Houses in Glossop and Cottages – Holiday Lettings - Holiday Rentals Glossop

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1,092 Holiday homes

(15) Excellent 

    11

    Shepherds hut rental in Glossop

    Derbyshire / Glossop

    3 2 2 nights min

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

    from £103 / night

    £722 / week

    Book View

    from £103 / night

    (1) Excellent 

      15

      Glossop holiday cottage rental

      Derbyshire / Glossop

      1 2 7 nights min

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

      from £51 / night

      £352 - £615 / week

      Enquire View

      from £51 / night

      (15) Excellent 

        5

        Holiday apartment in Glossop

        Derbyshire / Glossop

        2 6 3 nights min

        • 2 bedrooms
        • sleeps 6
        • 3 nights min
        • Child friendly
        • Car not necessary
        • Air conditioning

        from £86 / night

        £401 - £842 / week

        Book View

        Responds fast!
        avg. 1 hour 47 minutes

        from £86 / night

        (32) Excellent 

        Certificate of Excellence

          46

          Bungalow letting in Hadfield

          Glossop / Hadfield

          2 2 min stay varies

          • 2 bedrooms
          • sleeps 2
          • min stay varies
          • Nearest beach 85 km
          • Pet friendly
          • Private garden

          Certificate of Excellence

          from £103 / night

          £457 - £801 / week

          Book View

          Responds fast!
          avg. 1 hour 7 minutes

          from £103 / night

          (12) Excellent 

            7

            Holiday apartment in Glossop

            Derbyshire / Glossop

            2 6 3 nights min

            • 2 bedrooms
            • sleeps 6
            • 3 nights min
            • Child friendly
            • Car not necessary
            • Air conditioning

            from £86 / night

            £401 - £842 / week

            Book View

            Responds fast!
            avg. 1 hour 47 minutes

            from £86 / night

            (3) Excellent 

            Certificate of Excellence

              19

              Holiday bungalow in Glossop

              Derbyshire / Glossop

              1 2 2 nights min

              • 1 bedroom
              • sleeps 2
              • 2 nights min

              Certificate of Excellence

              from £92 / night

              £449 / week

              Book View

              Responds fast!
              avg. 37 minutes

              from £92 / night

                15

                Holiday cottage in Glossop

                Derbyshire / Glossop

                1 2 7 nights min

                • 1 bedroom
                • sleeps 2
                • 7 nights min
                • Child friendly
                • Private garden

                from £49 / night

                £337 - £583 / week

                Enquire View

                from £49 / night

                (43) Excellent 

                Certificate of Excellence

                  21

                  Glossop holiday cottage rental

                  Derbyshire / Glossop

                  1 2 3 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 3 nights min
                  “A lovely stay, will be back!” We were very pleased we had picked to stay at the Cow shed and were greeted by the very kind and pleasant owners who showed us around the cottage. We were touched by the small touches that were left for us including flowers and chocolate brownies, our favourite! We had a wonderful time and felt that the cottage was very well equipped. We enjoyed food at local pubs and an indian restaurant. We will be back again I am sure!

