Vacation Rentals & Cottages in Sheffield

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70 Houses

(15) Very Good 

    54

    Simon's Cottage, Totley, Sheffield, Nr Peak District

    South Yorkshire / Sheffield

    Sheffield cottage

    3 6 min stay varies

    • 3 bedrooms
    • sleeps 6
    • min stay varies
    • Child Friendly
    • Car not necessary
    • Pet Friendly

    Price per night from

    $194

    Responds fast!
    avg. 1 hour 24 minutes

    Price per night from

    $194

    (6) Very Good 

      52

      Simon's Cottage, Totley, Sheffield, Nr Peak District, Sheffield

      South Yorkshire / Sheffield

      Sheffield cottage

      3 6 min stay varies

      • 3 bedrooms
      • sleeps 6
      • min stay varies
      • Child Friendly
      • Car not necessary
      • Pet Friendly

      Price per night from

      $194

      Responds fast!
      avg. 1 hour 35 minutes

      Price per night from

      $194

      (9) Very Good 

        8

        Blackberry Cottage

        Sheffield / Rivelin Valley

        Sheffield cottage

        2 4 min stay varies

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

        Price per night from

        $101

        Price per night from

        $101

        Great rentals within 20 miles that match your search

        Distance approx 16.04 km from Sheffield Show on Map

        (33) Very Good 

        Certificate of Excellence

          10

          Derwent View

          Derbyshire / Matlock

          Matlock cottage

          4 10 3 nights min

          • 4 bedrooms
          • sleeps 10
          • 3 nights min
          • Child Friendly
          • Car not necessary
          • Ask about pets

          Certificate of Excellence

          Price per night from

          $106

          Responds fast!
          avg. 39 minutes

          Price per night from

          $106

          Distance approx 17.12 km from Sheffield Show on Map

          (25) Excellent 

          Certificate of Excellence

            15

            Lion Cottage

            Peak District National Park / Birchover

            Birchover cottage

            2 5 min stay varies

            • 2 bedrooms
            • sleeps 5
            • min stay varies
            • Child Friendly
            • Ask about pets

            Certificate of Excellence

            Price per night from

            $115

            Price per night from

            $115

            Distance approx 5 km from Sheffield Show on Map

            (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

              $68

              Responds fast!
              avg. 2 hours 56 minutes

              Price per night from

              $68

              Distance approx 16.12 km from Sheffield Show on Map

              (1) Excellent 

                43

                The Old Farm House-2 Bedroom barn conversion-nr Bakewell

                Bakewell / Ashford-in-the-Water

                Ashford-in-the-Water barn

                2 4 3 nights min

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

                Price per night from

                $151

                Responds fast!
                avg. 3 hours 56 minutes

                Price per night from

                $151

                Distance approx 11.24 km from Sheffield Show on Map

                  7

                  Beautiful Annexe Set In Rural Location Close To Peak District

                  Chesterfield / Holymoorside

                  Holymoorside apartment

                  1 2 4 nights min

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

                  Price per night from

                  $122

                  Price per night from

                  $122

                  Distance approx 12.26 km from Sheffield Show on Map

                  (10) Excellent 

                    18

                    THE OLD DAIRY, BROSTERFIELD FM

                    Derbyshire / Foolow

                    Foolow cottage

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Child Friendly
                    • Car not necessary
                    • Pet Friendly

                    Price per night from

                    $188

                    Price per night from

                    $188

                    Distance approx 15.7 km from Sheffield Show on Map

                    (13) Excellent 

                    Certificate of Excellence

                      18

                      Monks Memories, Monks Retreat

                      Peak District National Park / Millers Dale

                      Millers Dale cottage

                      1 2 min stay varies

                      • 1 bedroom
                      • sleeps 2
                      • min stay varies
                      • Nearest beach 0 mi
                      • Child Friendly
                      • Pet Friendly

                      Certificate of Excellence

                      Price per night from

                      $88

                      Responds fast!
                      avg. 1 hour 9 minutes

                      Price per night from

                      $88

                      Distance approx 12.99 km from Sheffield Show on Map

                      (5) Excellent 

                        6

                        Worksop character property

                        Nottinghamshire / Worksop

                        Worksop house

                        2 6 2 nights min

                        • 2 bedrooms
                        • sleeps 6
                        • 2 nights min
                        • Nearest beach 150 mi
                        • Child Friendly
                        • Car not necessary

