Vacation Rentals & Cottages in Winster

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1,428 Houses

(6) Excellent 

    15

    MOOR LANE HOUSE, detached, woodburner, WiFi, pet-friendly, garden, in Elton

    Peak District National Park / Winster

    Winster house

    2 4 3 nights min

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

    Price per night from

    $108

    Price per night from

    $108

    (8) Excellent 

      9

      NUFFIES COTTAGE, family friendly, character holiday cottage, with a garden in

      Peak District National Park / Winster

      Winster house

      3 7 3 nights min

      • 3 bedrooms
      • sleeps 7
      • 3 nights min
      • Child Friendly
      • Private garden
      “An ideal family property for the festive season” Im sure we have already submitted a review but again we found the property had everything we needed for an extended family stay.The standard of accomadation was first class and the owners couldnt have b

      Price per night from

      $137

      Price per night from

      $137

      (17) Excellent 

        18

        BARN CROFT COTTAGE, pet friendly, character holiday cottage, with a garden in

        Peak District National Park / Winster

        Winster house

        1 2 3 nights min

        • 1 bedroom
        • sleeps 2
        • 3 nights min
        • Child Friendly
        • Pet Friendly
        • Private garden
        “Excellent cottage accommodation for 2” Barn Cottage was very clean & comfortable with everything provided that would be needed for a relaxing holiday.It is in an excellent location for exploring on foot or driving to attractions in Derbyshire.

        Price per night from

        $82

        Price per night from

        $82

        (5) Excellent 

          19

          CHRISTMAS COTTAGE, romantic, character holiday cottage, with open fire in

          Peak District National Park / Winster

          Winster house

          2 2 3 nights min

          • 2 bedrooms
          • sleeps 2
          • 3 nights min
          • Child Friendly
          “Even though it wasnt Christmas .. it felt like it” The accomodation is more than adequate and every thing was catered for, lounge cosy and suitable for two with a separate dining room. The kitchen is nicely decorated and again every thing had been tho

          Price per night from

          $108

          Price per night from

          $108

          (11) Very Good 

            6

            AUNT JANE'S, family friendly, character holiday cottage, with a garden in

            Peak District National Park / Winster

            Winster house

            2 3 3 nights min

            • 2 bedrooms
            • sleeps 3
            • 3 nights min
            • Child Friendly
            “Cosy cottage in a tranquil location” We had a very warm reception from Jill, the owner, on the day we arrived. She also gave us a welcome pack of tea, coffee and biscuits. The kitchen was well-equiped and clean. The standard of cleanliness in the w

            Price per night from

            $93

            Price per night from

            $93

            (1) Excellent 

              10

              THE DELL, detached, countryside views, WiFi, garden, in Winster, Ref 938599

              Peak District National Park / Winster

              Winster house

              1 2 3 nights min

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

              Price per night from

              $140

              Price per night from

              $140

              (13) Very Good 

                10

                COBBLED CORNER, romantic, character holiday cottage, with a garden in Elton

                Peak District National Park / Winster

                Winster house

                1 2 3 nights min

                • 1 bedroom
                • sleeps 2
                • 3 nights min
                • Child Friendly
                “romantic getaway” An excellent location in the central peak district. The weather was wonderful too, which helped as we could maximise our outdoor time.

                Price per night from

                $97

                Price per night from

                $97

                  15

                  STANFREE HOUSE, pet friendly, enclosed courtyard, amenities on the doorstep, in

                  Peak District National Park / Winster

                  Winster house

                  2 4 3 nights min

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

                  Price per night from

                  $131

                  Price per night from

                  $131

                  (17) Very Good 

                    17

                    DAISY COTTAGE family-friendly, woodburning stove, village centre in Winster Ref

                    Peak District National Park / Winster

                    Winster house

                    3 7 3 nights min

                    • 3 bedrooms
                    • sleeps 7
                    • 3 nights min
                    • Child Friendly
                    • Private garden

                    Price per night from

                    $113

                    Price per night from

                    $113

                      25

                      HOLLY COTTAGE, detached, woodburner, parking, terraced garden, in Bakewell, Ref

                      Peak District National Park / Winster

                      Winster house

                      3 6 3 nights min

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

                      Price per night from

                      $154

                      Price per night from

                      $154

                      (3) Very Good 

                        12

                        LEAHAY, lawned garden, ground floor bedrooms, short walk to pub, Matlock, Ref

                        Peak District National Park / Winster

                        Winster house

                        4 8 3 nights min

                        • 4 bedrooms
                        • sleeps 8
                        • 3 nights min
                        • Child Friendly

                        Price per night from

                        $227

                        Price per night from

                        $227

                        (3) Excellent 

                          30

                          BANK HOUSE, stunning property, over three floors, woodburners, walled garden

                          Peak District National Park / Winster

                          Winster house

                          6 14 3 nights min

                          • 6 bedrooms
                          • sleeps 14
                          • 3 nights min
                          • Child Friendly
                          • Private garden

