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

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1,040 Holiday homes

    14

    Holiday cottage letting

    North York Moors National Park / Castleton

    1 2 7 nights min

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

    from £46 / night

    £320 - £726 / week

    Enquire View

    from £46 / night

    (71) Very Good 

    Certificate of Excellence

      27

      Cottage rental in Castleton

      North York Moors National Park / Castleton

      1 2 min stay varies

      • 1 bedroom
      • sleeps 2
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 9 km
      • Child friendly
      “Lovely cottage” The cottage is lovely, everything we needed. The wood burner is great to come back to after a long walk. There is lots to do in the surrounding areas and thanks to Annette’s advice had a relaxing train journey to Whitby. I will be back in the summer for longer as there is much more I want to see and do. Overall great place, ideal location. Thanks again Annette.

      Certificate of Excellence

      from £57 / night

      £281 - £373 / week

      Book View

      Responds fast!
      avg. 32 minutes

      from £57 / night

      (11) Very Good 

      Certificate of Excellence

        9

        Holiday lodge in Castleton

        North York Moors National Park / Castleton

        3 6 4 nights min

        • 3 bedrooms
        • sleeps 6
        • 4 nights min
        • Nearest beach 20 km
        • Child friendly
        • Pet friendly

        Certificate of Excellence

        from £67 / night

        £373 - £573 / week

        Book View

        from £67 / night

        (11) Excellent 

          11

          Holiday home in Castleton

          North York Moors National Park / Castleton

          2 4 3 nights min

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

          from £94 / night

          £357 - £1,019 / week

          Enquire View

          from £94 / night

          (2) Excellent 

            9

            Castleton holiday home rental

            North York Moors National Park / Castleton

            2 4 3 nights min

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

            from £110 / night

            £329 - £894 / week

            Enquire View

            from £110 / night

            (5) Excellent 

              8

              Holiday home in Castleton

              North York Moors National Park / Castleton

              1 2 3 nights min

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

              from £95 / night

              £284 - £762 / week

              Enquire View

              from £95 / night

              (1) Very Good 

                18

                Holiday cottage in Castleton

                North York Moors National Park / Castleton

                3 6 3 nights min

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

                from £108 / night

                £337 - £929 / week

                Enquire View

                from £108 / night

                  17

                  Holiday cottage in Castleton

                  North York Moors National Park / Castleton

                  2 5 3 nights min

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

                  from £93 / night

                  £295 - £809 / week

                  Enquire View

                  from £93 / night

                    6

                    Holiday home in Castleton

                    North York Moors National Park / Castleton

                    1 2 3 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 3 nights min

                    from £84 / night

                    £251 - £603 / week

                    Enquire View

                    from £84 / night

                    Great rentals within 20 miles that match your search

                    Distance approx 19.51 miles from Castleton

                    (11) Very Good 

                      21

                      Holiday cottage with golf nearby in Ampleforth

                      North Yorkshire / Ampleforth

                      1 3 3 nights min

                      • 1 bedroom
                      • sleeps 3
                      • 3 nights min
                      • Nearest beach 50 km
                      • Suitable for children age 5+
                      • Private garden

                      from £86 / night

                      £413 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 44 minutes

                      from £86 / night

                      Distance approx 19.55 miles from Castleton Show on Map

                      (8) Excellent 

                        26

                        Holiday barn in Harwood Dale

                        Scarborough / Harwood Dale

                        1 2 min stay varies

                        • 1 bedroom
                        • sleeps 2
                        • min stay varies
                        • Nearest beach 10 km
                        • Child friendly
                        • Pet friendly

                        from £114 / night

                        £453 - £785 / week

                        Book View

                        from £114 / night

                        Distance approx 16.99 miles from Castleton

                        (1)  

                          21

                          Holiday home rental

                          Stockton-on-Tees / Yarm

                          2 3 2 nights min

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

                          from £68 / night

                          £401 / week

                          Book View

                          Responds fast!
                          avg. 3 hours 9 minutes

                          from £68 / night

                          Distance approx 13.12 miles from Castleton Show on Map

                          (92) Excellent 

                            18

                            Central Whitby holiday cottage rental

                            Whitby / Central Whitby

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Nearest beach 0.4 km
                            • Child friendly

