Vacation Rentals & Cottages in Sheffield

Close

Enter dates for more accurate prices

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

Filtering by: Cycling trips

185 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 44 minutes

    Price per night from

    $194

    (1) Excellent 

      10

      Coach House Apartment - Tranquil, Cosmopolitan, Nether Edge - Sheffield. UK

      South Yorkshire / Sheffield

      Sheffield apartment

      1 2 1 night min

      • 1 bedroom
      • sleeps 2
      • 1 night min
      • Nearest beach 2 mi
      • Car not necessary

      Price per night from

      $68

      Price per night from

      $68

      (13) Very Good 

        14

        BUDGET ACCOMMODATION MINUTE FROM M1 JUNCTION 31

        South Yorkshire / Sheffield

        Sheffield townhouse

        3 7 2 nights min

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

        Price per night from

        $122

        Responds fast!
        avg. 2 hours 27 minutes

        Price per night from

        $122

        (43) Very Good 

          43

          Woodvale Lodge - Sheffield Holiday Rental

          Sheffield / Ranmoor

          Sheffield house

          5 10 1 night min

          • 5 bedrooms
          • sleeps 10
          • 1 night min
          • Child Friendly
          • Car not necessary
          • Private garden

          Price per night from

          $402

          Responds fast!
          avg. 3 hours 28 minutes

          Price per night from

          $402

          (23) Very Good 

            19

            The Cart Shed Moorwood Cottage

            South Yorkshire / Sheffield

            Sheffield bungalow

            1 4 1 night min

            • 1 bedroom
            • sleeps 4
            • 1 night min
            • Child Friendly
            • Pet Friendly
            • Private garden

            Price per night from

            $107

            Price per night from

            $107

            (19) Excellent 

              22

              Rose Cottage

              South Yorkshire / Sheffield

              Sheffield cottage

              2 4 3 nights min

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

              Price per night from

              $122

              Responds fast!
              avg. 3 hours 55 minutes

              Price per night from

              $122

              (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

                Great rentals within 20 miles that match your search

                Distance approx 14.42 km from Sheffield Show on Map

                (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

                  $120

                  Price per night from

                  $120

                  Distance approx 16.85 km from Sheffield Show on Map

                  (67) Excellent 

                    36

                    The Barn at The Old Bakery

                    Bakewell / Youlgreave

                    Youlgreave cottage

                    1 2 3 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 3 nights min
                    • Car not necessary

                    Price per night from

                    $99

                    Responds fast!
                    avg. 57 minutes

                    Price per night from

                    $99

                    Distance approx 8.93 km from Sheffield Show on Map

                    (13) Excellent 

                      26

                      THE ROBINS, COWCLOSE BARN, CUTTHORPE

                      Chesterfield / Cutthorpe

                      Cutthorpe cottage

                      1 2 min stay varies

                      • 1 bedroom
                      • sleeps 2
                      • min stay varies
                      • Nearest beach 100 mi
                      • Child Friendly
                      • Pet Friendly

                      Price per night from

                      $94

                      Responds fast!
                      avg. 1 hour 49 minutes

                      Price per night from

                      $94

                      Distance approx 18.56 km from Sheffield Show on Map

                      (16) Excellent 

                        19

                        The Barn at Clough Wood, Thurstonland nr Holmfirth

                        West Yorkshire / Thurstonland

                        Thurstonland barn

                        2 4 3 nights min

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

                        Price per night from

                        $127

                        Responds fast!
                        avg. 2 hours 3 minutes

                        Price per night from

                        $127

                        Distance approx 19.06 km from Sheffield

                        (38) Excellent 

                        Certificate of Excellence

                          31

                          Charming Cottage, Hayfield, in stunning Peak District location

                          Peak District National Park / Hayfield

                          Hayfield cottage

                          2 4 min stay varies

                          • 2 bedrooms
                          • sleeps 4
                          • min stay varies
                          • Suitable for children age 5+
                          • Private garden

                          Certificate of Excellence

                          Price per night from

                          $108

                          Responds fast!
                          avg. 1 hour 16 minutes

                          Price per night from

                          $108

                          Distance approx 11.11 km from Sheffield Show on Map

                          (63) Excellent 

                          Certificate of Excellence

                            39

                            Cosy Corner Cottage .... a quiet hideaway near to Chatsworth House and Bakewell

                            Peak District National Park / Baslow

                            Baslow cottage

                            1 2 min stay varies

                            • 1 bedroom
                            • sleeps 2
                            • min stay varies
                            • Car not necessary

                            Certificate of Excellence

                            Price per night from

                            $94

                            Responds fast!
                            avg. 1 hour 35 minutes

                            Price per night from

                            $94

                            Distance approx 18.71 km from Sheffield

                            (66) Very Good 

                              35

                              The Old Granary & Shepherd's Hut, Matlock 5* Gold

                              Matlock / Wheatcroft

                              Wheatcroft cottage

                              3 6 min stay varies

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

                              Price per night from

                              $177

                              Responds fast!
                              avg. 46 minutes

                              Price per night from

                              $177

                              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

                                $87

                                Responds fast!
                                avg. 1 hour 44 minutes

                                Price per night from

                                $87

                                Distance approx 15.85 km from Sheffield Show on Map

                                (13) Very Good 

                                  34

                                  Hall Dale View

                                  Derbyshire / Two Dales

                                  Two Dales bungalow

                                  2 4 7 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 7 nights min
                                  • Suitable for children age 5+
                                  • Pet Friendly
                                  • Private garden

