Houses in South Wingfield and Apartments – Holiday Lettings - Holiday Rentals South Wingfield

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,156 Holiday homes

(56) Very Good 

    24

    Holiday manor house in South Wingfield

    South Wingfield / Oakerthorpe

    8 17 min stay varies

    • 8 bedrooms
    • sleeps 17
    • min stay varies
    • Child friendly
    • Private garden

    from £460 / night

    £2,000 - £3,000 / week

    Enquire View

    from £460 / night

    (5) Excellent 

    Certificate of Excellence

      16

      Holiday home in South Wingfield

      Derbyshire / South Wingfield

      6 18 min stay varies

      • 6 bedrooms
      • sleeps 18
      • min stay varies
      • Child friendly

      Certificate of Excellence

      from £283 / night

      £1,980 / week

      Book View

      Responds fast!
      avg. 3 hours 2 minutes

      from £283 / night

      (6) Excellent 

      Certificate of Excellence

        7

        Holiday apartment with golf nearby in South Wingfield

        South Wingfield / Oakerthorpe

        4 10 min stay varies

        • 4 bedrooms
        • sleeps 10
        • min stay varies
        • Child friendly
        • Ask about pets

        Certificate of Excellence

        from £94 / night

        £658 / week

        Book View

        Responds fast!
        avg. 3 hours 2 minutes

        from £94 / night

        (6) Excellent 

        Certificate of Excellence

          9

          Home rental in Oakerthorpe with golf nearby

          South Wingfield / Oakerthorpe

          2 4 min stay varies

          • 2 bedrooms
          • sleeps 4
          • min stay varies
          • Nearest beach 130 km
          • Child friendly
          • Private garden

          Certificate of Excellence

          from £82 / night

          £569 / week

          Book View

          Responds fast!
          avg. 3 hours 2 minutes

          from £82 / night

          (20) Excellent 

          Certificate of Excellence

            10

            Holiday home with golf nearby in South Wingfield

            South Wingfield / Oakerthorpe

            4 12 min stay varies

            • 4 bedrooms
            • sleeps 12
            • min stay varies
            • Nearest beach 130 km
            • Child friendly
            • Private garden

            Certificate of Excellence

            from £186 / night

            £1,299 / week

            Book View

            Responds fast!
            avg. 3 hours 2 minutes

            from £186 / night

            (10) Excellent 

            Certificate of Excellence

              10

              South Wingfield holiday home rental

              Derbyshire / South Wingfield

              6 16 min stay varies

              • 6 bedrooms
              • sleeps 16
              • min stay varies
              • Child friendly
              • Pet friendly

              Certificate of Excellence

              from £247 / night

              £1,724 / week

              Book View

              Responds fast!
              avg. 3 hours 2 minutes

              from £247 / night

              (81) Excellent 

                23

                South Wingfield holiday cottage rental

                Derbyshire / South Wingfield

                2 4 min stay varies

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

                from £90 / night

                £400 - £550 / week

                Enquire View

                from £90 / night

                (7) Excellent 

                Certificate of Excellence

                  9

                  Holiday bungalow with golf nearby in Oakerthorpe

                  South Wingfield / Oakerthorpe

                  3 10 min stay varies

                  • 3 bedrooms
                  • sleeps 10
                  • min stay varies
                  • Nearest beach 130 km
                  • Child friendly
                  • Pet friendly

                  Certificate of Excellence

                  from £114 / night

                  £794 / week

                  Book View

                  Responds fast!
                  avg. 2 hours 31 minutes

                  from £114 / night

                  (3) Excellent 

                  Certificate of Excellence

                    15

                    Holiday home in South Wingfield

                    Derbyshire / South Wingfield

                    10 24 min stay varies

                    • 10 bedrooms
                    • sleeps 24
                    • min stay varies
                    • Child friendly
                    • Pet friendly

                    Certificate of Excellence

                    from £340 / night

                    £2,381 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 2 minutes

                    from £340 / night

                    (15) Very Good 

                    Certificate of Excellence

                      8

                      Holiday farmhouse in Oakerthorpe

                      South Wingfield / Oakerthorpe

                      6 16 min stay varies

                      • 6 bedrooms
                      • sleeps 16
                      • min stay varies
                      • Child friendly
                      • Ask about pets
                      • Private garden

