Houses in Guisborough and Estates - Holiday Lettings - Holiday Rentals Guisborough

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752 Holiday homes

(20) Very Good 

Certificate of Excellence

    19

    Guisborough holiday cottage rental

    North Yorkshire / Guisborough

    1 2 3 nights min

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

    Certificate of Excellence

    from £66 / night

    £344 - £436 / week

    Book View

    Responds fast!
    avg. 2 hours 9 minutes

    from £66 / night

    (15) Excellent 

    Certificate of Excellence

      19

      Guisborough holiday cottage rental

      North Yorkshire / Guisborough

      1 2 3 nights min

      • 1 bedroom
      • sleeps 2
      • 3 nights min

      Certificate of Excellence

      from £58 / night

      £302 - £390 / week

      Book View

      Responds fast!
      avg. 2 hours 9 minutes

      from £58 / night

        12

        Holiday yurt in Guisborough

        North Yorkshire / Guisborough

        1 4 1 night min

        • 1 bedroom
        • sleeps 4
        • 1 night min
        • Child friendly

        from £109 / night

        £762 / week

        Book View

        from £109 / night

        (3) Very Good 

        Certificate of Excellence

          13

          Holiday cottage in Guisborough

          North Yorkshire / Guisborough

          2 5 1 night min

          • 2 bedrooms
          • sleeps 5
          • 1 night min
          • Nearest beach 9 km
          • Child friendly
          • Car not necessary

          Certificate of Excellence

          from £81 / night

          £516 - £596 / week

          Book View

          Responds fast!
          avg. 2 hours 48 minutes

          from £81 / night

            10

            Guisborough holiday home rental

            North Yorkshire / Guisborough

            3 7 3 nights min

            • 3 bedrooms
            • sleeps 7
            • 3 nights min
            • Nearest beach 6 km
            • Child friendly
            • Pet friendly

            from £40 / night

            £401 - £659 / week

            Book View

            Responds fast!
            avg. 2 hours 22 minutes

            from £40 / night

            (2) Excellent 

              18

              Holiday home rental

              North Yorkshire / Guisborough

              1 3 3 nights min

              • 1 bedroom
              • sleeps 3
              • 3 nights min
              • Child friendly
              • Pet friendly
              • Private garden

              from £83 / night

              £295 - £691 / week

              Enquire View

              from £83 / night

              (6) Very Good 

                16

                Guisborough holiday home rental

                North Yorkshire / Guisborough

                1 2 3 nights min

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

                from £83 / night

                £278 - £725 / week

                Enquire View

                from £83 / night

                (2) Average 

                  14

                  Home rental in Guisborough

                  North Yorkshire / Guisborough

                  2 4 3 nights min

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

                  from £82 / night

                  £260 - £845 / week

                  Enquire View

                  from £82 / night

                  (9) Excellent 

                    8

                    Holiday home in Guisborough

                    North Yorkshire / Guisborough

                    2 4 3 nights min

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

                    from £104 / night

                    £311 - £953 / week

                    Enquire View

                    from £104 / night

                    (3) Excellent 

                      12

                      Guisborough holiday home rental

                      North Yorkshire / Guisborough

                      4 8 3 nights min

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

                      from £133 / night

                      £520 - £1,655 / week

                      Enquire View

                      from £133 / night

                      (2) Excellent 

                        25

                        Holiday home with golf nearby in Guisborough

                        North Yorkshire / Guisborough

                        3 6 3 nights min

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

                        from £113 / night

                        £357 - £1,176 / week

                        Enquire View

                        from £113 / night

                        Great rentals within 20 miles that match your search

                        Distance approx 18.18 miles from Guisborough

                        (93) Excellent 

                          13

                          Apartment rental in Whitby

                          Scarborough District / Whitby

                          2 4 min stay varies

                          • 2 bedrooms
                          • sleeps 4
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Child friendly

                          from £73 / night

                          £325 - £545 / week

                          Enquire View

                          from £73 / night

                          Distance approx 4.84 miles from Guisborough Show on Map

                          (11) Excellent 

                            20

                            Cottage rental in Great Ayton

                            North Yorkshire / Great Ayton

                            3 6 7 nights min

                            • 3 bedrooms
                            • sleeps 6
                            • 7 nights min
                            • Nearest beach 16 km
                            • Child friendly
                            • Private garden

