Cottages in Helmsley and Houses - Holiday Lettings - Holiday Rentals Helmsley

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834 Holiday homes

    14

    Holiday home in Helmsley

    North Yorkshire / Helmsley

    2 4 7 nights min

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

    from £50 / night

    £349 - £698 / week

    Enquire View

    from £50 / night

    (16) Excellent 

    Certificate of Excellence

      16

      Caravan/mobile home rental in Helmsley

      North Yorkshire / Helmsley

      3 6 2 nights min

      • 3 bedrooms
      • sleeps 6
      • 2 nights min
      • Nearest beach 50 km
      • Child friendly
      • Private garden

      Certificate of Excellence

      from £73 / night

      £436 - £596 / week

      Book View

      Responds fast!
      avg. 15 minutes

      from £73 / night

      (3) Excellent 

        10

        Holiday cottage in Helmsley

        North Yorkshire / Helmsley

        3 5 3 nights min

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

        from £126 / night

        £882 / week

        Book View

        from £126 / night

        (6) Very Good 

          22

          Holiday barn in Helmsley

          North Yorkshire / Helmsley

          2 6 min stay varies

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

          from £86 / night

          £436 - £916 / week

          Book View

          Responds fast!
          avg. 2 hours 21 minutes

          from £86 / night

          (6) Excellent 

            18

            Holiday cottage in Helmsley

            North Yorkshire / Helmsley

            1 2 3 nights min

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

            from £139 / night

            £556 - £749 / week

            Book View

            from £139 / night

            (2) Excellent 

              15

              Holiday yurt in Nawton

              Helmsley / Nawton

              2 4 3 nights min

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

              from £138 / night

              £642 / week

              Book View

              from £138 / night

              (1) Excellent 

                16

                Holiday home rental

                North Yorkshire / Helmsley

                4 6 7 nights min

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

                from £114 / night

                £796 / week

                Book View

                from £114 / night

                  29

                  Holiday cottage rental

                  North Yorkshire / Helmsley

                  3 6 7 nights min

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

                  from £106 / night

                  £737 - £1,537 / week

                  Enquire View

                  from £106 / night

                    22

                    Holiday cottage in Helmsley

                    North Yorkshire / Helmsley

                    2 4 7 nights min

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

                    from £64 / night

                    £444 - £814 / week

                    Enquire View

                    from £64 / night

                      48

                      Holiday cottage rental

                      North Yorkshire / Helmsley

                      2 4 7 nights min

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

                      from £64 / night

                      £442 - £792 / week

                      Enquire View

                      from £64 / night

                        11

                        Hawnby holiday home rental

                        Helmsley / Hawnby

                        2 4 3 nights min

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

                        from £104 / night

                        £386 - £1,062 / week

                        Enquire View

                        from £104 / night

                          16

                          Hawnby holiday home rental

                          Helmsley / Hawnby

                          2 4 3 nights min

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

                          from £104 / night

                          £386 - £991 / week

                          Enquire View

                          from £104 / night

                            11

                            Home accommodation in Helmsley

                            North Yorkshire / Helmsley

                            2 4 3 nights min

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

                            from £142 / night

                            £465 - £1,389 / week

                            Enquire View

                            from £142 / night

                            (4) Excellent 

                              9

                              Holiday home rental

                              North Yorkshire / Helmsley

                              1 2 3 nights min

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

                              from £67 / night

                              £285 - £688 / week

                              Enquire View

                              from £67 / night

                              (26) Excellent 

                                22

                                Holiday home in Helmsley

                                North Yorkshire / Helmsley

                                4 10 3 nights min

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

                                from £166 / night

                                £639 - £2,215 / week

                                Enquire View

                                from £166 / night

                                (4) Very Good 

                                  12

                                  Holiday home in Helmsley

                                  North Yorkshire / Helmsley

                                  2 4 3 nights min

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

                                  from £72 / night

                                  £267 - £878 / week

                                  Enquire View

                                  from £72 / night

                                  (3) Very Good 

                                    11

                                    Home rental in Nawton

                                    Helmsley / Nawton

                                    2 4 3 nights min

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

                                    from £97 / night

                                    £291 - £842 / week

                                    Enquire View

                                    from £97 / night

                                      11

                                      Holiday cottage in Hawnby

                                      Helmsley / Hawnby

                                      1 2 3 nights min

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

                                      from £68 / night

                                      £233 - £597 / week

                                      Enquire View

                                      from £68 / night

                                      (5) Very Good 

                                        8

                                        Holiday home in Nawton

                                        Helmsley / Nawton

                                        1 2 3 nights min

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

                                        from £66 / night

                                        £244 - £532 / week

                                        Enquire View

                                        from £66 / night

                                        (4) Excellent 

                                          11

                                          Holiday home in Helmsley

                                          North Yorkshire / Helmsley

                                          2 4 3 nights min

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

                                          from £87 / night

                                          £308 - £939 / week

                                          Enquire View

                                          from £87 / night

                                          (1) Excellent 

                                            11

                                            Holiday home rental

                                            North Yorkshire / Helmsley

                                            2 3 3 nights min

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

                                            from £92 / night

                                            £293 - £847 / week

                                            Enquire View

                                            from £92 / night

                                              13

                                              Holiday home in Helmsley

                                              North Yorkshire / Helmsley

                                              4 8 3 nights min