                      Certificate of Excellence

                      from £274 / night

                      £1,916 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 2 minutes

                      from £274 / night

                      (5) Excellent 

                        9

                        Holiday home in South Wingfield

                        Derbyshire / South Wingfield

                        2 3 3 nights min

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

                        from £85 / night

                        £253 - £667 / week

                        Enquire View

                        from £85 / night

                        Great rentals within 20 miles that match your search

                        Distance approx 11.85 miles from South Wingfield

                        (7) Excellent 

                          15

                          Holiday home in Parwich

                          Peak District National Park / Parwich

                          3 5 7 nights min

                          • 3 bedrooms
                          • sleeps 5
                          • 7 nights min
                          • Child friendly
                          • Private garden

                          from £81 / night

                          £567 - £1,123 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 48 minutes

                          from £81 / night

                          Distance approx 11.64 miles from South Wingfield

                          (34) Excellent 

                            19

                            Holiday cottage rental

                            Bakewell / Youlgreave

                            3 6 min stay varies

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

                            from £63 / night

                            £424 - £762 / week

                            Book View

                            from £63 / night

                            Distance approx 14.77 miles from South Wingfield

                            (31) Excellent 

                            Certificate of Excellence

                              13

                              Great Longstone holiday home rental

                              Derbyshire / Great Longstone

                              2 4 min stay varies

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

                              Certificate of Excellence

                              from £121 / night

                              £516 - £670 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 54 minutes

                              from £121 / night

                              Distance approx 14.31 miles from South Wingfield

                              (21) Excellent 

                              Certificate of Excellence

                                24

                                Holiday cottage in Ashford-in-the-Water

                                Bakewell / Ashford-in-the-Water

                                1 2 min stay varies

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

                                Certificate of Excellence

                                from £82 / night

                                £355 - £487 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 39 minutes

                                from £82 / night

                                Distance approx 5.11 miles from South Wingfield

                                (12) Excellent 

                                  14

                                  Holiday cottage in Cromford

                                  Matlock / Cromford

                                  2 6 min stay varies

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

                                  from £102 / night

                                  £436 - £624 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 43 minutes

                                  from £102 / night

                                  Distance approx 9.54 miles from South Wingfield

                                  (25) Excellent 

                                  Certificate of Excellence

                                    15

                                    Cottage rental in Birchover

                                    Peak District National Park / Birchover

                                    2 5 min stay varies

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

                                    Certificate of Excellence

                                    from £92 / night

                                    £453 - £682 / week

                                    Book View

                                    from £92 / night

                                    Distance approx 19.42 miles from South Wingfield

                                    (79) Excellent 

                                      37

                                      Holiday barn in Ford

                                      Peak District National Park / Ford

                                      2 4 min stay varies

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

                                      from £150 / night

                                      £590 - £1,400 / week

                                      Enquire View

                                      from £150 / night

                                      Distance approx 18.57 miles from South Wingfield

                                      (36) Excellent 

                                        12

                                        Holiday home in Waterhouses

                                        Peak District National Park / Waterhouses

                                        6 15 min stay varies

                                        • 6 bedrooms
                                        • sleeps 15
                                        • min stay varies
                                        • Child friendly
                                        • Ask about pets
                                        • Private garden

                                        from £260 / night

                                        £1,800 - £4,000 / week

                                        Book View

                                        from £260 / night

                                        Distance approx 11.51 miles from South Wingfield

                                        (1) Excellent 

                                          6

                                          Holiday home rental

                                          Bakewell / Youlgreave

                                          2 4 3 nights min

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

                                          from £91 / night

                                          £400 - £450 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 21 minutes

                                          from £91 / night

                                          Distance approx 19.62 miles from South Wingfield

                                            17

                                            Sheffield holiday apartment rental

                                            South Yorkshire / Sheffield

                                            2 4 2 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 2 nights min
                                            • Child friendly

                                            from £144 / night

                                            £1,002 / week

                                            Book View

                                            from £144 / night

                                            Distance approx 12.62 miles from South Wingfield

                                            (14) Very Good 

                                              33

                                              Holiday cottage with golf nearby in Bakewell

                                              Peak District National Park / Bakewell

                                              2 4 min stay varies

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

                                              from £95 / night

                                              £373 - £686 / week

                                              Book View

                                              Responds fast!
                                              avg. 44 minutes

                                              from £95 / night

                                              Distance approx 18.37 miles from South Wingfield

                                              (9) Excellent 

                                                21

                                                Nottingham holiday cottage rental

                                                Nottinghamshire / Nottingham

                                                3 5 min stay varies

                                                • 3 bedrooms
                                                • sleeps 5
                                                • min stay varies
                                                • Suitable for children age 5+
                                                • Car not necessary
                                                • Private garden