                            from £59 / night

                            £413 - £966 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 24 minutes

                            from £59 / night

                            Distance approx 17.97 miles from Guisborough

                            (59) Excellent 

                            Certificate of Excellence

                              10

                              Central Whitby holiday apartment rental

                              Whitby / Central Whitby

                              2 5 min stay varies

                              • 2 bedrooms
                              • sleeps 5
                              • min stay varies
                              • Ask owner if suitable for children
                              • Ask about pets

                              Certificate of Excellence

                              from £98 / night

                              £682 - £1,031 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 28 minutes

                              from £98 / night

                              Distance approx 4.84 miles from Guisborough Show on Map

                              (11) Excellent 

                                18

                                Holiday barn in Great Ayton

                                North Yorkshire / Great Ayton

                                2 4 7 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 7 nights min
                                • Nearest beach 15 km
                                • Child friendly
                                • Private garden

                                from £54 / night

                                £376 - £687 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 24 minutes

                                from £54 / night

                                Distance approx 18.84 miles from Guisborough

                                (1) Excellent 

                                  12

                                  Holiday cottage in Pickering

                                  Pickering / Cropton

                                  2 4 7 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 7 nights min
                                  • Nearest beach 36 km
                                  • Child friendly

                                  from £57 / night

                                  £399 - £629 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 17 minutes

                                  from £57 / night

                                  Distance approx 11.99 miles from Guisborough

                                  (4) Excellent 

                                    23

                                    Holiday cottage with shared pool in Glaisdale

                                    North Yorkshire / Glaisdale

                                    2 4 min stay varies

                                    • 2 bedrooms
                                    • sleeps 4
                                    • min stay varies
                                    • Nearest beach 10 km
                                    • Swimming pool
                                    • Child friendly

                                    from £138 / night

                                    £533 - £790 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 50 minutes

                                    from £138 / night

                                    Distance approx 17.84 miles from Guisborough

                                    (39) Excellent 

                                    Certificate of Excellence

                                      9

                                      Central Whitby holiday apartment rental

                                      Whitby / Central Whitby

                                      1 2 min stay varies

                                      • 1 bedroom
                                      • sleeps 2
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Ask owner if suitable for children
                                      • Ask about pets

                                      Certificate of Excellence

                                      from £75 / night

                                      £521 - £802 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 47 minutes

                                      from £75 / night

                                      Distance approx 10.64 miles from Guisborough

                                      (21) Excellent 

                                        11

                                        Staithes holiday cottage rental

                                        North York Moors National Park / Staithes

                                        2 4 min stay varies

                                        • 2 bedrooms
                                        • sleeps 4
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0.1 km
                                        • Ask owner if suitable for children

                                        from £115 / night

                                        £802 - £1,042 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 2 minutes

                                        from £115 / night

                                        Distance approx 11.97 miles from Guisborough

                                        (6) Excellent 

                                          25

                                          Holiday cottage with shared pool in Glaisdale

                                          North Yorkshire / Glaisdale

                                          2 4 min stay varies

                                          • 2 bedrooms
                                          • sleeps 4
                                          • min stay varies
                                          • Nearest beach 10 km
                                          • Swimming pool
                                          • Child friendly

                                          from £138 / night

                                          £533 - £790 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 50 minutes

                                          from £138 / night

                                          Distance approx 6.79 miles from Guisborough Show on Map

                                          (9) Very Good 

                                          Certificate of Excellence

                                            47

                                            Skinningrove holiday cottage rental

                                            North Yorkshire / Skinningrove

                                            2 4 min stay varies

                                            • 2 bedrooms
                                            • sleeps 4
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0.25 km
                                            • Child friendly