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

                                              from £148 / night

                                              £533 - £1,712 / week

                                              Enquire View

                                              from £148 / night

                                                14

                                                Holiday cottage in Helmsley

                                                North Yorkshire / Helmsley

                                                2 4 3 nights min

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

                                                from £120 / night

                                                £360 - £1,088 / week

                                                Enquire View

                                                from £120 / night

                                                  17

                                                  Holiday home rental

                                                  North Yorkshire / Helmsley

                                                  4 8 3 nights min

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

                                                  from £153 / night

                                                  £518 - £1,645 / week

                                                  Enquire View

                                                  from £153 / night

                                                  (1) Excellent 

                                                    6

                                                    Hawnby holiday home rental

                                                    Helmsley / Hawnby

                                                    1 2 3 nights min

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

                                                    from £84 / night

                                                    £302 - £715 / week

                                                    Enquire View

                                                    from £84 / night

                                                    (1) Very Good 

                                                      20

                                                      Holiday home in Helmsley

                                                      North Yorkshire / Helmsley

                                                      4 8 3 nights min

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

                                                      from £136 / night

                                                      £487 - £1,477 / week

                                                      Enquire View

                                                      from £136 / night

                                                        14

                                                        Helmsley holiday home rental

                                                        North Yorkshire / Helmsley

                                                        3 5 3 nights min

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

                                                        from £102 / night

                                                        £375 - £1,048 / week

                                                        Enquire View

                                                        from £102 / night

                                                        (4) Excellent 

                                                          13

                                                          Home rental in Nawton

                                                          Helmsley / Nawton

                                                          3 5 3 nights min

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

                                                          from £110 / night

                                                          £328 - £944 / week

                                                          Enquire View

                                                          from £110 / night

                                                          Great rentals within 20 miles that match your search

                                                          Distance approx 5.8 miles from Helmsley Show on Map

                                                          (7) Average 

                                                            28

                                                            Holiday cottage rental

                                                            Kirkbymoorside / Kirkby Mills

                                                            2 4 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 7 nights min
                                                            • Nearest beach 32 km
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £49 / night

                                                            £344 - £687 / week

                                                            Book View

                                                            from £49 / night

                                                            Distance approx 7.86 miles from Helmsley Show on Map

                                                              5

                                                              Thirsk holiday apartment rental

                                                              North Yorkshire / Thirsk

                                                              1 4 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Child friendly

                                                              Pricing unknown

                                                              Book View

                                                              Pricing unknown

                                                              Distance approx 15.72 miles from Helmsley

                                                              (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 - £894 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 28 minutes

                                                                from £54 / night

                                                                Distance approx 14.89 miles from Helmsley

                                                                  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 7.26 miles from Helmsley Show on Map

                                                                    22

                                                                    Holiday home in Kilburn

                                                                    North Yorkshire / Kilburn

                                                                    2 4 7 nights min

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

                                                                    from £60 / night

                                                                    £417 - £940 / week

                                                                    Enquire View

                                                                    from £60 / night

                                                                    Distance approx 16.1 miles from Helmsley

                                                                      6

                                                                      Holiday b&b in York

                                                                      North Yorkshire / York

                                                                      1 2 2 nights min

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

                                                                      from £98 / night

                                                                      £682 / week

                                                                      Book View

                                                                      from £98 / night

                                                                      Distance approx 19.6 miles from Helmsley

                                                                      (28) Excellent 

                                                                      Certificate of Excellence

                                                                        34

                                                                        Holiday apartment in Central York

                                                                        York / Central York

                                                                        1 2 min stay varies

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

                                                                        Certificate of Excellence

                                                                        from £86 / night

                                                                        £596 - £665 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 1 hour 58 minutes