                          Price per night from

                          $564

                          Price per night from

                          $564

                          (3) Average 

                            13

                            ROCK COTTAGE, village and country views, original features, Winster, Ref 955895

                            Peak District National Park / Winster

                            Winster house

                            2 3 3 nights min

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

                            Price per night from

                            $123

                            Price per night from

                            $123

                              15

                              JASMINE COTTAGE, views, lovely garden, in the heart of Youlgreave, Ref. 970052

                              Peak District National Park / Winster

                              Winster house

                              2 4 3 nights min

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

                              Price per night from

                              $120

                              Price per night from

                              $120

                              (3) Excellent 

                                10

                                WALTON COTTAGE, feature stonework and beams, woodburning stove, WiFi, in

                                Peak District National Park / Winster

                                Winster house

                                2 4 3 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 3 nights min
                                • Private garden

                                Price per night from

                                $111

                                Price per night from

                                $111

                                  27

                                  1 SUNNYSIDE, exposed stone and beams, Smart TV, Elton

                                  Peak District National Park / Winster

                                  Winster cottage

                                  2 4 3 nights min

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

                                  Price per night from

                                  $117

                                  Price per night from

                                  $117

                                    8

                                    PUMP COTTAGE, pretty cottage, close to amenities, woodburning stove, garden, in

                                    Peak District National Park / Winster

                                    Winster house

                                    3 6 3 nights min

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

                                    Price per night from

                                    $121

                                    Price per night from

                                    $121

                                    (8) Excellent 

                                      17

                                      WINSTER HALL, Grade II listed, four posters, open fire, in Winster. Ref. 30946

                                      Peak District National Park / Winster

                                      Winster house

                                      7 16 3 nights min

                                      • 7 bedrooms
                                      • sleeps 16
                                      • 3 nights min
                                      • Child Friendly
                                      • Pet Friendly
                                      • Private garden

                                      Price per night from

                                      $701

                                      Price per night from

                                      $701

                                        16

                                        FARRIERS COTTAGE, exposed beams, in Winster

                                        Peak District National Park / Winster

                                        Winster cottage

                                        2 3 3 nights min

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

                                        Price per night from

                                        $121

                                        Price per night from

                                        $121

                                        (54) Excellent 

                                        Certificate of Excellence

                                          16

                                          The Old Barn

                                          Peak District National Park / Winster

                                          Winster barn

                                          3 5 2 nights min

                                          • 3 bedrooms
                                          • sleeps 5
                                          • 2 nights min
                                          • Child Friendly

                                          Certificate of Excellence

                                          Price per night from

                                          $146

                                          Responds fast!
                                          avg. 1 hour 26 minutes

                                          Price per night from

                                          $146

                                            24

                                            51487 Cottage situated in Matlock (3.7mls W)

                                            Peak District National Park / Winster

                                            Winster house

                                            3 6 7 nights min

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

                                            Price per night from

                                            $99

                                            Price per night from

                                            $99

                                            (5) Very Good 

                                              19

                                              Derbyshire Village House sleeping up to 18 adults, pub, shop in walking distance

                                              Peak District National Park / Winster

                                              Winster house

                                              6 18 min stay varies

                                              • 6 bedrooms
                                              • sleeps 18
                                              • min stay varies
                                              • Child Friendly
                                              • Pet Friendly

                                              Price per night from

                                              $870

                                              Responds fast!
                                              avg. 2 hours 37 minutes

                                              Price per night from

                                              $870

                                                19

                                                PK885 Cottage situated in Winster

                                                Peak District National Park / Winster

                                                Winster house

                                                2 4 7 nights min

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

                                                Price per night from

                                                $83

                                                Price per night from

                                                $83

                                                (75) Very Good 

                                                Certificate of Excellence

                                                  25

                                                  The Croft Winster

                                                  Peak District National Park / Winster

                                                  Winster cottage

                                                  2 5 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 3 nights min
                                                  • Child Friendly
                                                  • Pet Friendly
                                                  • Private garden

                                                  Certificate of Excellence

                                                  Price per night from

                                                  $138

                                                  Responds fast!
                                                  avg. 3 hours 20 minutes

                                                  Price per night from

                                                  $138

                                                  (8) Excellent 

                                                    20

                                                    Quirky Detached Stone Cottage on 4 Levels

                                                    Peak District National Park / Winster

                                                    Winster cottage

                                                    2 4 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Ask about children
                                                    • Private garden

                                                    Price per night from

                                                    $117

                                                    Price per night from

                                                    $117

                                                    (14) Very Good 

                                                      14

                                                      The Spook cosy detached cottage with garden and off road parking

                                                      Peak District National Park / Winster

                                                      Winster cottage

                                                      1 2 3 nights min

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

                                                      Price per night from

                                                      $109

                                                      Responds fast!
                                                      avg. 2 hours 31 minutes