                            from £86 / night

                            £600 - £1,340 / week

                            Enquire View

                            from £86 / night

                            Distance approx 11.43 miles from Castleton Show on Map

                            (61) Excellent 

                            Certificate of Excellence

                              65

                              Sleights holiday cottage rental

                              Whitby / Sleights

                              2 4 min stay varies

                              • 2 bedrooms
                              • sleeps 4
                              • min stay varies
                              • Nearest beach 5 km
                              • Ask owner if suitable for children
                              • Car not necessary

                              Certificate of Excellence

                              from £115 / night

                              £516 - £802 / week

                              Book View

                              Responds fast!
                              avg. 38 minutes

                              from £115 / night

                              Distance approx 13.68 miles from Castleton 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 7.56 miles from Castleton 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 10.39 miles from Castleton

                                  (11) Very Good 

                                  Certificate of Excellence

                                    23

                                    Holiday cottage in Chop Gate

                                    North York Moors National Park / Chop Gate

                                    1 3 min stay varies

                                    • 1 bedroom
                                    • sleeps 3
                                    • min stay varies
                                    • Nearest beach 25 km
                                    • Child friendly

                                    Certificate of Excellence

                                    from £69 / night

                                    £384 - £503 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 47 minutes

                                    from £69 / night

                                    Distance approx 12.86 miles from Castleton Show on Map

                                    (50) Excellent 

                                      32

                                      Cottage rental in Central Whitby

                                      Whitby / Central Whitby

                                      3 5 min stay varies

                                      • 3 bedrooms
                                      • sleeps 5
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Child friendly
                                      • Car not necessary

                                      from £155 / night

                                      £630 - £974 / week

                                      Book View

                                      Responds fast!
                                      avg. 30 minutes

                                      from £155 / night

                                      Distance approx 14.48 miles from Castleton Show on Map

                                      (11) Excellent 

                                        15

                                        Holiday cottage in Pickering

                                        North Yorkshire / Pickering

                                        1 2 min stay varies

                                        • 1 bedroom
                                        • sleeps 2
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Child friendly
                                        • Pet friendly

                                        from £74 / night

                                        £327 - £550 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 5 minutes

                                        from £74 / night

                                        Distance approx 9.84 miles from Castleton Show on Map

                                        (13) Excellent 

                                        Certificate of Excellence

                                          35

                                          Cottage rental in Goathland

                                          North York Moors National Park / Goathland

                                          2 4 3 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 3 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 14 km
                                          • Child friendly

                                          Certificate of Excellence

                                          from £103 / night

                                          £458 - £642 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 20 minutes

                                          from £103 / night

                                          Distance approx 12.88 miles from Castleton Show on Map

                                          (52) Excellent 

                                          Certificate of Excellence

                                            24

                                            Holiday townhouse in Whitby

                                            Scarborough District / Whitby

                                            3 6 min stay varies

                                            • 3 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Nearest beach 4 km
                                            • Child friendly

                                            Certificate of Excellence

                                            from £98 / night

                                            £529 - £882 / week

                                            Book View

                                            from £98 / night

                                            Distance approx 8.86 miles from Castleton Show on Map

                                            (49) 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

                                              Responds fast!
                                              avg. 3 hours 42 minutes

                                              from £63 / night

                                              Distance approx 11.31 miles from Castleton Show on Map

                                              (31) Excellent 

                                              Certificate of Excellence

                                                12

                                                Holiday apartment in Hutton le Hole

                                                North York Moors National Park / Hutton le Hole

                                                2 4 min stay varies

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

                                                Certificate of Excellence

                                                from £75 / night

                                                £373 - £602 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 41 minutes

                                                from £75 / night

                                                Distance approx 15.74 miles from Castleton Show on Map

                                                (3) Excellent 

                                                  33

                                                  Cottage rental in Pickering

                                                  North Yorkshire / Pickering

                                                  4 8 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Nearest beach 30 km
                                                  • Child friendly
                                                  • Private garden

