Middleham Cottages

REFINE SEARCH

Your Middleham, North Yorkshire search returned 150 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 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 £387

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5

    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


for 7 nights £438

  • 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 £374

  • 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 £883

  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

Beningborough is an outstanding barn conversion near Middleham, North Yorkshire, with a woodburning stove, beautiful views, and four en-suite bedrooms. Leyburn 2.3 miles; Richmond 11.4 miles. (Ref. 1193569)

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


for 7 nights £1087

Last booked yesterday
See more details
  • 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

  • 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


for 7 nights £710

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Rosemary Cottage is a splendid pet-friendly property near the town of Leyburn, North Yorkshire, boasting a woodburning stove in the sitting room. Richmond 11.6 miles. (Ref. 1177942)

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


for 7 nights £436

Last booked 5 hours ago
See more details
  • 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
  • 10% off - Tue 31st Mar to 30th Apr 2026


for 7 nights £473

  • 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


for 7 nights £382

  • 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


for 7 nights £531

  • 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


for 7 nights £670

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A fabulous, two-bedroom cottage resting in Preston under Scar near Leyburn, North Yorkshire. Near National Park. Private driveway. Contemporary. Ideal for couples. Ground-floor living. Pet-friendly. Richmond 10.5 miles; Darlington 23.3 miles. (Ref. 1004125)

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


for 7 nights £461

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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


for 7 nights £592

  • 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 £604

  • 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 £565

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A charming terraced cottage resting in Reeth, North Yorkshire. Beautiful views. Close to amenities. Woodburning stove. Leyburn 8.1 miles, Richmond 11.3 miles, Barnard Castle 14.1 miles; Kirkby Stephen 22.6 miles. (Ref. 1065750)

  • Wi-fi
  • Washing machine


for 7 nights £563

Last booked yesterday
See more details
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming townhouse situated in the village of Richmond in North Yorkshire. Wood burner. Characterful location. Three floors. Pet friendly. Barnard Castle 10 miles; Leyburn 12 miles. (Ref. 931941)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £466

Last booked 9 hours ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Pencroft Cottage is a fine, single-storey house located in Caperby, North Yorkshire, boasting two woodburning stoves and three en-suite bedrooms. Leyburn 7.6 miles; Middleham 9 miles; Hawes 10 miles; Richmond 14.3 miles; Darlington 30.1 miles. (Ref. 1171485)

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


for 7 nights £500

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Modern detached brick-built bungalow on edge of popular market town of Richmond. Comfortable accommodation with sun-trap garden area. Barnard Castle 10 miles. (Ref. 249)

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


for 7 nights £345