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1,133 Holiday homes

(25) Excellent 

Certificate of Excellence

    31

    Cottage rental in Cutthorpe

    Chesterfield / Cutthorpe

    3 5 3 nights min

    • 3 bedrooms
    • sleeps 5
    • 3 nights min
    • Nearest beach 100 km
    • Child friendly
    • Ask about pets

    Certificate of Excellence

    from £98 / night

    £430 - £630 / week

    Book View

    Responds fast!
    avg. 3 hours 21 minutes

    from £98 / night

      11

      Holiday home in Barlow

      Chesterfield / Barlow

      3 4 7 nights min

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

      from £53 / night

      £368 - £600 / week

      Enquire View

      from £53 / night

      (12) Excellent 

        26

        Cottage letting in Cutthorpe

        Chesterfield / Cutthorpe

        1 2 min stay varies

        • 1 bedroom
        • sleeps 2
        • min stay varies
        • Nearest beach 100 km
        • Child friendly
        • Pet friendly

        from £75 / night

        £344 - £458 / week

        Book View

        Responds fast!
        avg. 3 hours 21 minutes

        from £75 / night

        (5) Excellent 

          9

          Barlow holiday cottage rental

          Chesterfield / Barlow

          2 5 min stay varies

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

          from £71 / night

          £350 - £722 / week

          Book View

          from £71 / night

          (31) Excellent 

            20

            Ashover holiday cottage rental

            Chesterfield / Ashover

            2 4 min stay varies

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

            from £107 / night

            £746 / week

            Book View

            from £107 / night

            (15) Excellent 

            Certificate of Excellence

              17

              Holiday cottage in Barlow

              Chesterfield / Barlow

              2 4 3 nights min

              • 2 bedrooms
              • sleeps 4
              • 3 nights min
              • Child friendly
              • Car not necessary
              • Private garden

              Certificate of Excellence

              from £81 / night

              £561 / week

              Book View

              Responds fast!
              avg. 1 hour 26 minutes

              from £81 / night

              (4) Very Good 

                6

                Holiday cottage in Barlow

                Chesterfield / Barlow

                2 4 min stay varies

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

                from £69 / night

                £327 - £670 / week

                Book View

                from £69 / night

                (5) Excellent 

                  23

                  Holiday lodge in Chesterfield

                  Derbyshire / Chesterfield

                  2 4 2 nights min

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

                  from £103 / night

                  £561 / week

                  Book View

                  Responds fast!
                  avg. 2 hours 26 minutes

                  from £103 / night

                    13

                    Holiday home in Barlow

                    Chesterfield / Barlow

                    2 4 7 nights min

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

                    from £53 / night

                    £368 - £600 / week

                    Enquire View

                    from £53 / night

                      21

                      Holiday home in Barlow

                      Chesterfield / Barlow

                      2 4 7 nights min

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

                      from £60 / night

                      £415 - £675 / week

                      Enquire View

                      from £60 / night

                      (6) Excellent 

                        9

                        Cottage rental in Barlow

                        Chesterfield / Barlow

                        2 4 min stay varies

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

                        from £69 / night

                        £327 - £670 / week

                        Book View

                        from £69 / night

                        (15) Excellent 

                        Certificate of Excellence

                          14

                          Chesterfield holiday home rental

                          Derbyshire / Chesterfield

                          3 7 2 nights min

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

                          Certificate of Excellence

                          from £126 / night

                          £882 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 50 minutes

                          from £126 / night

                          (1)  

                            17

                            Barlow holiday cottage rental

                            Chesterfield / Barlow

                            3 6 7 nights min

                            • 3 bedrooms
                            • sleeps 6
                            • 7 nights min
                            • Child friendly
                            • Pet friendly

                            from £101 / night

                            £707 - £1,111 / week

                            Enquire View

                            from £101 / night

                            (41) Excellent 

                            Certificate of Excellence

                              17

                              Holiday home in Chesterfield

                              Derbyshire / Chesterfield

                              3 6 min stay varies

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

                              Certificate of Excellence

                              from £81 / night

                              £367 - £745 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 34 minutes

                              from £81 / night

                              (8) Excellent 

                              Certificate of Excellence

                                14

                                Holiday cottage in Cutthorpe

                                Chesterfield / Cutthorpe

                                1 4 2 nights min

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

                                Certificate of Excellence

                                from £86 / night

                                £573 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 3 minutes

                                from £86 / night

                                (28) Excellent 

                                Certificate of Excellence

                                  24

                                  Holiday cottage with golf nearby in Ashover

                                  Chesterfield / Ashover

                                  1 2 3 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 3 nights min

                                  Certificate of Excellence

                                  from £92 / night

                                  £642 / week

                                  Book View

                                  Responds fast!
                                  avg. 13 minutes

                                  from £92 / night

                                  (1) Excellent 

                                    9

                                    Home letting in Chesterfield

                                    Derbyshire / Chesterfield

                                    3 7 3 nights min

                                    • 3 bedrooms
                                    • sleeps 7
                                    • 3 nights min
                                    • Child friendly
                                    • Ask about pets