                                                from £264 / night

                                                £911 - £1,088 / week

                                                Book View

                                                from £264 / night

                                                Distance approx 14.93 miles from South Wingfield

                                                  26

                                                  Holiday apartment in Long Eaton

                                                  Derbyshire / Long Eaton

                                                  2 5 2 nights min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 2 nights min
                                                  • Child friendly
                                                  • Pet friendly

                                                  from £57 / night

                                                  £393 / week

                                                  Book View

                                                  from £57 / night

                                                  Distance approx 16.36 miles from South Wingfield

                                                    9

                                                    Holiday cottage in Wetton

                                                    Staffordshire / Wetton

                                                    2 4 2 nights min

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • 2 nights min
                                                    • Child friendly
                                                    • Pet friendly

                                                    from £115 / night

                                                    £802 / week

                                                    Book View

                                                    from £115 / night

                                                    Distance approx 19.76 miles from South Wingfield

                                                      7

                                                      Penthouse letting in Sheffield

                                                      South Yorkshire / Sheffield

                                                      1 2 2 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 2 nights min
                                                      • Child friendly
                                                      • Car not necessary

                                                      from £79 / night

                                                      £561 / week

                                                      Book View

                                                      from £79 / night

                                                      Distance approx 18.25 miles from South Wingfield

                                                        7

                                                        Holiday shepherds hut in Weston on Trent

                                                        Derbyshire / Weston on Trent

                                                        1 2 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 2 nights min

                                                        from £75 / night

                                                        £521 / week

                                                        Book View

                                                        from £75 / night

                                                        Distance approx 17.25 miles from South Wingfield

                                                        (3) Very Good 

                                                          13

                                                          Holiday home in Hulme End

                                                          Staffordshire / Hulme End

                                                          2 4 3 nights min

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

                                                          from £100 / night

                                                          £298 - £858 / week

                                                          Enquire View

                                                          from £100 / night

                                                          Distance approx 12.18 miles from South Wingfield

                                                            8

                                                            Holiday home in Youlgreave

                                                            Bakewell / Youlgreave

                                                            2 4 3 nights min

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

                                                            from £104 / night

                                                            £338 - £957 / week

                                                            Enquire View

                                                            from £104 / night

                                                            Distance approx 1.89 miles from South Wingfield

                                                            (2) Excellent 

                                                              14

                                                              Holiday home in Crich

                                                              Derbyshire / Crich

                                                              2 4 3 nights min

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

                                                              from £84 / night

                                                              £277 - £709 / week

                                                              Enquire View

                                                              from £84 / night

                                                              Distance approx 5.52 miles from South Wingfield

                                                              (2) Excellent 

                                                                9

                                                                Holiday home in Wirksworth

                                                                Derbyshire / Wirksworth

                                                                2 4 3 nights min

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

                                                                from £79 / night

                                                                £326 - £960 / week

                                                                Enquire View

                                                                from £79 / night

                                                                Distance approx 15.47 miles from South Wingfield

                                                                  13

                                                                  Monyash holiday home rental

                                                                  Derbyshire / Monyash

                                                                  3 5 3 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 5
                                                                  • 3 nights min
                                                                  • Child friendly
                                                                  • Private garden

                                                                  from £113 / night

                                                                  £387 - £1,126 / week

                                                                  Enquire View

                                                                  from £113 / night

                                                                  Distance approx 5.3 miles from South Wingfield

                                                                  (8) Very Good 

                                                                    8

                                                                    Matlock holiday home rental

                                                                    Derbyshire / Matlock

                                                                    2 4 3 nights min

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

                                                                    from £92 / night

                                                                    £318 - £919 / week

                                                                    Enquire View

                                                                    from £92 / night

                                                                    Distance approx 17.32 miles from South Wingfield

                                                                    (2) Very Good 

                                                                      8

                                                                      Holiday home rental

                                                                      Peak District National Park / Litton Mill

                                                                      1 2 3 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 3 nights min
                                                                      • Child friendly

