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
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A charming cottage nestled in the village of Crakehall in the lower Yorkshire Dales. Smart TV. WiFi. Exposed beams. Bedale 2 miles; Leyburn 8 miles. (Ref. 971968)

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

7 nights from £519

Last booked yesterday
See more details
  • 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
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A lovely stone-built cottage situated in the village of Crakehall in the lower Yorkshire Dales. Hot tub. Smart TV. Exposed beams. Bedale 2 miles; Leyburn 8 miles. (Ref. 971966)

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

7 nights from £605

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A characterful cottage located in the village of Newbiggin in the Yorkshire Dales. Multi-fuel stove. Ceiling beams. Charming location. Leyburn 9.2 miles; Hawes 10.8 miles. (Ref. 966542)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £521

Last booked 5 hours ago
See more details
  • 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 £1318

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

    4.5

    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

7 nights from £651

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A smart cottage, a former gatehouse located on the market square at Middleham. En-suites, ground floor bedrooms, woodburner, WiFi. Leyburn 2.2 miles. (Ref. 905077)

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

7 nights from £669

  • 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 £416

  • 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 £918

  • 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 £352

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

30 Ayr Avenue, a lovely first-floor apartment resting in Colburn, North Yorkshire. Smart TV. Open-plan living space. Designated parking. En-suite. Scotton 2.2 miles; Richmond 3.7 miles. (Ref. 1138317)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £421

  • 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 £1426

  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.4

    Good

  • Sykes rating

An 18th century grade II listed Georgian country house in the picturesque village of West Burton. Woodburners, open fire, pet-friendly. Close to village amenities. Leyburn 7 miles. (Ref. 928840)

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

7 nights from £1260

  • 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 £511

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A charming, three-bedroom cottage resting in Redmire near Aysgarth, North Yorkshire. Pet-friendly. Countryside views. Original features. Near National Park. Woodburning stove. Family-friendly. Castle Bolton 1 mile; Leyburn 5 miles; Hawes 12.5 miles. (Ref. 1130141)

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

7 nights from £658

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stone-built terraced cottage resting on the outskirts of Richmond. Pet-friendly. Off-road parking. Barnard Castle 15.5 miles. (Ref. 1053055)

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

7 nights from £407

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Stunning, terraced cottage sits in the Yorkshire town of Middleham. Dog-friendly. Near Yorkshire Dales. Open fire. (Ref. 969891)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £536

  • 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 £1762

  • Sleeps10
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

This traditional farmhouse rests in the hamlet of Horsehouse near Leyburn, Yorkshire. Countryside views. Near a national park. Woodburning stoves. Pet-friendly. Richmond 17.2 miles. (Ref. 1133570)

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

7 nights from £807

  • 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

7 nights from £455