                                    from £142 / night

                                    £994 / week

                                    Book View

                                    from £142 / night

                                    (23) Excellent 

                                    Certificate of Excellence

                                      26

                                      Holiday boathouse in Chesterfield

                                      Derbyshire / Chesterfield

                                      1 4 min stay varies

                                      • 1 bedroom
                                      • sleeps 4
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Ask owner if suitable for children
                                      • Private garden

                                      Certificate of Excellence

                                      from £132 / night

                                      £687 - £928 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 54 minutes

                                      from £132 / night

                                      (1) Very Good 

                                        14

                                        Holiday home rental

                                        Chesterfield / Hardstoft

                                        9 26 3 nights min

                                        • 9 bedrooms
                                        • sleeps 26
                                        • 3 nights min
                                        • Child friendly
                                        • Private garden

                                        from £436 / night

                                        £3,046 / week

                                        Book View

                                        from £436 / night

                                          4

                                          Holiday home in Clay Cross

                                          Chesterfield / Clay Cross

                                          4 8 3 nights min

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

                                          from £98 / night

                                          £682 / week

                                          Book View

                                          Responds fast!
                                          avg. 51 minutes

                                          from £98 / night

                                            12

                                            Holiday home with swimming pool in Chesterfield

                                            Derbyshire / Chesterfield

                                            4 10 7 nights min

                                            • 4 bedrooms
                                            • sleeps 10
                                            • 7 nights min
                                            • Swimming pool
                                            • Child friendly

                                            from £315 / night

                                            £2,204 - £3,177 / week

                                            Enquire View

                                            from £315 / night

                                            (41) Excellent 

                                              7

                                              Ashover holiday b&b rental

                                              Chesterfield / Ashover

                                              1 3 2 nights min

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

                                              from £92 / night

                                              £550 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 39 minutes

                                              from £92 / night

                                              (1) Excellent 

                                                8

                                                Home rental in Barlow

                                                Chesterfield / Barlow

                                                5 10 min stay varies

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

                                                from £287 / night

                                                £3,149 / week

                                                Book View

                                                from £287 / night

                                                (43) Excellent 

                                                Certificate of Excellence

                                                  19

                                                  Cottage rental in Ashover

                                                  Chesterfield / Ashover

                                                  2 4 min stay varies

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

                                                  Certificate of Excellence

                                                  from £90 / night

                                                  £384 - £602 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 46 minutes

                                                  from £90 / night

                                                  (5) Excellent 

                                                  Certificate of Excellence

                                                    16

                                                    Apartment rental in Ashover

                                                    Chesterfield / Ashover

                                                    2 4 2 nights min

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

                                                    Certificate of Excellence

                                                    from £75 / night

                                                    £344 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 14 minutes

                                                    from £75 / night

                                                    (1) Excellent 

                                                      14

                                                      Home rental in Chesterfield

                                                      Derbyshire / Chesterfield

                                                      3 8 2 nights min

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • 2 nights min
                                                      • Child friendly
                                                      • Private garden

                                                      from £109 / night

                                                      £762 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 51 minutes

                                                      from £109 / night

                                                      (23) Excellent 

                                                      Certificate of Excellence

                                                        14

                                                        Ashover holiday log cabin rental

                                                        Chesterfield / Ashover

                                                        3 6 3 nights min

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

                                                        Certificate of Excellence

                                                        from £113 / night

                                                        £786 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 26 minutes

                                                        from £113 / night

                                                        (45) Excellent 

                                                        Certificate of Excellence

                                                          21

                                                          Ashover holiday cottage rental

                                                          Chesterfield / Ashover

                                                          3 6 min stay varies

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

                                                          Certificate of Excellence

                                                          from £103 / night

                                                          £441 - £745 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 46 minutes

                                                          from £103 / night

                                                          (1)  

                                                            13

                                                            Holiday home in Chesterfield

                                                            Derbyshire / Chesterfield

                                                            3 6 2 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 2 nights min
                                                            • Child friendly
                                                            • Car not necessary
                                                            • Ask about pets

                                                            from £106 / night

                                                            £738 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 51 minutes

                                                            from £106 / night

                                                            (1) Excellent 

                                                              11

                                                              Holiday home in Chesterfield

                                                              Derbyshire / Chesterfield

                                                              5 13 3 nights min

                                                              • 5 bedrooms
                                                              • sleeps 13
                                                              • 3 nights min
                                                              • Child friendly
                                                              • Ask about pets

