Cottages in Pickering and Log cabins - Holiday Lettings - Holiday Rentals Pickering

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1,220 Holiday homes

(1) Excellent 

    18

    Pickering holiday home rental

    Pickering / Wrelton

    2 4 7 nights min

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

    from £52 / night

    £361 - £606 / week

    Enquire View

    from £52 / night

    (5) Excellent 

      11

      Holiday cottage in Pickering

      Pickering / Stape

      3 5 min stay varies

      • 3 bedrooms
      • sleeps 5
      • min stay varies
      • Pet friendly
      • Private garden

      from £172 / night

      £1,203 / week

      Book View

      Responds fast!
      avg. 50 minutes

      from £172 / night

        13

        Pickering holiday home rental

        Pickering / Wrelton

        1 2 7 nights min

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

        from £40 / night

        £278 - £478 / week

        Enquire View

        from £40 / night

          12

          Holiday cottage in Pickering

          North Yorkshire / Pickering

          2 4 7 nights min

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

          from £59 / night

          £410 - £690 / week

          Enquire View

          from £59 / night

          (5) Excellent 

            16

            Holiday barn in Allerston

            Pickering / Allerston

            3 6 3 nights min

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

            from £172 / night

            £842 - £1,539 / week

            Book View

            from £172 / night

              9

              Holiday cottage in Pickering

              North Yorkshire / Pickering

              1 2 min stay varies

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

              from £90 / night

              £360 - £545 / week

              Enquire View

              from £90 / night

              (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

                  9

                  Pickering holiday home rental

                  North Yorkshire / Pickering

                  3 5 7 nights min

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

                  from £66 / night

                  £460 - £820 / week

                  Enquire View

                  from £66 / night

                  (9) Excellent 

                    19

                    Rosedale Abbey holiday home rental

                    Pickering / Rosedale Abbey

                    4 8 min stay varies

                    • 4 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Child friendly
                    • Ask about pets
                    • Private garden

                    from £134 / night

                    £487 - £1,144 / week

                    Book View

                    from £134 / night

                    (3) Excellent 

                      10

                      Cropton holiday cottage rental

                      Pickering / Cropton

                      2 4 7 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 7 nights min
                      • Nearest beach 35 km
                      • Child friendly
                      • Private garden

                      from £60 / night

                      £419 - £660 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 17 minutes

                      from £60 / night

                      (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

                        (65) Excellent 

                          21

                          Holiday home in Pickering

                          North Yorkshire / Pickering

                          5 11 2 nights min

                          • 5 bedrooms
                          • sleeps 11
                          • 2 nights min
                          • Child friendly
                          • Ask about pets
                          • Private garden

                          from £315 / night

                          £1,374 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 24 minutes

                          from £315 / night

                          (21) Very Good 

                          Certificate of Excellence

                            13

                            Holiday cottage in Hartoft

                            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

                            (3) Excellent 

                              15

                              Pickering holiday cottage rental

                              North Yorkshire / Pickering

                              2 4 min stay varies

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

                              from £98 / night

                              £447 - £923 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 56 minutes

                              from £98 / night

                              (2) Excellent 

                                10

                                Holiday cottage in Pickering

                                North Yorkshire / Pickering

                                2 4 7 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 7 nights min
                                • Child friendly
                                • Car not necessary
                                • Ask about pets

                                from £65 / night

                                £455 - £755 / week

                                Enquire View

                                from £65 / night

                                (28) Excellent 

                                  16

                                  Holiday cottage rental

                                  Pickering / Stape

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Air conditioning
                                  • Private garden

                                  from £178 / night

                                  £1,180 / week

                                  Book View

                                  Responds fast!
                                  avg. 50 minutes

                                  from £178 / night

                                  (2) Excellent 

                                    38

                                    Holiday cottage in Pickering

                                    North Yorkshire / Pickering

                                    2 5 min stay varies

                                    • 2 bedrooms
                                    • sleeps 5
                                    • min stay varies
                                    • Nearest beach 30 km
                                    • Child friendly
                                    • Private garden