                  Certificate of Excellence

                  from £58 / night

                  £378 - £382 / week

                  Book View

                  Responds fast!
                  avg. 1 hour 21 minutes

                  from £58 / night

                  (8) Excellent 

                  Certificate of Excellence

                    11

                    Glossop holiday apartment rental

                    Derbyshire / Glossop

                    2 4 2 nights min

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

                    Certificate of Excellence

                    from £92 / night

                    £642 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 31 minutes

                    from £92 / night

                    (1) Excellent 

                      21

                      Holiday apartment in Glossop

                      Derbyshire / Glossop

                      1 2 2 nights min

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

                      from £92 / night

                      £449 / week

                      Book View

                      Responds fast!
                      avg. 37 minutes

                      from £92 / night

                        18

                        Holiday cottage in Glossop

                        Derbyshire / Glossop

                        2 4 7 nights min

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

                        from £60 / night

                        £415 - £717 / week

                        Enquire View

                        from £60 / night

                        (1) Excellent 

                          17

                          Holiday home in Tintwistle

                          Glossop / Tintwistle

                          4 8 3 nights min

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

                          from £248 / night

                          £744 - £2,294 / week

                          Enquire View

                          from £248 / night

                          (9) Excellent 

                            10

                            Holiday home in Glossop

                            Derbyshire / Glossop

                            2 4 3 nights min

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

                            from £87 / night

                            £328 - £874 / week

                            Enquire View

                            from £87 / night

                              15

                              Holiday home in Glossop

                              Derbyshire / Glossop

                              2 4 3 nights min

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

                              from £119 / night

                              £356 - £1,044 / week

                              Enquire View

                              from £119 / night

                                12

                                Holiday home in Glossop

                                Derbyshire / Glossop

                                2 3 3 nights min

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

                                from £80 / night

                                £274 - £650 / week

                                Enquire View

                                from £80 / night

                                  31

                                  Holiday cottage in Glossop

                                  Derbyshire / Glossop

                                  4 8 3 nights min

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

                                  from £218 / night

                                  £792 - £2,112 / week

                                  Enquire View

                                  from £218 / night

                                  (1) Excellent 

                                    28

                                    Glossop holiday home rental

                                    Derbyshire / Glossop

                                    6 12 3 nights min

                                    • 6 bedrooms
                                    • sleeps 12
                                    • 3 nights min
                                    • Child friendly
                                    • Pet friendly
                                    • Private garden

                                    from £321 / night

                                    £1,136 - £3,601 / week

                                    Enquire View

                                    from £321 / night

                                    (9) Excellent 

                                      6

                                      Holiday home in Glossop

                                      Derbyshire / Glossop

                                      1 2 3 nights min

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

                                      from £62 / night

                                      £258 - £639 / week

                                      Enquire View

                                      from £62 / night

                                        14

                                        Holiday home in Glossop

                                        Derbyshire / Glossop

                                        2 4 3 nights min

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

                                        from £94 / night

                                        £295 - £761 / week

                                        Enquire View

                                        from £94 / night

                                          22

                                          Holiday home rental

                                          Derbyshire / Glossop

                                          2 4 3 nights min

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

                                          from £168 / night

                                          £504 - £1,345 / week

                                          Enquire View

                                          from £168 / night

                                          Great rentals within 20 miles that match your search

                                          Distance approx 13.56 miles from Glossop

                                            10

                                            Holiday apartment in Prestbury

                                            Macclesfield / Prestbury

                                            1 2 3 nights min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 3 nights min
                                            • Ask owner if suitable for children

                                            from £172 / night

                                            £1,117 / week

                                            Book View

                                            from £172 / night

                                            Distance approx 7.52 miles from Glossop

                                            (60) Excellent 

                                              18

                                              Holiday home in Edale

                                              Hope Valley / Edale

                                              6 16 3 nights min

                                              • 6 bedrooms
                                              • sleeps 16
                                              • 3 nights min
                                              • Child friendly
                                              • Car not necessary
                                              • Private garden

                                              from £458 / night

                                              £2,061 / week

                                              Book View

                                              from £458 / night

                                              Distance approx 18.48 miles from Glossop

                                              (7) Very Good 

                                                13

                                                Holiday log cabin in Wincle

                                                Peak District National Park / Wincle

                                                1 4 2 nights min

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

                                                from £144 / night

                                                £1,002 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 11 minutes

                                                from £144 / night

                                                Distance approx 13.48 miles from Glossop

                                                (7) Excellent 

                                                  22

                                                  Holiday home in Stocksmoor

                                                  Huddersfield / Stocksmoor

                                                  4 8 7 nights min

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • 7 nights min
                                                  • Child friendly
                                                  • Pet friendly
                                                  • Private garden

                                                  from £197 / night

                                                  £1,374 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 51 minutes

                                                  from £197 / night

                                                  Distance approx 17.52 miles from Glossop

                                                  (19) Excellent 

                                                  Certificate of Excellence

                                                    12

                                                    Hebden Bridge holiday cottage rental

                                                    West Yorkshire / Hebden Bridge

                                                    2 4 3 nights min

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

                                                    Certificate of Excellence

                                                    from £74 / night

                                                    £340 - £687 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 3 hours 35 minutes

                                                    from £74 / night

                                                    Distance approx 13.23 miles from Glossop

                                                    (22) Very Good 

                                                    Certificate of Excellence

                                                      15

                                                      Holiday barn in Buxton

                                                      Derbyshire / Buxton

                                                      4 7 min stay varies

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

                                                      Certificate of Excellence

                                                      from £172 / night

                                                      £665 - £1,317 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 3 hours 7 minutes