                                                  from £166 / night

                                                  £769 - £1,673 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 hours 54 minutes

                                                  from £166 / night

                                                  Distance approx 13.08 miles from Castleton Show on Map

                                                  (16) Excellent 

                                                  Certificate of Excellence

                                                    28

                                                    Holiday home in Whitby

                                                    Scarborough District / Whitby

                                                    4 8 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Nearest beach 0.5 km
                                                    • Child friendly
                                                    • Car not necessary

                                                    Certificate of Excellence

                                                    from £263 / night

                                                    £1,088 - £2,462 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 35 minutes

                                                    from £263 / night

                                                    Distance approx 12.44 miles from Castleton Show on Map

                                                    (8) Very Good 

                                                      10

                                                      Holiday cottage in Cropton

                                                      North Yorkshire / Cropton

                                                      3 6 7 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 7 nights min
                                                      • Beach / lakeside relaxation
                                                      • Child friendly
                                                      • Pet friendly

                                                      from £96 / night

                                                      £670 - £1,117 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 47 minutes

                                                      from £96 / night

                                                      Distance approx 18.62 miles from Castleton

                                                        16

                                                        Caravan/mobile home rental in Kirby Misperton with shared pool, golf nearby

                                                        Malton / Kirby Misperton

                                                        3 6 3 nights min

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

                                                        from £144 / night

                                                        £745 - £859 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 40 minutes

                                                        from £144 / night

                                                        Distance approx 16.66 miles from Castleton

                                                          12

                                                          Holiday cottage letting

                                                          North Yorkshire / Pickering

                                                          1 4 7 nights min

                                                          • 1 bedroom
                                                          • sleeps 4
                                                          • 7 nights min
                                                          • Child friendly
                                                          • Car not necessary
                                                          • Pet friendly

                                                          from £55 / night

                                                          £380 - £565 / week

                                                          Enquire View

                                                          from £55 / night

                                                          Distance approx 13.45 miles from Castleton Show on Map

                                                          (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 17.98 miles from Castleton Show on Map

                                                            (20) Excellent 

                                                            Certificate of Excellence

                                                              8

                                                              Holiday cottage rental

                                                              Scarborough District / Scarborough

                                                              1 2 min stay varies

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

                                                              Certificate of Excellence

                                                              from £69 / night

                                                              £344 - £516 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 2 hours 2 minutes

                                                              from £69 / night

                                                              Distance approx 13.03 miles from Castleton Show on Map

                                                                4

                                                                Holiday apartment in Whitby

                                                                Scarborough District / Whitby

                                                                2 4 min stay varies

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

                                                                from £98 / night

                                                                £682 / week

                                                                Book View

                                                                from £98 / night

                                                                Distance approx 5.79 miles from Castleton Show on Map

                                                                (6) Excellent 

                                                                  17

                                                                  Pickering holiday barn rental

                                                                  Pickering / Rosedale Abbey

                                                                  1 2 7 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 7 nights min
                                                                  • Nearest beach 30 km
                                                                  • Private garden

                                                                  from £66 / night

                                                                  £458 - £642 / week

                                                                  Book View

                                                                  from £66 / night

                                                                  Distance approx 9.77 miles from Castleton Show on Map

                                                                  (4) Very Good 

                                                                    6

                                                                    Holiday cottage in Danby

                                                                    North York Moors National Park / Danby

                                                                    1 2 7 nights min

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

                                                                    from £69 / night

                                                                    £401 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 29 minutes

                                                                    from £69 / night

                                                                    Distance approx 12.63 miles from Castleton Show on Map

                                                                    (11) Very Good 

                                                                      38

                                                                      Holiday apartment rental

                                                                      Scarborough District / Whitby

                                                                      2 4 3 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 3 nights min
                                                                      • Child friendly
                                                                      • Ask about pets