                                                                        from £86 / night

                                                                        Distance approx 19.57 miles from Helmsley

                                                                        (6) Very Good 

                                                                          11

                                                                          Holiday apartment in Central York

                                                                          York / Central York

                                                                          3 6 min stay varies

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

                                                                          from £201 / night

                                                                          £1,088 - £1,374 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 10 minutes

                                                                          from £201 / night

                                                                          Distance approx 16.76 miles from Helmsley

                                                                          (10) Excellent 

                                                                            17

                                                                            Holiday cottage in Thorpe Bassett

                                                                            Malton / Thorpe Bassett

                                                                            2 4 min stay varies

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

                                                                            from £58 / night

                                                                            £338 - £527 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 2 hours 15 minutes

                                                                            from £58 / night

                                                                            Distance approx 16.37 miles from Helmsley

                                                                            (4) Excellent 

                                                                              23

                                                                              Holiday cottage with shared pool in Glaisdale

                                                                              North Yorkshire / Glaisdale

                                                                              2 4 7 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 7 nights min
                                                                              • Nearest beach 10 km
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £138 / night

                                                                              £790 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 1 hour 48 minutes

                                                                              from £138 / night

                                                                              Distance approx 11.87 miles from Helmsley

                                                                              (47) Excellent 

                                                                                23

                                                                                Sutton on the Forest holiday caravan/mobile home rental

                                                                                North Yorkshire / Sutton on the Forest

                                                                                2 6 2 nights min

                                                                                • 2 bedrooms
                                                                                • sleeps 6
                                                                                • 2 nights min
                                                                                • Beach / lakeside relaxation
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £229 / night

                                                                                £1,603 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 22 minutes

                                                                                from £229 / night

                                                                                Distance approx 17.39 miles from Helmsley

                                                                                (5) Excellent 

                                                                                  20

                                                                                  Holiday cottage rental

                                                                                  North Yorkshire / Northallerton

                                                                                  2 4 7 nights min

                                                                                  • 2 bedrooms
                                                                                  • sleeps 4
                                                                                  • 7 nights min
                                                                                  • Nearest beach 33 km
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  from £54 / night

                                                                                  £378 - £567 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 1 hour 5 minutes

                                                                                  from £54 / night

                                                                                  Top Destination reviews

                                                                                  Self Catering 3 Bedroom
                                                                                  perfect place

                                                                                  The locations was very good just a short walk into the town. Parking on the street can be a bit hit and miss as a lot of people park during the day we had no problem in parking just be careful as the traffic warden are very keen. The house itself is very clean good size bedrooms and the bathroom very good lovely towels. The touch about the laundry bag in the room was good. Living area very nice. The dining room was big and lots of book and games and where to go leaflets in date. Kitchen and Utility room plenty of pots and pans, cup plates ect ect. Garden was a lovely surprise very nice . Two very good pubs serving good food with proper Chips. Price were good for the area. We went to Ampleforth for a meal at White Horse was very very nice. Plenty of place to see the castle well worth a visit. Would l stay again yes if in the area. Suits a family or couples we were sister and hubby and our dad who is in his 80s.see more
                                                                                  High Farm, Beadlam Rigg
                                                                                  Great stay

                                                                                  We had a great stay. Caravan is clean and spacious. Lovely being on a working farm with great views and peaceful location. The owners were very friendly and welcoming and showed our children the farm animals which they loved. We will definitely stay again. Thank you! … see more
                                                                                  CASTLE VIEW, pet friendly, character holiday cottage, with a garden in
                                                                                  Beautiful holiday home

                                                                                  A perfect holiday home, clean, spacious and in a quiet part of the lovely village of Helmsley, yet only a 2 minute walk to the main part of the village with all the amenities to hand, shops pubs cafes etc. a really beautiful area and with in easy reach of other attractions. … see more

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