Cottages in Middleham and Guest houses - Holiday Lettings - Holiday Rentals Middleham

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670 Holiday homes

(44) Excellent 

    23

    Holiday bungalow in Middleham

    North Yorkshire / Middleham

    2 4 min stay varies

    • 2 bedrooms
    • sleeps 4
    • min stay varies
    • Nearest beach 104 km
    • Child friendly
    • Pet friendly
    “Home for home.” Everything you need for your stay. Comfortable, home from home. Good base to explore North Yorkshire.

    from £95 / night

    £498 - £550 / week

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    Responds fast!
    avg. 1 hour 7 minutes

    from £95 / night

    (72) Excellent 

      22

      Holiday cottage in Middleham

      North Yorkshire / Middleham

      1 2 min stay varies

      • 1 bedroom
      • sleeps 2
      • min stay varies
      “Cosy cottage in beautiful setting” Jenny Wren was a lovely cottage for our romantic anniversary break, we particularly enjoyed the wood burning stove, candles and king size bed! Alan and Angela made us feel very welcome and the extra touches such as a tea set laid out, complete with muffins, and the chocolates on the bed made it feel really special. The village was in an ideal setting for exploring the Dales, and we enjoyed a trip to Hawes and Aysgarth Falls. However, there is also plenty to do locally, with walks to the river from Middleham, and Jervaulx Abbey and Brymor ice cream farm just a short drive away. We were spoilt for choice with the four pubs in the square, but ended up in The White Swan, which serves good bistro-style food at reasonable prices if you go for the early-bird deal. We would thoroughly recommend Jenny Wren as a place for couples to stay at any time of year.

      from £63 / night

      £367 - £481 / week

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      Responds fast!
      avg. 2 hours 25 minutes

      from £63 / night

      (41) Excellent 

        10

        Holiday home in Middleham

        North Yorkshire / Middleham

        6 19 3 nights min

        • 6 bedrooms
        • sleeps 19
        • 3 nights min
        • Child friendly
        • Pet friendly
        • Private garden

        from £226 / night

        £1,582 / week

        Enquire View

        from £226 / night

          7

          Holiday home in Middleham

          North Yorkshire / Middleham

          3 5 7 nights min

          • 3 bedrooms
          • sleeps 5
          • 7 nights min
          • Child friendly
          • Ask about pets

          from £74 / night

          £516 - £687 / week

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          Responds fast!
          avg. 1 hour 18 minutes

          from £74 / night

            28

            Middleham holiday cottage rental

            North Yorkshire / Middleham

            2 4 7 nights min

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

            from £77 / night

            £537 - £787 / week

            Enquire View

            from £77 / night

              15

              Middleham holiday cottage rental

              North Yorkshire / Middleham

              1 2 7 nights min

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

              from £68 / night

              £471 - £741 / week

              Enquire View

              from £68 / night

                27

                Holiday cottage in Middleham

                North Yorkshire / Middleham

                1 2 7 nights min

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

                from £56 / night

                £387 - £637 / week

                Enquire View

                from £56 / night

                  33

                  Cottage rental in Middleham

                  North Yorkshire / Middleham

                  2 4 7 nights min

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

                  from £70 / night

                  £487 - £837 / week

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                  from £70 / night

                    59

                    Middleham holiday cottage rental

                    North Yorkshire / Middleham

                    4 8 7 nights min

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

                    from £149 / night

                    £1,037 - £1,892 / week

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                    from £149 / night

                      43

                      Middleham holiday cottage rental

                      North Yorkshire / Middleham

                      2 4 7 nights min

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

                      from £71 / night

                      £491 - £791 / week

                      Enquire View

                      from £71 / night

                      (4) Excellent 

                        13

                        Holiday home in Middleham

                        North Yorkshire / Middleham

                        2 4 3 nights min

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

                        from £120 / night

                        £450 - £1,145 / week

                        Enquire View

                        from £120 / night

                        (5) Excellent 

                          17

                          Holiday cottage in Middleham

                          North Yorkshire / Middleham

                          2 4 3 nights min

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

                          from £91 / night

                          £330 - £866 / week

                          Enquire View

                          from £91 / night

                            13

                            Holiday home in Middleham

                            North Yorkshire / Middleham

                            2 3 3 nights min

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

                            from £106 / night

                            £369 - £887 / week

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                            from £106 / night