                                                                      from £91 / night

                                                                      £312 - £861 / week

                                                                      Enquire View

                                                                      from £91 / night

                                                                      Distance approx 16.83 miles from South Wingfield

                                                                      (1) Very Good 

                                                                        7

                                                                        Middle Mayfield holiday home rental

                                                                        Ashbourne / Middle Mayfield

                                                                        2 4 3 nights min

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

                                                                        from £82 / night

                                                                        £287 - £769 / week

                                                                        Enquire View

                                                                        from £82 / night

                                                                        Distance approx 5.66 miles from South Wingfield

                                                                        (4) Excellent 

                                                                          29

                                                                          Holiday home in Wirksworth

                                                                          Derbyshire / Wirksworth

                                                                          2 4 3 nights min

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

                                                                          from £92 / night

                                                                          £332 - £884 / week

                                                                          Enquire View

                                                                          from £92 / night

                                                                          Distance approx 2.75 miles from South Wingfield

                                                                            9

                                                                            Holiday home in Whatstandwell

                                                                            Matlock / Whatstandwell

                                                                            3 6 3 nights min

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

                                                                            from £90 / night

                                                                            £322 - £983 / week

                                                                            Enquire View

                                                                            from £90 / night

                                                                            Distance approx 19.21 miles from South Wingfield

                                                                              12

                                                                              Holiday chalet in Uttoxeter

                                                                              Staffordshire / Uttoxeter

                                                                              1 4 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • 1 night min
                                                                              • Child friendly
                                                                              • Ask about pets

                                                                              from £155 / night

                                                                              £928 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 1 hour 59 minutes

                                                                              from £155 / night

                                                                              Distance approx 15.25 miles from South Wingfield

                                                                              (1) Very Good 

                                                                                18

                                                                                Holiday cottage accommodation

                                                                                Ashbourne / Middle Mayfield

                                                                                2 4 3 nights min

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

                                                                                from £81 / night

                                                                                £286 - £780 / week

                                                                                Enquire View

                                                                                from £81 / night

                                                                                Distance approx 15.25 miles from South Wingfield

                                                                                  21

                                                                                  Middle Mayfield holiday home rental

                                                                                  Ashbourne / Middle Mayfield

                                                                                  1 2 3 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • 3 nights min
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  from £85 / night

                                                                                  £298 - £706 / week

                                                                                  Enquire View

                                                                                  from £85 / night

                                                                                  Top Destination reviews

                                                                                  Oakerthorpe Manor
                                                                                  Lovely place for a family weekend away

                                                                                  We are a family of 17, from 15 months to over 60. Having read the 'Diabolical' review, we were very apprehensive about staying at the Manor. We rang the office to voice our concerns. We spoke to Marie who was very happy to arrange for us to visit the Manor before we stayed. This allayed our fears and we felt happy with our choice of venue for our first family weekend away. The Manor is a great place for a get together. We went on the hottest weekend of the year, so far. The drawing room had French doors with steps, which the 'crawler' managed fine. This lead down to the lawn, which was great for badminton, paddling pool etc. There were 4 bench seats in the garden which we moved into the shade. There was a little safe shady wood that the children liked to play in to. We didn't head down to the pond with the children as we deemed it unsafe. Those that did venture out to find it, found it had small frogs and a family of ducks living on it. The trainline is very close to the Manor, but as it says in the details, its all safety fenced off. It can be quite noisy at times. We were all pro trains so it wasn't really a problem, although they do run night and day. The dining room had tabling that facilitated us all sitting together in lovely surroundings. The snooker room off the dining room was well used over the weekend. The kitchen was well equipped with very large saucepans and sharp knives, and with room for the children to sit and have their breakfast together. The bedrooms were all different. Some beds were less comfortable than others, but we all slept well, which is a real barometer as to how comfortable they were. The attic rooms got very hot, but they had ceiling fans, which certainly helped. The bath in the bedroom was a great hit. The lounges were restful with comfortable seating for all of us. We paid extra and stayed until Sunday evening so we could spend another day together. There were a few niggly things which we flagged up with Marie, who thanked us for pointing them out. However, none of these could spoil our enjoyment of this lovely house. I would really recommend it.see more
                                                                                  Amber Lodge, Oakerthorpe Holiday Village
                                                                                  Perfect place for a family get away!!

                                                                                  We all really enjoyed our stay here. The facilities in the house were great, as was the garden area for the children. It felt very private, and safe for everyone. The children and adults liked the hot tub........but mostly they fell in love with our neighbouring 2 pigs!!! Would definitely recommend. … see more
                                                                                  The Old Creamery
                                                                                  Cosy village cottage

                                                                                  Another fabulous weekend at The Old Creamery, the weather might have been cold and snowy, but the cottage was cosy and snug. Everything you need to make your stay special, nice little pub two doors away, and a short drive to lots of lovely places. Would definitely recommend … see more

                                                                                  Also consider