                                                      Price per night from

                                                      $109

                                                        16

                                                        54781 Cottage situated in Winster

                                                        Peak District National Park / Winster

                                                        Winster cottage

                                                        2 3 7 nights min

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

                                                        Price per night from

                                                        $75

                                                        Price per night from

                                                        $75

                                                        Great rentals within 20 miles that match your search

                                                        Distance approx 11.78 km from Winster

                                                        (2) Excellent 

                                                          24

                                                          Modern semi detached holiday cottage in Waterhouses with countryside views

                                                          Peak District National Park / Waterhouses

                                                          Waterhouses house

                                                          3 5 min stay varies

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

                                                          Price per night from

                                                          $95

                                                          Responds fast!
                                                          avg. 1 hour 2 minutes

                                                          Price per night from

                                                          $95

                                                          Distance approx 5.07 km from Winster

                                                          (3) Excellent 

                                                            4

                                                            Longacre Fishery Holiday Flat

                                                            Matlock / Tansley

                                                            Tansley studio

                                                            Studio 2 1 night min

                                                            • Studio
                                                            • sleeps 2
                                                            • 1 night min
                                                            • Beach / lakeside relaxation
                                                            • Suitable for children age 5+
                                                            • Private garden

                                                            Price per night from

                                                            $131

                                                            Price per night from

                                                            $131

                                                            Distance approx 8.47 km from Winster

                                                            (19) Excellent 

                                                              19

                                                              WINNOW STABLES - luxury barn - Dovedale - Peak District - sleeps 4

                                                              Peak District National Park / Alstonefield

                                                              Alstonefield barn

                                                              2 4 min stay varies

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

                                                              Price per night from

                                                              $175

                                                              Responds fast!
                                                              avg. 2 hours 23 minutes

                                                              Price per night from

                                                              $175

                                                              Distance approx 18.68 km from Winster

                                                              (1) Very Good 

                                                                10

                                                                Craggside- Your Travel Stop

                                                                South Yorkshire / Sheffield

                                                                Sheffield guest house

                                                                1 2 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 2 nights min
                                                                • Child Friendly

                                                                Price per night from

                                                                $115

                                                                Price per night from

                                                                $115

                                                                Distance approx 16.69 km from Winster

                                                                  6

                                                                  3 Bedroom flat in Fullwood,Sheffield

                                                                  South Yorkshire / Sheffield

                                                                  Sheffield apartment

                                                                  3 10 4 nights min

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

                                                                  Price per night from

                                                                  $320

                                                                  Price per night from

                                                                  $320

                                                                  Distance approx 10.18 km from Winster

                                                                  (14) Excellent 

                                                                  Certificate of Excellence

                                                                    14

                                                                    The Cottage Earl Sterndale

                                                                    Derbyshire / Buxton

                                                                    Buxton cottage

                                                                    1 2 3 nights min

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

                                                                    Certificate of Excellence

                                                                    Price per night from

                                                                    $115

                                                                    Responds fast!
                                                                    avg. 31 minutes

                                                                    Price per night from

                                                                    $115

                                                                    Distance approx 11.15 km from Winster

                                                                    (12) Average 

                                                                      14

                                                                      Badgers Cottage, Moor Grange Farm

                                                                      Derbyshire / Buxton

                                                                      Buxton cottage

                                                                      3 6 3 nights min

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

                                                                      Price per night from

                                                                      $218

                                                                      Responds fast!
                                                                      avg. 2 hours 34 minutes

                                                                      Price per night from

                                                                      $218

                                                                      Distance approx 15.26 km from Winster

                                                                      (17) Very Good 

                                                                      Certificate of Excellence

                                                                        23

                                                                        Old Hall Farm Holiday Cottage 1

                                                                        Staffordshire / Ipstones

                                                                        Ipstones cottage

                                                                        1 4 3 nights min

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

                                                                        Certificate of Excellence

                                                                        Price per night from

                                                                        $79

                                                                        Price per night from

                                                                        $79

                                                                        Distance approx 13.3 km from Winster

                                                                        (4) Excellent 

                                                                          6

                                                                          Pat's Cottage

                                                                          South Yorkshire / Dore

                                                                          Dore cottage

                                                                          2 6 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Ask about pets

                                                                          Price per night from

                                                                          $69

                                                                          Responds fast!
                                                                          avg. 3 hours 35 minutes

                                                                          Price per night from

                                                                          $69

                                                                          Distance approx 16.32 km from Winster

                                                                            32

                                                                            CENTRAL LUXE APARTMENTS

                                                                            Derbyshire / Derby

                                                                            Derby apartment

                                                                            2 3 2 nights min

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

                                                                            Price per night from

                                                                            $204

                                                                            Price per night from

                                                                            $204

                                                                            Distance approx 5.22 km from Winster

                                                                            (22) Very Good 

                                                                              23

                                                                              Beautiful Cottage with parking in centre of Bakewell for up to 6 people.

                                                                              Peak District National Park / Bakewell

                                                                              Bakewell cottage

                                                                              3 6 min stay varies

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

                                                                              Price per night from

                                                                              $121

                                                                              Price per night from

                                                                              $121