                        Price per night from

                        $95

                        Responds fast!
                        avg. 1 hour 9 minutes

                        Price per night from

                        $95

                        Distance approx 16.7 km from Sheffield Show on Map

                        (43) Very Good 

                          26

                          Robertswood House

                          Derbyshire / Matlock

                          Matlock cottage

                          9 21 3 nights min

                          • 9 bedrooms
                          • sleeps 21
                          • 3 nights min
                          • Nearest beach 85 mi
                          • Child Friendly
                          • Ask about pets

                          Price per night from

                          $717

                          Responds fast!
                          avg. 2 hours 9 minutes

                          Price per night from

                          $717

                          Distance approx 14.72 km from Sheffield Show on Map

                          (18) Excellent 

                          Certificate of Excellence

                            16

                            Old School House, Carlecotes

                            West Yorkshire / Holmfirth

                            Holmfirth cottage

                            2 3 3 nights min

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

                            Certificate of Excellence

                            Price per night from

                            $86

                            Responds fast!
                            avg. 1 hour 16 minutes

                            Price per night from

                            $86

                            Distance approx 16.82 km from Sheffield Show on Map

                            (1) Excellent 

                              12

                              Wildflower Holiday Cottage Rental

                              Bakewell / Youlgreave

                              Youlgreave house

                              2 4 3 nights min

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

                              Price per night from

                              $128

                              Responds fast!
                              avg. 2 hours 3 minutes

                              Price per night from

                              $128

                              Distance approx 6.31 km from Sheffield Show on Map

                              (8) Excellent 

                                22

                                The Stables Holiday Cottage

                                Derbyshire / Holmesfield

                                Holmesfield cottage

                                2 5 3 nights min

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

                                Price per night from

                                $215

                                Responds fast!
                                avg. 2 hours 45 minutes

                                Price per night from

                                $215

                                Distance approx 14.31 km from Sheffield Show on Map

                                (44) Excellent 

                                Certificate of Excellence

                                  19

                                  Foxglove Cottage - Ashover near Matlock

                                  Chesterfield / Ashover

                                  Ashover cottage

                                  2 4 min stay varies

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

                                  Certificate of Excellence

                                  Price per night from

                                  $106

                                  Responds fast!
                                  avg. 46 minutes

                                  Price per night from

                                  $106

                                  Distance approx 16.46 km from Sheffield Show on Map

                                    11

                                    Modern and beautiful house with Medow view

                                    Derbyshire / Shirebrook

                                    Shirebrook house

                                    3 5 2 nights min

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

                                    Price per night from

                                    $108

                                    Price per night from

                                    $108

                                    Distance approx 12.85 km from Sheffield Show on Map

                                    (10) Very Good 

                                    Certificate of Excellence

                                      13

                                      Michaelmas Cottage

                                      South Yorkshire / Penistone

                                      Penistone cottage

                                      2 6 2 nights min

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

                                      Certificate of Excellence

                                      Price per night from

                                      $158

                                      Responds fast!
                                      avg. 2 hours 35 minutes

                                      Price per night from

                                      $158

                                      Distance approx 17.34 km from Sheffield

                                      (24) Excellent 

                                      Certificate of Excellence

                                        34

                                        Orchard Cottage

                                        Matlock / Tansley

                                        Tansley cottage

                                        4 10 3 nights min

                                        • 4 bedrooms
                                        • sleeps 10
                                        • 3 nights min
                                        • Child Friendly
                                        • Pet Friendly
                                        • Private garden

                                        Certificate of Excellence

                                        Price per night from

                                        $316

                                        Responds fast!
                                        avg. 2 hours 50 minutes

                                        Price per night from

                                        $316

                                        Distance approx 16.77 km from Sheffield Show on Map

                                        (41) Very Good 

                                        Certificate of Excellence

                                          20

                                          Hillsway. Easily accessible Bungalow with ample off road parking

                                          Bakewell / Youlgreave

                                          Youlgreave bungalow

                                          2 5 min stay varies

                                          • 2 bedrooms
                                          • sleeps 5
                                          • min stay varies
                                          • Child Friendly
                                          • Car not necessary
                                          • Pet Friendly