                                                              from £142 / night

                                                              £994 / week

                                                              Book View

                                                              from £142 / night

                                                              (4) Excellent 

                                                                14

                                                                Cutthorpe holiday apartment rental

                                                                Chesterfield / Cutthorpe

                                                                2 4 3 nights min

                                                                • 2 bedrooms
                                                                • sleeps 4
                                                                • 3 nights min
                                                                • Child friendly
                                                                • Car not necessary
                                                                • Pet friendly

                                                                from £103 / night

                                                                £573 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 2 hours 22 minutes

                                                                from £103 / night

                                                                (182) Excellent 

                                                                  38

                                                                  Holiday home with indoor pool, golf nearby in New Tupton

                                                                  Chesterfield / New Tupton

                                                                  8 22 min stay varies

                                                                  • 8 bedrooms
                                                                  • sleeps 22
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Pet friendly

                                                                  from £500 / night

                                                                  £3,250 - £4,990 / week

                                                                  Enquire View

                                                                  from £500 / night

                                                                    7

                                                                    Holiday home in Chesterfield

                                                                    Derbyshire / Chesterfield

                                                                    3 7 2 nights min

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

                                                                    from £109 / night

                                                                    £762 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 51 minutes

                                                                    from £109 / night

                                                                      7

                                                                      Holymoorside holiday apartment rental

                                                                      Chesterfield / Holymoorside

                                                                      1 2 4 nights min

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

                                                                      from £98 / night

                                                                      £682 / week

                                                                      Book View

                                                                      from £98 / night

                                                                        15

                                                                        New Tupton holiday home rental

                                                                        Chesterfield / New Tupton

                                                                        6 11 7 nights min

                                                                        • 6 bedrooms
                                                                        • sleeps 11
                                                                        • 7 nights min
                                                                        • Child friendly

                                                                        from £329 / night

                                                                        £2,303 - £3,320 / week

                                                                        Enquire View

                                                                        from £329 / night

                                                                        (2) Excellent 

                                                                          18

                                                                          Clowne holiday home rental

                                                                          Chesterfield / Clowne

                                                                          3 7 1 night min

                                                                          • 3 bedrooms
                                                                          • sleeps 7
                                                                          • 1 night min
                                                                          • Child friendly

                                                                          from £98 / night

                                                                          £682 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 7 minutes

                                                                          from £98 / night

                                                                          (5) Very Good 

                                                                          Certificate of Excellence

                                                                            7

                                                                            Barlow holiday barn rental

                                                                            Chesterfield / Barlow

                                                                            1 2 3 nights min

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

                                                                            Certificate of Excellence

                                                                            from £58 / night

                                                                            £401 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 1 hour 26 minutes

                                                                            from £58 / night

                                                                            (1) Excellent 

                                                                              6

                                                                              Holiday home in Clay Cross

                                                                              Chesterfield / Clay Cross

                                                                              1 2 3 nights min

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

                                                                              from £73 / night

                                                                              £281 - £662 / week

                                                                              Enquire View

                                                                              from £73 / night

                                                                              (3) Very Good 

                                                                                11

                                                                                Holiday home with golf nearby in Ashover

                                                                                Chesterfield / Ashover

                                                                                3 6 3 nights min

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

                                                                                from £137 / night

                                                                                £503 - £1,531 / week

                                                                                Enquire View

                                                                                from £137 / night

                                                                                (1) Excellent 

                                                                                  16

                                                                                  Holiday home in New Tupton

                                                                                  Chesterfield / New Tupton

                                                                                  5 10 3 nights min

                                                                                  • 5 bedrooms
                                                                                  • sleeps 10
                                                                                  • 3 nights min
                                                                                  • Child friendly
                                                                                  • Private garden

                                                                                  from £269 / night

                                                                                  £843 - £2,993 / week

                                                                                  Enquire View

                                                                                  from £269 / night

                                                                                  Top Destination reviews

                                                                                  Columbine Cottage - Ashover holiday rental
                                                                                  Amazing stay in a perfect cottage

                                                                                  We have recently returned from a 3 night stay in columbine cottage and it was fantastic! The cottage was extremely clean, well maintained and well equipped. It has a gorgeous rustic charm with an open fire and has a nice cosy open plan feel making it spacious and welcoming. The owner Sue was friendly and welcoming and all communications have been a pleasure. We will certainly be back!see more
                                                                                  Runner Duck Cottage
                                                                                  Absolutely perfect, exactly as described....spotlessly clean and great attention to detail.

