per night from

                                                                        $74

                                                                        Responds fast!
                                                                        avg. 3 hours 33 minutes

                                                                        Price per night from

                                                                        $74

                                                                        Distance approx 19.33 km from Winchcombe

                                                                        (8) Very Good 

                                                                          27

                                                                          10 mins to RSC Theatre, Stratford Upon Avon centre. Parking

                                                                          Warwickshire / Stratford-upon-Avon

                                                                          Stratford-upon-Avon apartment

                                                                          2 4 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          • Car not necessary

                                                                          Price per night from

                                                                          $126

                                                                          Responds fast!
                                                                          avg. 3 hours 55 minutes

                                                                          Price per night from

                                                                          $126

                                                                          Distance approx 18.89 km from Winchcombe

                                                                          (1) Average 

                                                                            47

                                                                            Culls Cottage

                                                                            Gloucestershire / Southrop

                                                                            Southrop cottage

                                                                            3 6 2 nights min

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

                                                                            Price per night from

                                                                            $591

                                                                            Responds fast!
                                                                            avg. 3 hours 9 minutes

                                                                            Price per night from

                                                                            $591

                                                                            Distance approx 9.92 km from Winchcombe

                                                                            (1) Excellent 

                                                                              25

                                                                              Robin Cottage, A beautiful family home for with off road parking & lovely garden

                                                                              Cotswolds / Chipping Campden

                                                                              Chipping Campden cottage

                                                                              4 7 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 7
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Private garden

                                                                              Price per night from

                                                                              $326

                                                                              Price per night from

                                                                              $326