                                    from £110 / night

                                    £506 - £1,090 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 56 minutes

                                    from £110 / night

                                    (3) Excellent 

                                      37

                                      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 56 minutes

                                      from £166 / night

                                        10

                                        Pickering holiday home rental

                                        North Yorkshire / Pickering

                                        3 6 7 nights min

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

                                        from £59 / night

                                        £410 - £745 / week

                                        Enquire View

                                        from £59 / night

                                        (57) Excellent 

                                        Certificate of Excellence

                                          20

                                          Holiday cottage rental

                                          North Yorkshire / Pickering

                                          2 4 min stay varies

                                          • 2 bedrooms
                                          • sleeps 4
                                          • min stay varies
                                          • Nearest beach 25 km
                                          • Child friendly
                                          • Pet friendly

                                          Certificate of Excellence

                                          from £98 / night

                                          £355 - £613 / week

                                          Book View

                                          Responds fast!
                                          avg. 31 minutes

                                          from £98 / night

                                            9

                                            Holiday home in Wrelton

                                            Pickering / Wrelton

                                            1 2 7 nights min

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

                                            from £40 / night

                                            £278 - £478 / week

                                            Enquire View

                                            from £40 / night

                                            (3) Excellent 

                                              12

                                              Pickering holiday cottage rental

                                              North Yorkshire / Pickering

                                              2 4 7 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 7 nights min
                                              • Child friendly
                                              • Car not necessary
                                              • Ask about pets

                                              from £55 / night

                                              £380 - £565 / week

                                              Enquire View

                                              from £55 / night

                                              (6) Excellent 

                                                16

                                                Pickering holiday cottage rental

                                                North Yorkshire / Pickering

                                                2 4 7 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 7 nights min
                                                • Child friendly
                                                • Car not necessary
                                                • Ask about pets

                                                from £66 / night

                                                £460 - £820 / week

                                                Enquire View

                                                from £66 / night

                                                (10) Excellent 

                                                  12

                                                  Home rental in Pickering

                                                  North Yorkshire / Pickering

                                                  2 4 min stay varies

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

                                                  from £75 / night

                                                  £424 - £653 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 34 minutes

                                                  from £75 / night

                                                  (15) Excellent 

                                                    27

                                                    Farmhouse rental in Pickering with golf nearby

                                                    Pickering / Rosedale Abbey

                                                    4 8 min stay varies

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

                                                    from £132 / night

                                                    £642 - £1,603 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 3 hours 53 minutes

                                                    from £132 / night

                                                    (21) Excellent 

                                                    Certificate of Excellence

                                                      14

                                                      Pickering holiday farmhouse rental

                                                      Pickering / Hartoft

                                                      2 4 3 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 3 nights min
                                                      • Nearest beach 43 km
                                                      • Child friendly
                                                      • Pet friendly

                                                      Certificate of Excellence

                                                      from £81 / night

                                                      £390 - £590 / week

                                                      Book View

                                                      from £81 / night

                                                      (1) Excellent 

                                                        10

                                                        Holiday cottage in Pickering

                                                        North Yorkshire / Pickering

                                                        2 4 7 nights min

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • 7 nights min
                                                        • Child friendly
                                                        • Car not necessary
                                                        • Ask about pets

                                                        from £59 / night

                                                        £410 - £745 / week

                                                        Enquire View

                                                        from £59 / night

                                                        (3) Excellent 

                                                          16

                                                          Cropton holiday cottage rental

                                                          Pickering / Cropton

                                                          3 6 7 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 7 nights min
                                                          • Nearest beach 36 km
                                                          • Child friendly

