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Middleham Cottages

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Your Middleham, North Yorkshire search returned 130 cottages

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  • Sleeps10
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

This traditional farmhouse rests in the hamlet of Horsehouse near Leyburn, Yorkshire. Countryside views. Near a national park. Woodburning stoves. Pet-friendly. Richmond 17.2 miles. (Ref. 1133570)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £793

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Delightful stone-built converted barn in quiet position on edge of the pretty village of Carperby, in Upper Wensleydale. Aysgarth Falls 1 mile; Castle Bolton 2 miles. (Ref. 567)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £323

Last booked today
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

An exquisite cottage nestled on the edge of the Yorkshire Dales National Park. Open-plan. Two woodburning stoves. Brilliant walking routes. Leyburn 2 miles. (Ref. 1012081)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £456

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A quaint mid-terrace cottage resting within the centre of Middleham. Close to all amenities. WiFi. Leyburn 2.1 miles; Richmond 11.3 miles. (Ref. 1060887)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £409

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A wonderful ground floor, detached cottage set in a walled garden just off the village square in Middleham, perfect for couples. En-suite bedroom. Woodburner. WiFi. Leyburn 2.2 miles. (Ref. 904813)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £382

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A perfect roundhouse cottage in a walled garden in the centre of Middleham, just perfect for a romantic trip! WiFi. Woodburner. Leyburn 2.2 miles. (Ref. 904812)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £382

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Lovely terraced cottage close to market square and amenities in Middleham. Cosy romantic retreat with beamed ceiling, open plan living area and cottage garden. Leyburn 2.5 miles. (Ref. 929525)

  • Wi-fi
  • Washing machine

7 nights from £381

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A smart cottage, a former gatehouse located on the market square at Middleham. En-suites, ground floor bedrooms, woodburner, WiFi. Leyburn 2.2 miles. (Ref. 905077)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £495

Last booked 1 hour ago
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  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

Ferndale House is a stunning, Grade-II listed property in Middleham, North Yorkshire. Near Yorkshire Dales National Park. Woodburning stove. Nearby amenities. Leyburn 2.2 miles; Richmond 11.4 miles. (Ref. 1154814)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £731

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    Good

  • Sykes rating

A delightful, stone-fronted cottage resting in Middleham, North Yorkshire. Romantic. Close to amenities. Near National Park. Pet-friendly. Open-plan living. Leyburn 2.2 miles; Richmond 11.5 miles. (Ref. 1130030)

    7 nights from £339

    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.6

      Outstanding

    • Sykes rating

    Stunning, terraced cottage sits in the Yorkshire town of Middleham. Dog-friendly. Near Yorkshire Dales. Open fire. (Ref. 969891)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £488

    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.7

      Outstanding

    • Sykes rating

    A stone built mews cottage, resting in the town of Middleham, on the outskirts of the Yorkshire Dales National Park. Open fire. Enclosed garden. Close to amenities. Leyburn 2.4 miles; Richmond 11.7 miles. (Ref. 1024465)

    • Wi-fi
    • Dishwasher

    7 nights from £359

    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Sykes rating

    An outstanding Grade II listed, end-terraced cottage in the delightful market town of Middleham. Set within a stone's throw of King Richard’s castle. Original exposed beams and stone floors. Perfect for exploring the Yorkshire Dales! Leyburn 2.5 miles. (Ref. 928299)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Sky TV

    7 nights from £643

    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.8

      Outstanding

    • Sykes rating

    A delightful mid-terrace cottage with spacious accommodation. The cottage is a real delight with lots of character and contemporary styling. Great walks from the doorstep. Pets welcome. Leyburn 2.5 miles. (Ref. 929028)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £430

    Last booked 2 days ago
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    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.5

      Outstanding

    • Sykes rating

    This delightful stone cottage is located in Middleham, North Yorkshire. WiFi. multi-fuel stove. Enclosed patio area. Leyburn 2.5 miles; Richmond 12 miles. (Ref. 1001344)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from £485

    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.8

      Outstanding

    • Sykes rating

    A stone-built, terraced cottage with a lovely garden on the outskirts of West Witton. Woodburner. Leyburn 3.7 miles. (Ref. 906028)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from £375

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Sykes rating

    A lovely stone-built cottage located in the village of West Witton, Yorkshire. Woodburner. Exposed beams. Character. Middleham 6 miles; Leyburn 4 miles. (Ref. 969608)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine

    7 nights from £375

    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0

      Perfect

    • Sykes rating

    Milton House is a stunning, historic property resting in the town of Middleham, North Yorkshire. Close to a shop and pub. Near National Park. Layburn 2.2 miles; Yorkshire Dales National Park 4.1 miles; North York Moors National Park 28.3 miles. (Ref. 1148753)

    • Wi-fi
    • Off-road parking
    • Washing machine

    7 nights from £661

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Sykes rating

    A charming, reverse-level barn conversion, set rurally in Ellingstring near Masham, North Yorkshire. Pet-friendly. Countryside views. In National Park. Romantic. Characterful. Bedale 9.7 miles; Ripon 14.3 miles; Northallerton 17.6 miles. (Ref. 1135711)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Washing machine

    7 nights from £379

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Sykes rating

    A stone-built, detached cottage set on the outskirts of East Witton. Woodburning fire. Garden area. Leyburn 7 miles; Ripon 14 miles. (Ref. 1007194)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from £480

    If you are looking for a fascinating stay in a historical centre, look no further than a selection of holiday cottages to rent in Middleham. The small market town was once regarded as the 'Windsor of the North' due to its royal heritage, boasting a twelfth century castle that was once the childhood home of the infamous King Richard III, which also possesses the North of England's largest castle keep.

    Discover Middleham's long-standing equestrian history

    Explore the market town's quaint, winding streets, wander through the cobbled market squares all the while admiring the beautiful Georgian and Victorian architecture. The sport of Horse racing has long been linked to the town of Middleham. It was in 1773 that the first documented reference involving racehorses at Middleham was recorded, in the years since it has become synonymous with breeding and training racehorses and is still seen as one of the top training centres in the UK.

    For 360-degree views across the Yorkshire Dales, climb up to the remains of Middleham Castle, a splendid medieval keep and once home of Richard III. Equally splendid is the outlook from Leyburn Shawl, a stunning limestone escarpment that was the escape route of Mary Queen of Scots as she fled from Bolton Castle - another medieval fortress not to miss.

    Take a tour around the famous training centre or visit some of the charming town's art galleries, tearooms and pubs. Other nearby attractions include real ale breweries, historic sites like Jervaulx Abbey, the gardens of Constable Burton Hall, not to mention the spectacular waterfalls of Aysgarth and West Burton. You can also venture to the nearby towns of Northallerton and Ripon.

    Whatever your tastes and hobbies, you will find plenty of things to do on a holiday in Middleham. Book your self-catering accommodation today by calling one of our travel experts on 01244356695,