                            (2) Excellent 

                              10

                              Holiday home in Middleham

                              North Yorkshire / Middleham

                              1 2 3 nights min

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

                              from £108 / night

                              £371 - £908 / week

                              Enquire View

                              from £108 / night

                              (9) Excellent 

                                18

                                Home rental in Middleham

                                North Yorkshire / Middleham

                                3 8 3 nights min

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

                                from £163 / night

                                £537 - £1,359 / week

                                Enquire View

                                from £163 / night

                                  10

                                  Middleham holiday home rental

                                  North Yorkshire / Middleham

                                  3 6 3 nights min

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

                                  from £120 / night

                                  £387 - £1,019 / week

                                  Enquire View

                                  from £120 / night

                                    12

                                    Holiday home in Middleham

                                    North Yorkshire / Middleham

                                    2 3 3 nights min

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

                                    from £83 / night

                                    £342 - £778 / week

                                    Enquire View

                                    from £83 / night

                                    (3) Excellent 

                                      12

                                      Home rental in Middleham

                                      North Yorkshire / Middleham

                                      1 2 3 nights min

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

                                      from £83 / night

                                      £342 - £814 / week

                                      Enquire View

                                      from £83 / night

                                      (1) Excellent 

                                        12

                                        Home rental in Middleham

                                        North Yorkshire / Middleham

                                        2 4 3 nights min

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

                                        from £94 / night

                                        £349 - £916 / week

                                        Enquire View

                                        from £94 / night

                                        (5) Excellent 

                                          19

                                          Holiday home in Middleham

                                          North Yorkshire / Middleham

                                          4 10 3 nights min

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

                                          from £308 / night

                                          £996 - £3,156 / week

                                          Enquire View

                                          from £308 / night

                                          (6) Excellent 

                                            14

                                            Middleham holiday home rental

                                            North Yorkshire / Middleham

                                            1 2 3 nights min

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

                                            from £99 / night

                                            £342 - £814 / week

                                            Enquire View

                                            from £99 / night

                                              15

                                              Holiday home rental

                                              North Yorkshire / Middleham

                                              3 5 3 nights min

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

                                              from £122 / night

                                              £444 - £1,296 / week

                                              Enquire View

                                              from £122 / night

                                              (3) Very Good 

                                                31

                                                Holiday home in Middleham

                                                North Yorkshire / Middleham

                                                7 18 3 nights min

                                                • 7 bedrooms
                                                • sleeps 18
                                                • 3 nights min
                                                • Child friendly
                                                • Pet friendly
                                                • Private garden

                                                from £487 / night

                                                £1,500 - £6,265 / week

                                                Enquire View

                                                from £487 / night

                                                (3) Very Good 

                                                  15

                                                  Holiday home in Middleham

                                                  North Yorkshire / Middleham

                                                  2 4 min stay varies

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

                                                  from £92 / night

                                                  £344 - £493 / week

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                                                  from £92 / night

                                                    20

                                                    Holiday home with golf nearby in Middleham

                                                    North Yorkshire / Middleham

                                                    3 5 3 nights min

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

                                                    from £133 / night

                                                    £399 - £1,235 / week

                                                    Enquire View

                                                    from £133 / night

                                                    Great rentals within 20 miles that match your search

                                                    Distance approx 17.63 miles from Middleham

                                                    (51) Excellent 

                                                    Certificate of Excellence

                                                      27

                                                      Harrogate holiday cottage rental

                                                      North Yorkshire / Harrogate

                                                      1 2 3 nights min

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

                                                      Certificate of Excellence

                                                      from £92 / night

                                                      £615 - £687 / week

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                                                      Responds fast!
                                                      avg. 1 hour 14 minutes

