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 124 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
  • 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 £382

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful Grade II listed character property, on a pretty village green. Hot-tub, open fire, beautifully-styled accommodation with many original features, in historic Richmond. Barnard Castle 10 miles. (Ref. 949674)

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

7 nights from £1053

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A striking stone-built cottage resting in Richmond, North Yorkshire. En-suites. Garden. Family-friendly. Leyburn 9.2 miles; Barnard Castle 15.3 miles. (Ref. 1078275)

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

7 nights from £835

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £487

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Traditional Dales cottage in the centre of Reeth overlooking the village green. Private enclosed courtyard garden with three bedrooms ideal for a large family getaway. Leyburn 8 miles. (Ref. 933619)

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

7 nights from £463

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A delightful barn conversion close to the centre of Masham. Light and airy cottage with WiFi, a wet room and underfloor heating. Fantastic walking and cycling. Pub and shops nearby. Ripon 10 miles. (Ref. 916222)

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

7 nights from £378

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A fabulous three-bedroom cottage perched in Richmond, North Yorkshire. Hot tub. Pet-friendly. Enclosed garden. Woodburning stove. Near a National Park. Leyburn 9.2 miles; Barnard Castle 15 miles. (Ref. 1123933)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • 20% off - Fri 24th Jan to 1st Feb 2025

  • 20% off - Sat 1st Feb to 8th Feb 2025

7 nights from £500

  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

Ferndale House 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. 1154814)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £772

  • 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 £469

Last booked 2 hours ago
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Charming, detached, stone cottage in idyllic location in Redmire. Cosy, characterful accommodation, beams, spiral staircase. Glorious riverside views. Close to steam railway. Leyburn 4 miles. (Ref. 29056)

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

7 nights from £414

  • 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 £350

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A charming stone cottage in the charming North Yorkshire village of Crakehall. Near Yorkshire Dales. Exposed beams and stone. Smart TVs. Hot tub. (Ref. 970957)

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

7 nights from £809

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A homely Grade II listed cottage in the centre of Richmond market town in North Yorkshire. Courtyard. Pet friendly. WiFi. Colburn 3.2 miles; Leyburn 8.5 miles; Darlington 12.6 miles. (Ref. 1054760)

  • Wi-fi
  • Washing machine

7 nights from £410

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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 £427

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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
  • 20% off - Fri 3rd Jan to 13th Feb 2025

  • 10% off - Fri 14th Feb to 28th Feb 2025

  • 10% off - Sat 1st Mar to 31st Mar 2025

7 nights from £499

  • 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 £355

  • 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 £410

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Harker View Cottage, a quaint cottage set in the ever-popular village of Reeth, North Yorkshire. Pet-friendly. Woodburning stove. Smart TV. Leyburn 7.9 miles; Richmond 11.1 miles. (Ref. 1148585)

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

7 nights from £444

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Wensleydale cottage off market square in Middleham. Upside down accommodation. Woodburner, beams and stonework. Amenities on doorstep. Ideal romantic location. Leyburn 2.5 miles. (Ref. 972733)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £399

Last booked yesterday
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Magnolia Cottage is a beautiful, stone-built cottage resting in the village of Masham, North Yorkshire, near to a pub, shop, river, and a National Park. Ripon 9.6 miles; Yorkshire Dales National Park 14.2 miles; North York Moors National Park 19.9 miles. (Ref. 1161593)

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

7 nights from £364