                                  Price per night from

                                  $72

                                  Responds fast!
                                  avg. 3 hours 27 minutes

                                  Price per night from

                                  $72

                                  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 15.19 km from Sheffield Show on Map

                                    (40) Very Good 

                                      29

                                      Cuckstool Cottage

                                      West Yorkshire / Denby Dale

                                      Denby Dale cottage

                                      3 5 min stay varies

                                      • 3 bedrooms
                                      • sleeps 5
                                      • min stay varies
                                      • Child Friendly
                                      • Pet Friendly
                                      • Private garden
                                      “A home from home to explore the area.” We have recently enjoyed our second weekend stay here. The cottage was just as comfortable as we'd enjoyed before (the beds are really comfortable), and there's so much to see and do in the area that we've booked

                                      Price per night from

                                      $120

                                      Responds fast!
                                      avg. 3 hours 53 minutes

                                      Price per night from

                                      $120

                                      Distance approx 13.52 km from Sheffield Show on Map

                                      (34) Excellent 

                                      Certificate of Excellence

                                        12

                                        Brown Bread Cottage

                                        Hope Valley / Edale

                                        Edale house

                                        2 4 3 nights min

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

                                        Certificate of Excellence

                                        Price per night from

                                        $114

                                        Responds fast!
                                        avg. 13 minutes

                                        Price per night from

                                        $114

                                        Distance approx 14.51 km from Sheffield Show on Map

                                        (11) Excellent 

                                        Certificate of Excellence

                                          25

                                          Wainstones, North Church Street, Bakewell

                                          Peak District National Park / Bakewell

                                          Bakewell house

                                          3 5 min stay varies

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

                                          Certificate of Excellence

                                          Price per night from

                                          $130

                                          Responds fast!
                                          avg. 3 hours 36 minutes

                                          Price per night from

                                          $130

                                          Distance approx 17.05 km from Sheffield Show on Map

                                          (4) Excellent 

                                            13

                                            Laurel Cottage

                                            Bakewell / Youlgreave

                                            Youlgreave house

                                            2 3 2 nights min

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

                                            Price per night from

                                            $130

                                            Responds fast!
                                            avg. 3 hours 39 minutes

                                            Price per night from

                                            $130

                                            Distance approx 18.08 km from Sheffield

                                            (35) Very Good 

                                            Certificate of Excellence

                                              13

                                              Swallow Barn

                                              Peak District National Park / Chelmorton

                                              Chelmorton barn

                                              1 2 min stay varies

                                              • 1 bedroom
                                              • sleeps 2
                                              • min stay varies
                                              • Pet Friendly
                                              • Private garden

                                              Certificate of Excellence

                                              Price per night from

                                              $130

                                              Responds fast!
                                              avg. 29 minutes

                                              Price per night from

                                              $130

                                              Distance approx 8.75 km from Sheffield Show on Map

                                              (19) Excellent 

                                              Certificate of Excellence

                                                15

                                                Rokeby Cottage

                                                Hope Valley / Hathersage

                                                Hathersage cottage

                                                2 3 min stay varies

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

                                                Certificate of Excellence

                                                Price per night from

                                                $115

                                                Responds fast!
                                                avg. 1 hour 45 minutes

                                                Price per night from

                                                $115

                                                Distance approx 14.48 km from Sheffield Show on Map

                                                (6) Very Good 

                                                  15

                                                  Rockingham Apartment

                                                  Peak District National Park / Tideswell

                                                  Tideswell apartment

                                                  2 4 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 3 nights min
                                                  • Child Friendly
                                                  • Ask about pets

                                                  Price per night from

                                                  $122

                                                  Price per night from

                                                  $122

                                                  Distance approx 18.65 km from Sheffield

                                                  (14) Excellent 

                                                  Certificate of Excellence

                                                    21

                                                    Study Farm Cottage

                                                    Matlock / Bonsall

                                                    Bonsall house

                                                    1 2 3 nights min

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

                                                    Certificate of Excellence

                                                    Price per night from

                                                    $72

                                                    Responds fast!
                                                    avg. 20 minutes

                                                    Price per night from

                                                    $72

                                                    Distance approx 13.55 km from Sheffield Show on Map

                                                    (44) Excellent 

                                                      25

                                                      Devonshire Cottage Stunning Chatsworth Estate

                                                      Peak District National Park / Bakewell

                                                      Bakewell cottage

                                                      2 4 3 nights min

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

                                                      Price per night from

                                                      $216

                                                      Responds fast!
                                                      avg. 3 hours 37 minutes