                                                      from £92 / night

                                                      Distance approx 11.34 miles from Middleham

                                                        5

                                                        Holiday cottage in Reeth

                                                        Yorkshire Dales National Park / Reeth

                                                        2 4 min stay varies

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

                                                        from £78 / night

                                                        £401 - £516 / week

                                                        Book View

                                                        from £78 / night

                                                        Distance approx 15.94 miles from Middleham

                                                        (17) Very Good 

                                                        Certificate of Excellence

                                                          10

                                                          Holiday cottage in Hawes

                                                          Hawes / Appersett

                                                          2 4 3 nights min

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

                                                          Certificate of Excellence

                                                          from £86 / night

                                                          £327 - £670 / week

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                                                          Responds fast!
                                                          avg. 3 hours 37 minutes

                                                          from £86 / night

                                                          Distance approx 17.52 miles from Middleham

                                                          (4) Very Good 

                                                            13

                                                            Holiday cottage in Burnsall

                                                            Yorkshire Dales National Park / Burnsall

                                                            2 6 2 nights min

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

                                                            from £126 / night

                                                            £573 / week

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                                                            Responds fast!
                                                            avg. 2 hours 56 minutes

                                                            from £126 / night

                                                            Distance approx 18.32 miles from Middleham

                                                              6

                                                              Holiday guest house in Bishop Monkton

                                                              North Yorkshire / Bishop Monkton

                                                              1 2 1 night min

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

                                                              from £86 / night

                                                              £602 / week

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                                                              from £86 / night

                                                              Distance approx 8.82 miles from Middleham

                                                              (15) Excellent 

                                                              Certificate of Excellence

                                                                83

                                                                Holiday b&b with golf nearby in Bedale

                                                                North Yorkshire / Bedale

                                                                1 2 1 night min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 1 night min
                                                                • Car not necessary
                                                                • Private garden

                                                                Certificate of Excellence

                                                                from £126 / night

                                                                £687 / week

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                                                                Responds fast!
                                                                avg. 1 hour 42 minutes

                                                                from £126 / night

                                                                Distance approx 7.88 miles from Middleham

                                                                  14

                                                                  Hudswell holiday lodge let

                                                                  Richmond / Hudswell

                                                                  3 5 min stay varies

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

                                                                  from £109 / night

                                                                  £468 - £900 / week

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                                                                  from £109 / night

                                                                  Distance approx 19.04 miles from Middleham

                                                                    25

                                                                    Holiday apartment in Thirsk

                                                                    North Yorkshire / Thirsk

                                                                    2 6 min stay varies

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

                                                                    Pricing unknown

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                                                                    Pricing unknown

                                                                    Distance approx 14.3 miles from Middleham

                                                                      24

                                                                      Holiday home in Pateley Bridge

                                                                      North Yorkshire / Pateley Bridge

                                                                      1 2 3 nights min

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

                                                                      from £144 / night

                                                                      £773 / week

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                                                                      from £144 / night

                                                                      Distance approx 7.36 miles from Middleham

                                                                      (46) Very Good 

                                                                      Certificate of Excellence

                                                                        24

                                                                        Holiday apartment with golf nearby in Masham

                                                                        North Yorkshire / Masham

                                                                        3 6 2 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 2 nights min
                                                                        • Nearest beach 115 km
                                                                        • Child friendly
                                                                        • Private garden