                                          Certificate of Excellence

                                          Price per night from

                                          $122

                                          Responds fast!
                                          avg. 2 hours 41 minutes

                                          Price per night from

                                          $122

                                          Distance approx 12.85 km from Sheffield Show on Map

                                          (2) Very Good 

                                            20

                                            Moonpenny

                                            South Yorkshire / Penistone

                                            Penistone cottage

                                            3 7 2 nights min

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

                                            Price per night from

                                            $215

                                            Responds fast!
                                            avg. 2 hours 35 minutes

                                            Price per night from

                                            $215

                                            Distance approx 15.93 km from Sheffield Show on Map

                                            (44) Excellent 

                                            Certificate of Excellence

                                              25

                                              The Wriggly Tin

                                              Peak District National Park / Millers Dale

                                              Millers Dale cottage

                                              4 9 min stay varies

                                              • 4 bedrooms
                                              • sleeps 9
                                              • min stay varies
                                              • Child Friendly
                                              • Private garden

                                              Certificate of Excellence

                                              Price per night from

                                              $129

                                              Responds fast!
                                              avg. 1 hour 33 minutes

                                              Price per night from

                                              $129

                                              Distance approx 14.89 km from Sheffield Show on Map

                                              (43) Very Good 

                                              Certificate of Excellence

                                                15

                                                The Old Farmhouse

                                                Matlock / Darley Moor

                                                Darley Moor farmhouse

                                                2 5 min stay varies

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

                                                Certificate of Excellence

                                                Price per night from

                                                $115

                                                Responds fast!
                                                avg. 15 minutes

                                                Price per night from

                                                $115

                                                Distance approx 14.31 km from Sheffield Show on Map

                                                (45) Excellent 

                                                Certificate of Excellence

                                                  21

                                                  Columbine Cottage - Ashover holiday rental

                                                  Chesterfield / Ashover

                                                  Ashover cottage

                                                  3 6 min stay varies

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

                                                  Certificate of Excellence

                                                  Price per night from

                                                  $129

                                                  Responds fast!
                                                  avg. 46 minutes

                                                  Price per night from

                                                  $129

                                                  Distance approx 18.6 km from Sheffield

                                                  (18) Very Good 

                                                    24

                                                    Artists Cottage Matlock Bath

                                                    Matlock / Matlock Bath

                                                    Matlock Bath cottage

                                                    3 5 3 nights min

                                                    • 3 bedrooms
                                                    • sleeps 5
                                                    • 3 nights min
                                                    • Child Friendly
                                                    • Car not necessary
                                                    • Ask about pets

                                                    Price per night from

                                                    $86

                                                    Responds fast!
                                                    avg. 1 hour 57 minutes

                                                    Price per night from

                                                    $86

                                                    Distance approx 15.68 km from Sheffield Show on Map

                                                    (10) Excellent 

                                                      20

                                                      Friars Folly, Monks Retreat

                                                      Peak District National Park / Millers Dale

                                                      Millers Dale cottage

                                                      2 4 min stay varies

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

                                                      Price per night from

                                                      $98

                                                      Responds fast!
                                                      avg. 1 hour 9 minutes

                                                      Price per night from

                                                      $98

                                                      Distance approx 12.91 km from Sheffield Show on Map

                                                      (21) Excellent 

                                                      Certificate of Excellence

                                                        18

                                                        Dale Cottage.

                                                        Hope Valley / Castleton

                                                        Castleton house

                                                        3 6 3 nights min

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

                                                        Certificate of Excellence

                                                        Price per night from

                                                        $94

                                                        Responds fast!
                                                        avg. 1 hour 47 minutes

                                                        Price per night from

                                                        $94

                                                        Distance approx 17.23 km from Sheffield Show on Map

                                                        (65) Excellent 

                                                        Certificate of Excellence

                                                          16

                                                          Cobblers Cottage Birchover Derbyshire

                                                          Peak District National Park / Birchover

                                                          Birchover cottage

                                                          2 4 min stay varies

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

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $115

                                                          Responds fast!
                                                          avg. 1 hour 20 minutes

                                                          Price per night from

                                                          $115

                                                          Distance approx 7.86 km from Sheffield Show on Map

                                                          (4) Very Good 

                                                            6

                                                            1 The Rumblings

                                                            Chesterfield / Barlow

                                                            Barlow cottage

                                                            2 4 min stay varies

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

                                                            Price per night from

                                                            $86

                                                            Price per night from

                                                            $86

                                                            Distance approx 12.75 km from Sheffield Show on Map

                                                            (2) Very Good 

                                                              16

                                                              Daisy Cottage

                                                              South Yorkshire / Penistone

                                                              Penistone cottage

                                                              1 4 2 nights min

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

                                                              Price per night from

                                                              $115

                                                              Responds fast!
                                                              avg. 2 hours 35 minutes