                                                      from £172 / night

                                                      Distance approx 11.42 miles from Glossop

                                                      (2) Very Good 

                                                        20

                                                        Holiday cottage in Penistone

                                                        South Yorkshire / Penistone

                                                        3 7 2 nights min

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

                                                        from £172 / night

                                                        £630 - £790 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 2 hours 44 minutes

                                                        from £172 / night

                                                        Distance approx 18.9 miles from Glossop

                                                        (6) Very Good 

                                                          48

                                                          Holiday cottage in Sheffield

                                                          South Yorkshire / Sheffield

                                                          3 6 min stay varies

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

                                                          from £144 / night

                                                          £915 - £1,203 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 40 minutes

                                                          from £144 / night

                                                          Distance approx 6.94 miles from Glossop

                                                            8

                                                            Lodge rental in Disley

                                                            Cheshire / Disley

                                                            1 2 1 night min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 1 night min
                                                            • Child friendly

                                                            from £58 / night

                                                            £401 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 minutes

                                                            from £58 / night

                                                            Distance approx 10.9 miles from Glossop

                                                            (18) Excellent 

                                                            Certificate of Excellence

                                                              62

                                                              Holiday cottage in Holmfirth

                                                              West Yorkshire / Holmfirth

                                                              2 4 2 nights min

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

                                                              Certificate of Excellence

                                                              from £86 / night

                                                              £487 - £679 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 33 minutes

                                                              from £86 / night

                                                              Distance approx 13.57 miles from Glossop

                                                              (8) Excellent 

                                                              Certificate of Excellence

                                                                16

                                                                Holiday cottage in Tideswell

                                                                Peak District National Park / Tideswell

                                                                3 8 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Child friendly
                                                                • Pet friendly

                                                                Certificate of Excellence

                                                                from £172 / night

                                                                £859 - £1,603 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 42 minutes

                                                                from £172 / night

                                                                Distance approx 12.65 miles from Glossop

                                                                (2) Excellent 

                                                                  35

                                                                  Buxton holiday apartment rental

                                                                  Derbyshire / Buxton

                                                                  2 5 3 nights min

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

                                                                  from £63 / night

                                                                  £401 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 1 hour 10 minutes

                                                                  from £63 / night

                                                                  Distance approx 16.04 miles from Glossop

                                                                  (71) Excellent 

                                                                    24

                                                                    Holiday home rental

                                                                    Staffordshire / Quarnford

                                                                    10 28 3 nights min

                                                                    • 10 bedrooms
                                                                    • sleeps 28
                                                                    • 3 nights min
                                                                    • Child friendly
                                                                    • Pet friendly

                                                                    from £900 / night

                                                                    £3,500 - £9,100 / week

                                                                    Enquire View

                                                                    from £900 / night

                                                                    Distance approx 18.53 miles from Glossop

                                                                    (1) Excellent 

                                                                      10

                                                                      Camper van rental in Irlam

                                                                      Salford / Irlam

                                                                      2 4 3 nights min

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

                                                                      from £92 / night

                                                                      £642 / week

                                                                      Book View

                                                                      from £92 / night

                                                                      Distance approx 6.19 miles from Glossop

                                                                        26

                                                                        Holiday home in New Mills

                                                                        Derbyshire / New Mills

                                                                        4 10 3 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 10
                                                                        • 3 nights min
                                                                        • Child friendly
                                                                        • Pet friendly

                                                                        from £207 / night

                                                                        £1,539 / week

                                                                        Book View

                                                                        from £207 / night

                                                                        Distance approx 11.82 miles from Glossop

                                                                          16

                                                                          Meltham holiday home rental

                                                                          Huddersfield / Meltham

                                                                          5 10 min stay varies

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

                                                                          from £373 / night

                                                                          £1,827 - £2,285 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 35 minutes

                                                                          from £373 / night

                                                                          Distance approx 18.69 miles from Glossop

                                                                          (6) Excellent 

                                                                            25

                                                                            Holiday barn in Peak Forest

                                                                            Peak District National Park / Peak Forest

                                                                            4 8 3 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • 3 nights min
                                                                            • Child friendly
                                                                            • Pet friendly
                                                                            • Private garden

                                                                            from £287 / night

                                                                            £1,203 - £2,290 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 47 minutes

                                                                            from £287 / night

                                                                            Distance approx 14.62 miles from Glossop

                                                                              5

                                                                              Holiday b&b in Macclesfield

                                                                              Cheshire / Macclesfield

                                                                              1 2 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 1 night min
                                                                              • Air conditioning