                                            Certificate of Excellence

                                            from £63 / night

                                            £367 - £561 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 56 minutes

                                            from £63 / night

                                            Distance approx 17.82 miles from Guisborough

                                            (24) Excellent 

                                              34

                                              Holiday home in Sedgefield

                                              Durham / Sedgefield

                                              6 16 min stay varies

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

                                              from £560 / night

                                              £2,000 - £4,500 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 40 minutes

                                              from £560 / night

                                              Distance approx 10.79 miles from Guisborough

                                              (4) Excellent 

                                                11

                                                Holiday home in Staithes

                                                North York Moors National Park / Staithes

                                                2 4 min stay varies

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

                                                from £103 / night

                                                £630 - £802 / week

                                                Book View

                                                from £103 / night

                                                Distance approx 18.05 miles from Guisborough

                                                (5) Excellent 

                                                Certificate of Excellence

                                                  21

                                                  Whitby holiday home rental

                                                  Scarborough District / Whitby

                                                  5 8 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Nearest beach 1 km
                                                  • Child friendly
                                                  • Car not necessary

                                                  Certificate of Excellence

                                                  from £149 / night

                                                  £916 - £2,290 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 59 minutes

                                                  from £149 / night

                                                  Distance approx 14.95 miles from Guisborough

                                                  (48) Very Good 

                                                  Certificate of Excellence

                                                    28

                                                    Grosmont holiday cottage rental

                                                    North York Moors National Park / Grosmont

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Nearest beach 12 km
                                                    • Child friendly
                                                    • Pet friendly

                                                    Certificate of Excellence

                                                    from £63 / night

                                                    £401 - £602 / week

                                                    Book View

                                                    from £63 / night

                                                    Distance approx 16.36 miles from Guisborough

                                                    (21) Very Good 

                                                    Certificate of Excellence

                                                      13

                                                      Holiday cottage in Pickering

                                                      Pickering / Hartoft

                                                      2 4 3 nights min

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

                                                      Certificate of Excellence

                                                      from £81 / night

                                                      £390 - £590 / week

                                                      Book View

                                                      from £81 / night

                                                      Distance approx 17.37 miles from Guisborough

                                                      (9) Excellent 

                                                        24

                                                        Apartment rental in Central Whitby

                                                        Whitby / Central Whitby

                                                        4 9 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 9
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0.1 km
                                                        • Child friendly

                                                        from £107 / night

                                                        £610 - £1,522 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 39 minutes

                                                        from £107 / night

                                                        Distance approx 7.73 miles from Guisborough Show on Map

                                                        (5) Average 

                                                          16

                                                          Holiday apartment in Middlesbrough

                                                          North Yorkshire / Middlesbrough

                                                          2 6 3 nights min

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

                                                          from £79 / night

                                                          £553 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 58 minutes

                                                          from £79 / night

                                                          Distance approx 10.61 miles from Guisborough

                                                          (16) Very Good 

                                                            12

                                                            Holiday cottage rental

                                                            North York Moors National Park / Staithes

                                                            3 5 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 5
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £81 / night

                                                            £401 - £802 / week

                                                            Book View

                                                            from £81 / night

                                                            Distance approx 12.29 miles from Guisborough

                                                            (5) Excellent 

                                                              17

                                                              Holiday cottage rental

                                                              North Yorkshire / Glaisdale

                                                              1 10 2 nights min

                                                              • 1 bedroom
                                                              • sleeps 10
                                                              • 2 nights min
                                                              • Nearest beach 18 km
                                                              • Child friendly
                                                              • Ask about pets

                                                              from £172 / night

                                                              £1,145 / week

                                                              Book View

                                                              from £172 / night

                                                              Distance approx 6.46 miles from Guisborough Show on Map

                                                              (25) Excellent 

                                                                15

                                                                Holiday apartment in Great Ayton

                                                                North Yorkshire / Great Ayton

                                                                3 6 7 nights min

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

                                                                from £136 / night

                                                                £948 / week

                                                                Book View

                                                                from £136 / night

                                                                Distance approx 8.18 miles from Guisborough Show on Map

                                                                  6

                                                                  Holiday barn in Easington

                                                                  North Yorkshire / Easington

                                                                  2 4 min stay varies

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

                                                                  from £111 / night

                                                                  £447 - £882 / week

                                                                  Book View

                                                                  from £111 / night

                                                                  Distance approx 4.25 miles from Guisborough Show on Map

                                                                  (1) Excellent 

                                                                    10

                                                                    Holiday tipi/teepee rental

                                                                    North Yorkshire / Marske-by-the-Sea

                                                                    1 4 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 1 night min
                                                                    • Child friendly