                                                      Price per night from

                                                      $216

                                                      Distance approx 16.92 km from Sheffield Show on Map

                                                      (133) Excellent 

                                                      Certificate of Excellence

                                                        24

                                                        Overdale Cottage

                                                        Bakewell / Youlgreave

                                                        Youlgreave cottage

                                                        1 2 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • min stay varies
                                                        • Pet Friendly
                                                        • Private garden
                                                        “what a beautiful cottage,ina lovely village,and area.” we loved staying in this cottage,for 3 nights.when we got there the heating had been switched on ,the house was lovely and clean and cosy.the view from the windows was gorgeous,and it was just so

                                                        Certificate of Excellence

                                                        Price per night from

                                                        $101

                                                        Responds fast!
                                                        avg. 17 minutes

                                                        Price per night from

                                                        $101

                                                        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 7.85 km from Sheffield Show on Map

                                                          (5) Excellent 

                                                            9

                                                            3 The Rumblings

                                                            Chesterfield / Barlow

                                                            Barlow cottage

                                                            2 5 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • min stay varies
                                                            • Child Friendly

                                                            Price per night from

                                                            $89

                                                            Price per night from

                                                            $89

                                                            Distance approx 19.66 km from Sheffield

                                                            (29) Very Good 

                                                              17

                                                              Hayfield 'Fairy Bank' Holiday Cottage,

                                                              Peak District National Park / Hayfield

                                                              Hayfield cottage

                                                              3 6 2 nights min

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

                                                              Price per night from

                                                              $130

                                                              Responds fast!
                                                              avg. 27 minutes

                                                              Price per night from

                                                              $130

                                                              Distance approx 18.45 km from Sheffield Show on Map

                                                              (8) Excellent 

                                                              Certificate of Excellence

                                                                12

                                                                Pellcroft Stone Cottage

                                                                West Yorkshire / Holmfirth

                                                                Holmfirth cottage

                                                                1 3 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 3
                                                                • min stay varies
                                                                • Car not necessary
                                                                • Pet Friendly
                                                                • Private garden

                                                                Certificate of Excellence

                                                                Price per night from

                                                                $94

                                                                Responds fast!
                                                                avg. 9 minutes

                                                                Price per night from

                                                                $94

                                                                Distance approx 18.13 km from Sheffield Show on Map

                                                                (9) Excellent 

                                                                  26

                                                                  Room with a View

                                                                  West Yorkshire / Holmfirth

                                                                  Holmfirth apartment

                                                                  1 2 2 nights min

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

                                                                  Price per night from

                                                                  $158

                                                                  Responds fast!
                                                                  avg. 7 minutes

                                                                  Price per night from

                                                                  $158

                                                                  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 14.78 km from Sheffield Show on Map

                                                                    (22) Excellent 

                                                                    Certificate of Excellence

                                                                      24

                                                                      End Cottage

                                                                      Bakewell / Ashford-in-the-Water

                                                                      Ashford-in-the-Water cottage

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Private garden

                                                                      Certificate of Excellence

                                                                      Price per night from

                                                                      $95

                                                                      Responds fast!
                                                                      avg. 2 hours 53 minutes

                                                                      Price per night from

                                                                      $95

                                                                      Distance approx 14.31 km from Sheffield Show on Map

                                                                      (11) Very Good 

                                                                      Certificate of Excellence

                                                                        35

                                                                        The Mill Wheel

                                                                        Peak District National Park / Bakewell

                                                                        Bakewell apartment

                                                                        3 6 3 nights min

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

                                                                        Certificate of Excellence

                                                                        Price per night from

                                                                        $180

                                                                        Responds fast!
                                                                        avg. 2 hours 53 minutes

                                                                        Price per night from

                                                                        $180

                                                                        Distance approx 10.91 km from Sheffield Show on Map

                                                                        (72) Excellent 

                                                                        Certificate of Excellence

                                                                          33

                                                                          East View, Eyam,Peak District,dog friendly, cosy, traditional, near Chatsworth.

                                                                          Hope Valley / Eyam

                                                                          Eyam cottage

                                                                          2 5 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 5
                                                                          • 3 nights min
                                                                          • Child Friendly
                                                                          • Car not necessary
                                                                          • Pet Friendly

                                                                          Certificate of Excellence

                                                                          Price per night from

                                                                          $101

                                                                          Responds fast!
                                                                          avg. 59 minutes

                                                                          Price per night from

                                                                          $101

                                                                          Distance approx 18.87 km from Sheffield

                                                                          (25) Very Good 

                                                                          Certificate of Excellence

                                                                            15

                                                                            Bailey Flatt Barn Buxton Peak district Derbyshire

                                                                            Derbyshire / Buxton

                                                                            Buxton barn

                                                                            4 7 min stay varies

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

                                                                            Certificate of Excellence

                                                                            Price per night from

                                                                            $199

                                                                            Responds fast!
                                                                            avg. 2 hours 35 minutes

                                                                            Price per night from

                                                                            $199

                                                                            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

                                                                              $107

                                                                              Responds fast!
                                                                              avg. 39 minutes

                                                                              Price per night from

                                                                              $107