                                                                      from £95 / night

                                                                      £332 - £693 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 17 minutes

                                                                      from £95 / night

                                                                      Distance approx 3.3 miles from Castleton Show on Map

                                                                      (3) Excellent 

                                                                        22

                                                                        Holiday cottage in Danby

                                                                        North York Moors National Park / Danby

                                                                        3 6 min stay varies

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

                                                                        from £98 / night

                                                                        £573 - £630 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 43 minutes

                                                                        from £98 / night

                                                                        Distance approx 14.48 miles from Castleton Show on Map

                                                                        (3) Very Good 

                                                                          19

                                                                          Holiday cottage in Pickering

                                                                          North Yorkshire / Pickering

                                                                          2 5 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 5
                                                                          • 3 nights min
                                                                          • Nearest beach 30 km
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £115 / night

                                                                          £802 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 5 minutes

                                                                          from £115 / night

                                                                          Distance approx 18.92 miles from Castleton

                                                                            14

                                                                            Holiday home in Wass

                                                                            North Yorkshire / Wass

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Nearest beach 50 km
                                                                            • Child friendly
                                                                            • Pet friendly

                                                                            from £98 / night

                                                                            £1,014 / week

                                                                            Book View

                                                                            from £98 / night

                                                                            Distance approx 16.35 miles from Castleton Show on Map

                                                                              36

                                                                              Holiday b&b in Robin Hoods Bay

                                                                              North York Moors National Park / Robin Hood's Bay

                                                                              1 2 1 night min

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

                                                                              from £86 / night

                                                                              £602 / week

                                                                              Book View

                                                                              from £86 / night

                                                                              Distance approx 15.75 miles from Castleton Show on Map

                                                                                8

                                                                                Holiday cottage in Pickering

                                                                                North Yorkshire / Pickering

                                                                                2 5 min stay varies

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

                                                                                from £111 / night

                                                                                £512 - £1,090 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 54 minutes

                                                                                from £111 / night

                                                                                Distance approx 9.07 miles from Castleton Show on Map

                                                                                (7) Excellent 

                                                                                  20

                                                                                  Holiday home in Beck Hole

                                                                                  North Yorkshire / Beck Hole

                                                                                  1 2 7 nights min

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

                                                                                  from £114 / night

                                                                                  £796 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 39 minutes

                                                                                  from £114 / night

                                                                                  Top Destination reviews

                                                                                  DALESIDEHOLIDAYLODGE NORTH YORK MOORS NATIONAL PARK
                                                                                  A hidden gem full of peace and quiet!

                                                                                  We were looking for a remote holiday to destress and unwind. We came across Daleside and thought we would give it a try. Absolute perfection. Peace and quiet personified. If you want phone signal and hustle and bustle then this is not the place for you (although we did have wifi ). We were greeted by the lovely Jackie and Ian and George the Labrador who was a big old softie. Jackie showed us round the house and showed us how everything worked. We were then left to our own devices. We took food with us and only ventured out to nearby Castleton to restock on essentials at the small co-op. Check out the tea room in the chapel, such friendly service and the cakes were amazing!! Whitby is only a short car journey away, as is Middlesbrough and Guisborough. We absolutely loved the peace and quiet, sheep bleating, chickens clucking, and not much else! No traffic. Pitch black on a night with a sky full of stars. If you are wanting a short break to unwind and unload the stresses of everyday life then I would heartly recommend Daleside. Thank you Jackie and Ian for making us feel so welcome xx Tina, Dave and Sharon xxsee more
                                                                                  The Nest ,Whitby: timeless , romance or a rest in the National Park.pet friendly
                                                                                  Lovely break

                                                                                  A beautiful cottage that surpassed expectations. The cottage is located perfectly for walks on the moors or circular walks between villages. The cottage itself has everything that you need for a relaxing break and the close proximity to shops and pubs make this an ideal place to stay. We would definately recommend staying here. The locals are extremely friendly and the local quiz night in the downe arms was a great opportunity to get some local tips on where to visit. Anne - many thanks for your help and support with our booking. We are already planning our next visit !!see more

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