                                                          from £63 / night

                                                          £437 - £689 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 17 minutes

                                                          from £63 / night

                                                          (10) Excellent 

                                                            18

                                                            Holiday cottage in Stape

                                                            Pickering / Stape

                                                            3 5 min stay varies

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

                                                            from £178 / night

                                                            £1,180 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 50 minutes

                                                            from £178 / night

                                                            (30) Very Good 

                                                            Certificate of Excellence

                                                              14

                                                              Pickering holiday home rental

                                                              North Yorkshire / Pickering

                                                              2 4 min stay varies

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

                                                              Certificate of Excellence

                                                              from £76 / night

                                                              £430 - £573 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 8 minutes

                                                              from £76 / night

                                                              (20) Excellent 

                                                              Certificate of Excellence

                                                                15

                                                                Home rental in Pickering

                                                                North Yorkshire / Pickering

                                                                2 4 min stay varies

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

                                                                Certificate of Excellence

                                                                from £75 / night

                                                                £573 - £745 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 2 hours 21 minutes

                                                                from £75 / night

                                                                  5

                                                                  Holiday cottage rental

                                                                  North Yorkshire / Pickering

                                                                  1 2 7 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 7 nights min
                                                                  • Beach / lakeside relaxation

                                                                  from £82 / night

                                                                  £573 / week

                                                                  Book View

                                                                  from £82 / night

                                                                  (2) Excellent 

                                                                    14

                                                                    Pickering holiday farmhouse rental

                                                                    North Yorkshire / Pickering

                                                                    3 7 7 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 7
                                                                    • 7 nights min
                                                                    • Child friendly
                                                                    • Car not necessary
                                                                    • Pet friendly

                                                                    from £86 / night

                                                                    £600 - £975 / week

                                                                    Enquire View

                                                                    from £86 / night

                                                                    (16) Excellent 

                                                                      14

                                                                      Holiday cottage in Pickering

                                                                      North Yorkshire / Pickering

                                                                      2 3 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 3
                                                                      • min stay varies
                                                                      • Nearest beach 35 km
                                                                      • Pet friendly
                                                                      • Private garden

                                                                      from £69 / night

                                                                      £630 - £790 / week

                                                                      Book View

                                                                      from £69 / night

                                                                        9

                                                                        Allerston holiday home rental

                                                                        Pickering / Allerston

                                                                        2 4 7 nights min

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

                                                                        from £47 / night

                                                                        £324 - £800 / week

                                                                        Enquire View

                                                                        from £47 / night

                                                                          12

                                                                          Holiday cottage letting

                                                                          North Yorkshire / Pickering

                                                                          1 4 7 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • 7 nights min
                                                                          • Child friendly
                                                                          • Car not necessary
                                                                          • Ask about pets

                                                                          from £55 / night

                                                                          £380 - £565 / week

                                                                          Enquire View

                                                                          from £55 / night

                                                                          (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

                                                                            (4) Excellent 

                                                                              11

                                                                              Holiday cottage in Pickering

                                                                              North Yorkshire / Pickering

                                                                              1 2 7 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 7 nights min
                                                                              • Child friendly
                                                                              • Car not necessary
                                                                              • Ask about pets

                                                                              from £58 / night

                                                                              £405 - £625 / week

                                                                              Enquire View

                                                                              from £58 / night

                                                                              (16) Excellent 

                                                                                19

                                                                                Holiday cottage in Pickering

                                                                                North Yorkshire / Pickering

                                                                                2 4 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 4
                                                                                • min stay varies
                                                                                • Suitable for children age 5+
                                                                                • Private garden

                                                                                from £63 / night

                                                                                £332 - £602 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 54 minutes

                                                                                from £63 / night

                                                                                (5) Excellent 

                                                                                  25

                                                                                  Cottage accommodation in Pickering

                                                                                  North Yorkshire / Pickering

                                                                                  3 7 min stay varies

                                                                                  • 3 bedrooms
                                                                                  • sleeps 7
                                                                                  • min stay varies
                                                                                  • Nearest beach 30 km
                                                                                  • Child friendly

                                                                                  from £147 / night

                                                                                  £679 - £1,322 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 56 minutes

                                                                                  from £147 / night

                                                                                  Top Destination reviews

                                                                                  No 2 The Ropery
                                                                                  Excellent!