                                                                    from £115 / night

                                                                    £802 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 7 minutes

                                                                    from £115 / night

                                                                    Distance approx 19.04 miles from Guisborough

                                                                    (2) Very Good 

                                                                      6

                                                                      Holiday cottage in Kirkbymoorside

                                                                      North Yorkshire / Kirkbymoorside

                                                                      2 4 3 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 3 nights min
                                                                      • Nearest beach 40 km
                                                                      • Child friendly
                                                                      • Pet friendly

                                                                      from £69 / night

                                                                      £481 - £642 / week

                                                                      Book View

                                                                      from £69 / night

                                                                      Distance approx 15.59 miles from Guisborough

                                                                      (1) Excellent 

                                                                        17

                                                                        Osmotherley holiday b&b rental

                                                                        North York Moors National Park / Osmotherley

                                                                        1 2 1 night min

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

                                                                        from £73 / night

                                                                        £505 / week

                                                                        Book View

                                                                        from £73 / night

                                                                        Distance approx 8.07 miles from Guisborough Show on Map

                                                                          8

                                                                          Cottage rental in Danby

                                                                          North York Moors National Park / Danby

                                                                          1 2 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • min stay varies
                                                                          • Nearest beach 18 km
                                                                          • Pet friendly

                                                                          from £97 / night

                                                                          £403 - £482 / week

                                                                          Book View

                                                                          from £97 / night

                                                                          Distance approx 8.07 miles from Guisborough Show on Map

                                                                            9

                                                                            Danby holiday cottage rental

                                                                            North York Moors National Park / Danby

                                                                            1 2 3 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 3 nights min
                                                                            • Nearest beach 18 km

                                                                            from £92 / night

                                                                            £390 - £468 / week

                                                                            Book View

                                                                            from £92 / night

                                                                            Distance approx 8.18 miles from Guisborough Show on Map

                                                                              4

                                                                              Cottage rental in Easington

                                                                              North Yorkshire / Easington

                                                                              2 4 min stay varies

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

                                                                              from £111 / night

                                                                              £447 - £882 / week

                                                                              Book View

                                                                              from £111 / night

                                                                              Distance approx 8.06 miles from Guisborough Show on Map

                                                                                12

                                                                                Cottage rental in Danby

                                                                                North York Moors National Park / Danby

                                                                                3 4 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 4
                                                                                • min stay varies
                                                                                • Nearest beach 18 km
                                                                                • Child friendly
                                                                                • Pet friendly

                                                                                from £113 / night

                                                                                £449 - £621 / week

                                                                                Book View

                                                                                from £113 / night

                                                                                Distance approx 18.07 miles from Guisborough

                                                                                (1) Very Good 

                                                                                  15

                                                                                  Holiday home in Whitby

                                                                                  Scarborough District / Whitby

                                                                                  3 6 3 nights min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 6
                                                                                  • 3 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly

                                                                                  from £58 / night

                                                                                  £410 - £961 / week

                                                                                  Enquire View

                                                                                  from £58 / night

                                                                                  Top Destination reviews

                                                                                  Primrose Cottage Guisborough
                                                                                  Lovely

                                                                                  Primrose Cottage is a charming cottage nestled so well behind the high street we scarcely heard a thing and had all we could possibly want on our doorstep. The owners made us feel very welcome and also being our neighbours were on hand if needed. The only negative about our stay was that it came to an end !!!see more
                                                                                  Bluebell Cottage Guisborough
                                                                                  In the centra of town like a village

                                                                                  Our stay was to do with my business so looking for somewhere local and better than a hotel. Lovely little cottage in the centre of the high street within metres of all the shops and easy walking distance to the restaurants ( some very good ones) coffee shops etc. Nice people running the cottages and nothing seems to be a problem. Great place to relax and then explore when the weather is good :) Great that they provided towels as well as the bedding, a lot of places don't as as we are from overseas, buying towels would be an unnecessary expense.see more

                                                                                  Also consider