24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Middleham Cottages

REFINE SEARCH

Your Middleham, North Yorkshire search returned 128 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
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A pretty, barn conversion resting within the village of Brompton-on-Swale. Pet-friendly. WiFi. Hot tub. Richmond 3 miles; Barnard Castle 18 miles. (Ref. 904410)

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

7 nights from £494

  • 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

7 nights from £363

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Pheasant Cottage is a delightful, two-bedroom holiday home resting in Hurst, North Yorkshire. Near Yorkshire Dales National Park. Countryside. Open fire. Richmond 10.4 miles; Leyburn 12.8 miles; Barnard Castle 19.4 miles; Kirkby Stephen 27.9 miles. (Ref. 1140216)

  • Off-road parking
  • Washing machine

7 nights from £477

  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A superb stone barn conversion in a rural location, 0.5 miles from the hamlet of Hurst. Flagged floors, woodburning stove, contemporary kitchen and bathrooms. Very comfortable and well equipped. Walking and cycling from doorstep. Reeth 5 miles. (Ref. 20841)

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

7 nights from £459

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

A lovely, single-storey barn conversion enjoying rural views in Ellingstring near Masham, North Yorkshire. In National Park. Private patio. Countryside views. Pet-friendly. Bedale 9.7 miles; Ripon 14.3 miles; Northallerton 17.6 miles. (Ref. 1135714)

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

7 nights from £414

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Lovingly-presented first floor, character apartment in the heart of Reeth. Slipper bath. Games room. WiFi. Delightful romantic retreat. Richmond 10 miles. (Ref. 28826)

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

7 nights from £407

  • 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

7 nights from £334

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

This attractive, mid-terrace cottage sits in the heart of Richmond, Yorkshire. Open-plan. Woodburning stove. Cinema room. Catterick 5.4 miles; Leyburn 9.1 miles; Barnard Castle 14.3 miles. (Ref. 1038663)

  • Wi-fi

7 nights from £387

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

An end-terrace cottage resting on the outskirts of Richmond. Pet-friendly. River close by. Barnard Castle 15.5 miles. (Ref. 1051475)

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

7 nights from £396

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • 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

7 nights from £509

  • 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

7 nights from £444

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    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
  • 20% off - Thu 4th Apr to 31st May 2024

7 nights from £444

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A wing of the dramatic Snape Castle in North Yorkshire. Exposed wooden beams and stonework. Grade I listed building. Dog-friendly. (Ref. 976588)

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

7 nights from £963

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A well-appointed, two-bedroom lodge resting in Tunstall near Catterick, North Yorkshire. Hot tub. Pet-friendly. Near National Park. Enclosed garden. Woodburning stove. Romantic. Richmond 4.7 miles; Northallerton 14.8 miles; Harrogate 33.8 miles. (Ref. 1137266)

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

7 nights from £554

Last booked 2 days ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

A splendid, three-bedroom holiday home resting in Richmond, North Yorkshire. Woodburning stove. Close to amenities. Dishwasher. Leyburn 9.1 miles; Barnard Castle 15.1 miles. (Ref. 1038592)

  • Wi-fi
  • Dishwasher

7 nights from £703

  • Sleeps4
  • Bedrooms2
  • PetsYes

    2.5

  • Sykes rating

This delightful holiday home resides in Brompton-on-Swale, North Yorkshire. Pet-friendly. Near a National Park. Richmond 5 miles; Leyburn 12.7 miles; Reeth 14.4 miles; Barnard Castle 17.6 miles. (Ref. 1101611)

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

7 nights from £554

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • Sykes rating

This charming holiday home rests in Carperby near West Witton, North Yorkshire. Beautiful views. Smart TV. Nearby National Park. Yorkshire Dales National Park 5.8 miles; Richmond 14.5 miles; Darlington 27 miles. (Ref. 1119204)

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

7 nights from £463

  • Sleeps10
  • Bedrooms5
  • PetsYes

    3.9

    Good

  • Sykes rating

A fabulous property resting in Brompton-on-Swale, North Yorkshire. Near a National Park. Woodburning stove. Hot tub. Pet-friendly. Richmond 5 miles; Leyburn 12.7 miles; Reeth 14.4 miles; Barnard Castle 17.6 miles. (Ref. 1101624)

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

7 nights from £1449

  • 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 £447

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

An elevated, luxury lodge resting in Tunstall near Catterick, North Yorkshire. Off-road parking. Close to amenities. Decked terrace. Open-plan. Countryside views. Richmond 4.7 miles; Northallerton 14.7 miles; Harrogate 34.5. (Ref. 1105641)

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

7 nights from £550