                                                                        Certificate of Excellence

                                                                        from £149 / night

                                                                        £802 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 1 hour 51 minutes

                                                                        from £149 / night

                                                                        Distance approx 11.5 miles from Middleham

                                                                        (2) Excellent 

                                                                          17

                                                                          Home rental in Gunnerside

                                                                          Yorkshire Dales National Park / Gunnerside

                                                                          3 8 3 nights min

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

                                                                          from £121 / night

                                                                          £512 - £916 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 39 minutes

                                                                          from £121 / night

                                                                          Distance approx 14.91 miles from Middleham

                                                                          (1) Excellent 

                                                                            35

                                                                            Muker holiday home rental

                                                                            Yorkshire Dales National Park / Muker

                                                                            3 6 min stay varies

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

                                                                            from £113 / night

                                                                            £470 - £677 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 39 minutes

                                                                            from £113 / night

                                                                            Distance approx 8.26 miles from Middleham

                                                                              26

                                                                              Holiday home in Reeth

                                                                              Yorkshire Dales National Park / Reeth

                                                                              2 4 min stay varies

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

                                                                              from £115 / night

                                                                              £516 - £701 / week

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                                                                              Responds fast!
                                                                              avg. 2 hours 10 minutes

                                                                              from £115 / night

                                                                              Distance approx 12.76 miles from Middleham

                                                                                11

                                                                                Holiday cottage in Winksley

                                                                                Ripon / Winksley

                                                                                2 4 3 nights min

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

                                                                                from £138 / night

                                                                                £687 / week

                                                                                Book View

                                                                                from £138 / night

                                                                                Distance approx 10.46 miles from Middleham

                                                                                (51) Excellent 

                                                                                  11

                                                                                  Holiday home in Skeeby

                                                                                  Richmond / Skeeby

                                                                                  7 20 1 night min

                                                                                  • 7 bedrooms
                                                                                  • sleeps 20
                                                                                  • 1 night min
                                                                                  • Child friendly
                                                                                  • Car not necessary
                                                                                  • Ask about pets

                                                                                  from £225 / night

                                                                                  £1,550 - £3,300 / week

                                                                                  Enquire View

                                                                                  from £225 / night

                                                                                  Top Destination reviews

                                                                                  Honeykiln Cottage
                                                                                  An excellent base, for a visit to North Yorkshire.

                                                                                  We were visiting family who live in Middleham and have stayed in many cottages B&Bs over the years,this one is the best yet.It is in a fairly new ,quiet,on a very small estate.The cottage is very comfortable,with a private garden.We were greeted with a vase of flowers and a lovely welcoming tray,in this bright and spacious cottage.Although we did not have to cook during our visit all the necessary kitchen and dining requirements were in place. In fact it is a FIRST CLASS HOLIDAY COTTAGE situated in just the place for a visit to North Yorkshire and The Dales-You will not be disappointed.see more
                                                                                  Yorkshire Dales House
                                                                                  Stunning property

                                                                                  An absolutely fantastic property. Wonderfully comfortable, beautifully furnished and appointed, and in an outstanding location (four pubs all serving fabulous Black Sheep beer, not to mention two great takeaways, all within walking distance, yet still a picturesque and peaceful location - life doesn't get any better!). Owners and managers a pleasure to deal with. A perfect destination for a get-together with family and friends. Middleham Castle directly opposite the property - stunning views from the house. Short drive to Aysgarth Falls and Wensleydale. Thank you so much for a great holiday.see more
                                                                                  Fox Cottage, Middleham, Wensleydale. WiFi.
                                                                                  Great dog friendly weekend break.

                                                                                  Bungalow is situated close to local pubs,shop, castle and river which was great for walking the dog in the morning.Also other lovely walks nearby. Fox Cottage is beautifully clean and comfortable with everything you need for a relaxing break-fluffy towels and bathrobes provided as well as a welcome pack of milk,tea and sugar. Bowls and towel for the dog were a bonus! A great selection of books and DVDs too if you needed them. Really couldn't fault this accommodation and the owner Alison was very helpful- even emailing to say we could gain access earlier than arranged.see more
                                                                                  Jenny Wren Cottage
                                                                                  Peace n quiet

                                                                                  Really enjoyed our few days in this delightful cottage .Jenny Wren is everything we could have wanted , warm cosy & really well equipped.We would definitely recommend this cottage and look forward to coming back in the spring … see more

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