                                                                                  A super little cottage, exceeded all expectations. The owners were welcoming and friendly but not intrusive. A fabulous area for walking and lovely views from the vicinity. … see more
                                                                                  Dog Friendly Spacious 2 Bedroom Apartment
                                                                                  Amazing!

                                                                                  My family and I had a great weekend staying in Isabel’s appartment. We had all the space we needed and more! My son especially loved the fish pond and the hens! We are all looking forward to staying there again in the new year! … see more
                                                                                  William Street North
                                                                                  Amazing house at an amazing value

                                                                                  Tracey was incredibly friendly and helpful during the build up to the holiday, answering every question promptly. The house itself is a perfect size for a group, with a spacious living room, kitchen, and bedrooms. With a location 10 minutes from Chesterfield station and centre, with easy connections to the surrounding countryside and cities such as Derby and Nottingham, we will definitely visit again!see more
                                                                                  The Boathouse - secluded lakeside lodge
                                                                                  it was fantastic

                                                                                  it had everything you needed.it was nice and clean and the pub was 100 yards up the road.The host Nigel was very nice. … see more
                                                                                  Wood view lodge
                                                                                  Woodview Lodge stay

                                                                                  We had a great stay over the first May Bank Holiday weekend with fantastic weather and plenty to do which,was all close by. The lodge was beautifully kept, very clean and catered for our needs with our disabled son. The owners of the lodge karen and mick were very welcoming and friendly and if we needed anything they were more than happy to help. The lodge is set in the stunning village of cuttthorpe with great views. Lovely and quiet. We enjoyed our stay and would be happy to stay again or recommend to friends.see more
                                                                                  Ippleton House (formerly Church View)
                                                                                  Brilliant stay

                                                                                  Really enjoyed our weeks stay.. we extended for another 5 days within 2 days. House has everything you need and more. Beautiful garden, good central location in a quiet road. Will be back … see more
                                                                                  72 Holland Road
                                                                                  Excellent!

                                                                                  Couldn't have asked for a better home to stay in with my friends for the weekend. Had everything we needed including drinking glasses, seating, dining table, microwave etc. Would highly recommend. … see more
                                                                                  Thorntree Lodge Thorntree Farm
                                                                                  Thorn Tree Lodge

                                                                                  My family and I found this brilliant getaway Thorn Tree Lodge, the owners are friendly and welcoming, their Lodge is is close to perfect which we can’t fault. My family and I would recommend this to anyone visiting Ashover. … see more
                                                                                  Budget Accommodation Minutes from Junction 30 M1 Free Parking
                                                                                  Nice stay in low budget

                                                                                  The place is near to chesterfield. Nice house, everything was kept according to our convenience. Good for 8 people. We haven't faced any issue during our stay, rather we enjoyed a lot. Deborah is also very prompt in replying the email. … see more
                                                                                  Hagg Hill Hall
                                                                                  50th birthday celebration

                                                                                  Had an amazing few days with wonderful friends old and new it has everything you could wish for the owner is next door on hand for any queries but he's not intrusive he just let's you get on with having a lovely relaxing time there's plenty of room to chill even with 22 people there. The pool, hot tubs, bed linen and towels were immaculate. The field with sauna and indoor bbq was ideal for our games afternoon,and the huge dining table was amazing we were all able to dine together. The weather was really nice so we spent most of time outdoors but the 2 lounges would be big enough to seat everyone. Although we were only 45 mins away from home we could have been a million miles away it was so peaceful. Would definitely without a doubt re book, Mel the owner even brought us a couple of bottles of wine and some flowers for the birthday girl on our departure lovely touchsee more
                                                                                  THE OLD STABLES, character barn conversion, en-suite, country views, in
                                                                                  Clean spacious and very comfortable, perfect

                                                                                  A lovely residence in a perfect location. Short walk to the village with some excellent pubs,especially the Poets Corner,lovely food. … see more
                                                                                  Fox's Place Holiday Home
                                                                                  Couldn't ask for more

                                                                                  We had such a comfortable stay and the house had everything we required. We will definitely be back. … see more
                                                                                  Carpenters Lodge
                                                                                  Great stay in Marsh Lane

                                                                                  Carpenters Lodge is a very nice and well presented property that i would recommend to any one with a family. it is well equipped and the owners cannot do too much for you to make your stay as pleasant as possible. … see more
                                                                                  THE SWALLOWS
                                                                                  Lovely cottage in a great location

                                                                                  Stayed here for 3 nights over Christmas and used it as a base to visit family in the area. Very comfortable cottage with everything you need for a pleasant stay. Easily accommodates 5 people in comfort. A fraction of the cost of a hotel and a much, much nicer place to stay. Lovely host who welcomed our dog and included a delicious cake and some wine as a welcoming gift. Would 100% recommend.see more

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