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 131 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
  • Sleeps8
  • Bedrooms4
  • PetsNo

    5.0

    Perfect

  • 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 €940

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

    4.8

    Outstanding

  • Sykes rating

A lovely three-bedroom cottage resting in Fremington, North Yorkshire. Pet-friendly. In a National Park. Enclosed garden. Off-road parking. Leyburn 7.5 miles; Richmond 10.6 miles; Barnard Castle 14.7 miles. (Ref. 1102914)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher

7 nights from €685

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    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
  • Dishwasher
  • Washing machine
  • €1 off - Fri 31st May to 7th Jun 2024

7 nights from €626

  • 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 €1542

Last booked today
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Baytree Cottage rests in Richmond, North Yorkshire. Free parking. Woodburning stove. Pet-friendly. Yorkshire Dales National Park 11.1 miles; Darlington 13.4 miles. (Ref. 1139017)

  • Wi-fi
  • Washing machine
  • Sky TV

7 nights from €544

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

This superb stone cottage is based in North Yorkshire, England. WiFi. Open fire. Barnard Castle 10 miles; Leyburn 12 miles. (Ref. 999973)

  • Wi-fi
  • Washing machine

7 nights from €462

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

    4.6

    Outstanding

  • Sykes rating

A delightful former cheese factory now semi-detached holiday cottage in the centre of Masham, North Yorkshire. Woodburning stove. Close to attractions. Off-road parking. Ripon 9 miles. (Ref. 1063816)

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

7 nights from €469

  • Sleeps14
  • Bedrooms6
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A renovated former farmhouse and attached stone-built barn in the heart of Coverdale sleeping up to 14 guests with fabulous views of the Dales countryside. Leyburn 8 miles. (Ref. 912912)

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

7 nights from €2050

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    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 €658

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This is a lovely 3 bed sleeps 5 cottage in a prominent position overlooking the village green in Reeth, North Yorkshire. Multi-fuel burner. Three bedrooms. Leyburn 8 miles; Richmond 11 miles. (Ref. 991094)

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

7 nights from €485

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A pretty terraced cottage in the village of Crakehall in the lower Yorkshire Dales. Smart TV. Exposed beams. WiFi. Bedale 2 miles; Leyburn 8 miles. (Ref. 971967)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from €614

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A delightful stone-built, semi-detached cottage just two minutes from the centre of Richmond. King-size bed, off road parking, enclosed garden. Ideal for a couple. Barnard Castle 10 miles. (Ref. 955196)

  • Wi-fi
  • Off-road parking

7 nights from €410

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    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 €621

  • 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 €715

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    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

7 nights from €529

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

The Fairhaven is a charming, wooden lodge set on a complex within the village of Tunstall, North Yorkshire. Pet-friendly. Decking. Off-road parking. Hispwell 2.8 miles; Richmond 4.7 miles. (Ref. 1144524)

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

7 nights from €593

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

Lovely Scandinavian-style lodge set in a quiet location. Set all on the ground floor with open plan living area. With off road parking, decked veranda and shared garden. Masham 3.5 miles. (Ref. 935520)

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

7 nights from €441

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Charming, Grade II listed terraced cottage set around a pretty green in Richmond. Ideal base for friends and family in a peaceful setting. Courtyard patio, bike storage, very close to River Swale. (Ref. 954397)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €650

  • Sleeps10
  • 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 €1619

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

Bankside Cottage is a charming, two-bedroom dwelling resting in Hunton near Catterick, North Yorkshire. Stylish. Pet-friendly. Close to pub. Near National Park. Richmond 6.1 miles; Northallerton 14.7 miles; Harrogate 30.6 miles. (Ref. 1140231)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €465