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Middleham Cottages

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Your Middleham, North Yorkshire search returned 130 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

Ferndale 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. 1142011)

  • Wi-fi
  • Electric vehicle charging
  • Dishwasher
  • Washing machine

7 nights from £814

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes
  • 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 £723

  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

8 Market Place is a fine, single-storey cottage residing in Masham, the heart of North Yorkshire. Pets are welcomed. Smart TV. Close to amenities. Ripon 9.7 miles; Bedale 6.1 miles; Northallerton 14.1 miles. (Ref. 1151292)

  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from £315

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

10 Poppy Lodge is a fabulous detached lodge rests in Tunstall, Richmondshire. Open-plan. Enclosed decking. Pet-friendly. Smart TV. Richmond 4.7 miles; Northallerton 14.7 miles; Harrogate 34.5 miles. (Ref. 1149161)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £385

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A delightful Grade II listed terraced cottage in the popular market town of Middleham. Set over three floors with original exposed beams and stonework, perfect for exploring the Yorkshire Dales. Leyburn 2.5 miles. (Ref. 943074)

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

7 nights from £436

  • 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 £380

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A pretty semi-detached cottage situated in Leyburn, North Yorkshire. Off-road parking. Enclosed garden. Woodburning stove. Close to amenities. Richmond 9.1 miles; Darlington 21.8 miles. (Ref. 1014717)

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

7 nights from £573

  • 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 £590

  • 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 £380

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6

    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 £385

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • 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 £331

    Last booked yesterday
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    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.4

      Good

    • 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 £449

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Sykes rating

    A pretty, semi-detached bungalow sitting in Middleham in the Yorkshire Dales National Park, North Yorkshire. Close to amenities. Smart TV. Ground-floor living. Leyburn 2 miles; Richmond 11.7 miles. (Ref. 1077485)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • 10% off - Wed 13th Mar to 3rd Jun 2024

    7 nights from £417

    Last booked yesterday
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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 £431

    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.9

      Outstanding

    • Sykes rating

    A heart-warming cottage located in the village of Carlton-in-Coverdale, North Yorkshire. Woodburning stove. Beautiful garden with views. Close to amenities. Middleham 4.2 miles; Leyburn 5.3 miles; Hawes 15.8 miles. (Ref. 977628)

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

    7 nights from £531

    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.6

      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 £375

    • Sleeps7
    • Bedrooms3
    • PetsNo

      4.9

      Outstanding

    • Sykes rating

    Fabulous 18th century, detached Leyburn cottage in a rural position in Yorkshire Dales National Park. Good family cottage with three bedrooms. Leyburn 4 miles. (Ref. 8082)

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

    7 nights from £523

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Sykes rating

    A charming, three-bedroom cottage resting in Redmire near Aysgarth, North Yorkshire. Pet-friendly. Countryside views. Original features. Near National Park. Woodburning stove. Family-friendly. Castle Bolton 1 mile; Leyburn 5 miles; Hawes 12.5 miles. (Ref. 1130141)

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

    7 nights from £656

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Sykes rating

    Charming, detached, stone cottage in idyllic location in Redmire. Cosy, characterful accommodation, beams, spiral staircase. Glorious riverside views. Close to steam railway. Leyburn 4 miles. (Ref. 29056)

    • Off-road parking
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    7 nights from £409

    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.9

      Outstanding

    • Sykes rating

    Neddy House is a characterful, Grade II listed home resting in Grinton near Reeth, North Yorkshire. Games room. In National Park. Pet-friendly. Rural. Leyburn 7 miles; Richmond 10 miles; Barnard Castle 15.1 miles; Kirkby Stephen 23.5 miles. (Ref. 1144732)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from £1204

    Last booked yesterday
    See more details

    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.

    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 01244356666,