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Middleham Cottages

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Your Middleham, North Yorkshire search returned 124 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Finnbars Lodge is a charming, single-storey holiday lodge resting in the village of Hipswell in North Yorkshire welcoming pets and with a Smart TV. Scotton 2.2 miles; Richmond 4.7 miles. (Ref. 1166077)

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

7 nights from £403

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Outstanding barn conversion on the outskirts of pretty Middleham. Beautiful long-distance views and just a short walk to the market square. Super king-size beds, en-suites, woodburner. Leyburn 2.2 miles. (Ref. 905078)

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

7 nights from £1174

  • 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 £659

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Parr Cottage, a stunningly-presented holiday cottage in the quaint village of Snape near Bedale, North Yorkshire. Near national parks. Off-road parking. Northallerton 11.8 miles; Darlington 24 miles; Wensleydale 26.2 miles (Ref. 1155860)

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

7 nights from £851

  • 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 £505

  • 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 £506

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This stone-built cottage can be found in Grinton near Reeth, in the Yorkshire Dales National Park. Open-plan living. Woodburning stove and underfloor heating. Private enclosed patio with countryside views. Reeth 1.2 miles; Richmond 10 miles. (Ref. 1038538)

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

7 nights from £416

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

This delightful stone barn conversion resting in Carlton, near West Witton, North Yorkshire. Woodburning stove. Enclosed garden. Pet-friendly. Off-road parking. Middleham 4.6 miles; Leyburn 5.8 miles; Hawes 16.3 miles. (Ref. 1065459)

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

7 nights from £592

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  • 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 £639

  • Sleeps7
  • Bedrooms4
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A traditional, three-storey terraced house situated in Leyburn, North Yorkshire. Enclosed garden. Close to amenities. Beautiful views. Richmond 9.4 miles. (Ref. 1084963)

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

7 nights from £665

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

8 Heather Court is a beautifully-presented house located in the stunning village of West Witton in North Yorkshire. In Yorkshire Dales National Park. Middleham 5.2 miles; Leyburn 4 miles; Hawes 12.5 miles. (Ref. 1095472)

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

7 nights from £582

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Charming semi-detached stone cottage in Dales village of Redmire. Overlooking village green. Three bedrooms. Open fire. Ideal for walkers. Leyburn 4 miles. (Ref. 8835)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £501

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This stunning, end-terrace cottage lies in Middlesmoor, North Yorkshire. Beautiful views. Smart TV. Off-road parking. Bedroom with en-suite. Pateley Bridge 7.7 miles; Grassington 17.9 miles; Harrogate 22.2 miles. (Ref. 1089668)

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

7 nights from £484

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This newly listed property is a historic, end terrace cottage resting in Richmond, Swaledale. Near a river. Off-road parking. Woodburning stove. Pet-friendly. Leyburn 10.3 miles; Barnard Castle 15.6 miles. (Ref. 1096626)

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

7 nights from £512

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming holiday home on the outskirts of Leyburn, North Yorkshire. Dog-friendly. Close to Yorkshire Dales National Park. Secure bike storage. Enclosed garden. Richmond 8.9 miles; Bedale 11.5 miles; Northallerton 19.4 miles. (Ref. 1123727)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • 20% off - Fri 1st Nov 2024 to 7th Mar 2025

7 nights from £441

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Dragonfly, a lovely, single-storey lodge located in Tunstall near Hipswell in North Yorkshire, boasting a hot tub, a Smart TV, and a pet-freindly policy. Scotton 2.1 miles; Richmond 4.7 miles. (Ref. 1164432)

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

7 nights from £501

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Magnificent detached period farmhouse near pretty West Burton. Panoramic views, open fires, exposed beams, games room, immense character. Leyburn 7 miles. (Ref. 1183)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Baby-friendly
  • Games room

7 nights from £582

  • 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 £417

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A homely, stone-built cottage for six in the Yorkshire Dales village of Thornton Rust. Countryside views. Woodburning stove. Aysgarth 2 miles. (Ref. 1010391)

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

7 nights from £461

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A characterful cottage located in the village of Newbiggin in the Yorkshire Dales. Multi-fuel stove. Ceiling beams. Charming location. Leyburn 9.2 miles; Hawes 10.8 miles. (Ref. 966542)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £492

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 01244356666,