                                                                              from £98 / night

                                                                              £573 / week

                                                                              Book View

                                                                              from £98 / night

                                                                              Distance approx 18.9 miles from Glossop

                                                                                6

                                                                                Holiday apartment in Sheffield

                                                                                South Yorkshire / Sheffield

                                                                                3 10 4 nights min

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

                                                                                from £252 / night

                                                                                £1,764 / week

                                                                                Book View

                                                                                from £252 / night

                                                                                Distance approx 12.82 miles from Glossop

                                                                                  18

                                                                                  Holiday apartment in Manchester

                                                                                  Greater Manchester / Manchester

                                                                                  1 2 3 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • 3 nights min

                                                                                  from £48 / night

                                                                                  £304 - £484 / week

                                                                                  Book View

                                                                                  from £48 / night

                                                                                  Top Destination reviews

                                                                                  Peak View Shepherd Huts
                                                                                  Really enjoyed our stay

                                                                                  These shepherds huts are new and the grounds are still being finished but they are set in a beautiful location which makes up for it and we would definitely recommend staying there. We received a really warm welcome and fresh milk, bananas, biscuits , tea,coffee, fresh bread and butter were all provided. The hut we stayed in was really comfortable with all the mod cons provided a small hob, microwave, TV, modern bathroom, dressing gowns .... basically there wasn't anything that had not been thought off. There were even lamas in the field. Would stay there again.see more
                                                                                  'The Cowshed'
                                                                                  'Stunning Hidden Gem If you book one place in Glossop it has to be this one'

                                                                                  Amazing cottage , warm, cosy, exceptionally clean. Wood burner , constant hot water, great shower with the luxury of a bath too. Everything you could ask for and need for 1 or 2 people. A hidden gem at the top of a now developed area but straight across the road open fields and moorland with stunning views of the Derbyshire valley's. Very quiet and the owners have thought of everything and on hand for anything you need. Welcome pack of homemade brownies, tea/coffee/sugar/milk & flowers. I did a few solo walks but really did not want to go out and stay inside just to take it all in. Everyone wants sunny warms days but quite honestly if it had been snowing/gale force winds I would have been quite happy to stay snuggled up inside. If you are with car Aldi and Tesco down on main street. Would most definitely go back. Went in February 2018 4 days and sunny crisp days so did not get to sit outside, but in summer evenings with the sunset over the hills would be a delight. Beehive pub less than 2 mins walks and great food and friendly owners. Could not have asked for a more quiet romantic place to stay - anyone hesitating - don't - you will not be disappointed! Thank you Wendy and Andrew for letting me stay in your cottage xsee more
                                                                                  Burnswark Cottage With Four Poster Bed And Wi.Fi. Sleeps Two only.
                                                                                  Excellent!

                                                                                  This review is from my parent's as I booked them 2 night's away with their dog Jess: Pat gave us a very friendly welcome to the cottage. It had everything we needed for our stay including a welcome tray with teas, coffee, milk.... even biscuits! The garden was huge, fully enclosed and private. Our dog, Jess, enjoyed laying out in the sunshine. The off road parking was handy. I was worried that the bedrooms were at the front so there would be lots of road noise but it was quiet on a night. The four poster bed was very comfy and we both slept well. Hatfield has a few small shops and is close to some lovely walks. We would recommend this property and the area for a relaxing break. They had a fabulous time and would definitely stay again.see more
                                                                                  The Retreat @ Birds Nest
                                                                                  Welcoming and perfectly prepared garden apartment

                                                                                  Beautiful garden, clean and welcoming bedrooms, kitchen and bathroom excellent. Owners could not be faulted, friendly and helpful. Ideal for what we wanted and such a fantastic location in the Peak District. Would go back! … see more
                                                                                  BrookBay Apartment 1
                                                                                  Spacious, modern apartment.

                                                                                  Ideal location for exploring the Peak District - within easy reach of Buxton, Bakewell and many walking trails. Glossop itself is quite a busy little place, with lots of good places to eat. We particularly enjoyed The Italian and the Indian on the High Street. We has a short stay, but would visit again and would probably stay for longer next time! The apartment had plenty of space, was very clean and warm, and had everything we needed for a comfortable stay.see more

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