                                                                                  11 of us spent a week here, 6 adults & 5 children (3 families). The cottage was lovely and clean, The lounge was a fantastic size, bigger than it looked in the pic, the house was big enough so you didn't feel on top of each other. Perfect base to go exploring North Yorkshire, especially with the North York Moors Steam railway next door. Pickering has all the amenities you need. The only reason I didn't give 5 stars was because, we went to use the BBQ and it was mouldy and the property could do with some drawer storage in the bedrooms as one of the rooms just had a large wardrobe which didn't even have any shelves in it,not ideal for kids clothes. Other than that I would definitely recommend.see more
                                                                                  The Cottage, Pickering, North Yorkshire,England
                                                                                  Absolutely delightful.

                                                                                  A wonderful week spent in this delightful fully equipped, spotlessly clean cottage within easy walking reach of shops, restaurants and "steam train". Perfect location for scenic drives to moors, coast and other attractions. My husband has to use an motor scooter and it was so convenient for us in every way, especially the shed!!see more
                                                                                  Juliann's Holiday Cottage
                                                                                  Perfect cottage

                                                                                  Very tastefully decorated cottage, such a comfy bed. Kitchen is well equipped with everything you need great to have a dishwasher. In central Pickering with easy parking outside the property. … see more
                                                                                  Meadows Edge Cottage
                                                                                  Beautiful cottage. Idyllic location.

                                                                                  We enjoyed the feeling of remoteness but also the convenience of getting to all the places we wanted to visit during our trip. i.e Pickering, Whitby, Staithes, Saltburn-by-the-sea, Helmsley, Thornton le dale. The hot tub was an added bonus after a day walking. The drive over the moors was stunning too. Will definitely look to return to this lovely place with a friendly welcome.see more
                                                                                  19 Burgate
                                                                                  Brill weekend

                                                                                  What a great weekend we had the cottage was both comfy and immaculate. Will deffinetly be booking again....loved it … see more
                                                                                  The Barn at Rigg End Pickering
                                                                                  5* Accommadation

                                                                                  The surrounding countryside is outstanding and the Barn at Rigg End matches it! The barn is spacious and enjoys glorious views and surrounding and has been refurbished to the highest standard. From the fully equiped top of the range kitchen to the tv and the en-suits bathrooms all very good. A warm wlcome from the hosts Mike and Shirley and nothing is too much trouble. This is a great place to explore the Yorkshire Moors from.see more
                                                                                  Lark Cottage sleeps 4, Charming Character Cottage
                                                                                  Perfect location

                                                                                  Amazing home from home base for touring the area and enjoying Pickering, the cottage was perfect for our stay everything we could possibly want or need thank you so much, would love to return again, we had an amazing weekend away, owners were most helpful and all the small touches within the cottage much appreciated.see more
                                                                                  Farmhouse, Low Farm, Hartoft
                                                                                  Highly recommended

                                                                                  Everything about this experience was perfect. Nicola responded to my questions quickly and the Farmhouse was as described. When we arrived the Farmhouse it was spotless, and the extra touches like the bottle of wine, chocolates and fire ready to be lit were so lovely. The Farmhouse itself is spacious (that kitchen!) and has everything one would need; it is well-maintained, has lots of cupboard and drawer space to unpack and the beds are very comfy. The setting is idyllic. I’d definitely recommend.see more
                                                                                  Willows End
                                                                                  Immaculate, cosy cottage

                                                                                  If you’re looking for somewhere to relax and unwind, then this is the place! Beautiful, well built cottages set in tranquility itself. They have been thoughtfully designed and laid out. Our cottage was impeccably clean and the towels and bedding smelled devine! Little finishing touches made the cottage extra special. Our trip was for new year and it was decorated with a tree and garlands over the fire place using natural materials from the forest. Even the external corridors had fairy lights. The cottage had everything we needed- dishwasher tablets, washing up liquid and cloths, tin foil etc. Little things which make life easier. There is an external communal space, so if a few families hired cottages together you could meet up, yet still have privacy. The beds are huge and so comfy! We loved it!see more

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