Middleham Cottages

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Your Middleham, North Yorkshire search returned 133 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A stone built cottage resting in the village of Crakehall in North Yorkshire. Enclosed garden. Rural views. Homely interior. Bedale 2 miles: Leyburn 8 miles. (Ref. 7902)

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


for 7 nights £376

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Stone-built, semi-detached cottage nestled in a quiet cul-de-sac, in the small village of West Witton. Off-road parking. Open fire. Yorkshire Dales National Park. (Ref. 989427)

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


for 7 nights £416

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A fantastic detached lodge resting in a quiet holiday park in Tunstall near Hipswell, Richmondshire. WiFi. Pet-friendly. Front decking. Off-road parking. Ground-floor living. Scotton 2 miles; Richmond 4.8 miles; Leyburn 9.9 miles. (Ref. 1083249)

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


for 7 nights £411

  • 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


for 7 nights £331

  • 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


for 7 nights £425

Last booked 2 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

10 Poppy Lodge is a fabulous detached lodge that 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


for 7 nights £386

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A modern, wooden lodge placed in the suburbs of Richmond in North Yorkshire. Open-plan living. En-suite. Hot tub. (Ref. 979659)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • 15% off - Sat 1st Nov to 31st Dec 2025


for 7 nights £462

Last booked 8 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

First class, stone-built detached cottage in the small hamlet of Grinton. En-suite, woodburning stove. Superb accommodation for a couple or friends. Walks and cycle routes in the area. Reeth 1 mile. (Ref. 907018)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £539

Last booked 4 hours ago
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  • 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


for 7 nights £362

  • 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


for 7 nights £392

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    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


for 7 nights £631

  • 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


for 7 nights £385

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

St Edmunds House is a charming stone cottage in the charming North Yorkshire village of Crakehall, near the Yorkshire Dales and boasting a private hot tub. Bedale 2.1 miles: Leyburn 8.7 miles. (Ref. 1171075)

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


for 7 nights £798

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Valley View is a stunning, four-bedroom holiday home in West Witton, North Yorkshire. Countryside views. In Yorkshire Dales National Park. Close to amenities. Leyburn 3.6 miles; Middleham 4.8 miles; Hawes 12.9 miles. (Ref. 1038135)

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


for 7 nights £728

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Ivy Cottage is a delightful, pet-friendly house resting near an array of attractions in Richmond, Yorkshire, boasting an enclosed garden and Smart TV. Leyburn 9.3 miles; Barnard Castle 14.6 miles; Middlesborough 28.2 miles; Hartlepool 36.6 miles. (Ref. 1166505)

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


for 7 nights £438

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    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


for 7 nights £526

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Baytree Cottage rests in Richmond, North Yorkshire, Multiple Winner of the Perfect 10 Rating Award. Free parking. Pet-friendly. Yorkshire Dales National Park 11.1 miles; Darlington 13.4 miles. (Ref. 1139017)

  • Wi-fi
  • Washing machine
  • Sky TV


for 7 nights £629

  • 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
  • Baby-friendly


for 7 nights £413

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A former garage converted to a romantic, reverse-level holiday home in the centre of Reeth, Yorkshire Dales. WiFi. Woodburning stove. Outdoor seating with views towards Fremington Edge. Swale Dale 8.1 miles; Richmond 10.1 miles; Leyburn 10.3 miles. (Ref. 1062069)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £477

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.5

    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


for 7 nights £349