                                                              Price per night from

                                                              $115

                                                              Distance approx 18.7 km from Sheffield

                                                              (57) Very Good 

                                                              Certificate of Excellence

                                                                28

                                                                Weavers cottage

                                                                Matlock / Bonsall

                                                                Bonsall cottage

                                                                2 5 2 nights min

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • 2 nights min
                                                                • Child Friendly
                                                                • Car not necessary
                                                                • Private garden

                                                                Certificate of Excellence

                                                                Price per night from

                                                                $94

                                                                Responds fast!
                                                                avg. 1 hour 22 minutes

                                                                Price per night from

                                                                $94

                                                                Distance approx 14.06 km from Sheffield Show on Map

                                                                (33) Very Good 

                                                                Certificate of Excellence

                                                                  26

                                                                  Cross View

                                                                  Peak District National Park / Tideswell

                                                                  Tideswell cottage

                                                                  2 6 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  • Car not necessary
                                                                  • Pet Friendly

                                                                  Certificate of Excellence

                                                                  Price per night from

                                                                  $151

                                                                  Responds fast!
                                                                  avg. 2 hours 27 minutes

                                                                  Price per night from

                                                                  $151

                                                                  Distance approx 13.98 km from Sheffield Show on Map

                                                                  (4) Excellent 

                                                                    12

                                                                    Luxurious self-catering for five in Hope Valley.

                                                                    Hope Valley / Edale

                                                                    Edale house

                                                                    3 5 3 nights min

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

                                                                    Price per night from

                                                                    $215

                                                                    Responds fast!
                                                                    avg. 3 hours 25 minutes

                                                                    Price per night from

                                                                    $215

                                                                    Distance approx 15.72 km from Sheffield Show on Map

                                                                    (15) Excellent 

                                                                    Certificate of Excellence

                                                                      20

                                                                      Abbots Abode, Monks Retreat

                                                                      Peak District National Park / Millers Dale

                                                                      Millers Dale cottage

                                                                      2 6 min stay varies

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

                                                                      Certificate of Excellence

                                                                      Price per night from

                                                                      $106

                                                                      Responds fast!
                                                                      avg. 1 hour 9 minutes

                                                                      Price per night from

                                                                      $106

                                                                      Distance approx 19.72 km from Sheffield Show on Map

                                                                      (49) Excellent 

                                                                        24

                                                                        Ford Cottage

                                                                        West Yorkshire / Holmfirth

                                                                        Holmfirth cottage

                                                                        4 8 min stay varies

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

                                                                        Price per night from

                                                                        $225

                                                                        Responds fast!
                                                                        avg. 20 minutes

                                                                        Price per night from

                                                                        $225

                                                                        Distance approx 15.92 km from Sheffield Show on Map

                                                                        (36) Excellent 

                                                                        Certificate of Excellence

                                                                          16

                                                                          Rustic Barn

                                                                          Bakewell / Over Haddon

                                                                          Over Haddon cottage

                                                                          3 5 min stay varies

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

                                                                          Certificate of Excellence

                                                                          Price per night from

                                                                          $132

                                                                          Responds fast!
                                                                          avg. 1 hour 16 minutes

                                                                          Price per night from

                                                                          $132

                                                                          Distance approx 9.37 km from Sheffield Show on Map

                                                                          (4) Excellent 

                                                                            11

                                                                            Derwent View 3 Bedroom Bungalow With Stunning Peak District Views

                                                                            Hope Valley / Bamford

                                                                            Bamford house

                                                                            3 6 min stay varies

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

                                                                            Price per night from

                                                                            $180

                                                                            Responds fast!
                                                                            avg. 1 hour 8 minutes

                                                                            Price per night from

                                                                            $180

                                                                            Distance approx 14.97 km from Sheffield Show on Map

                                                                            (48) Excellent 

                                                                              13

                                                                              6 Litton Mill - luxury self catering apt - Peak District riverside - sleeps 6

                                                                              Peak District National Park / Litton Mill

                                                                              Litton Mill apartment

                                                                              3 6 min stay varies

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

                                                                              Price per night from

                                                                              $117

                                                                              Responds fast!
                                                                              avg. 2 hours 59 minutes

                                                                              Price per night from

                                                                              $117