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
  • 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 €479

  • 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 €606

Last booked yesterday
See more details
  • 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 €475

Last booked yesterday
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

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    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

7 nights from €510

Last booked yesterday
See more details
  • 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

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A wonderful terraced property resting in Richmond, Yorkshire. Off-road parking. Electric fire. Pet-friendly. Barnard Castle 15.5 miles. (Ref. 1053052)

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

7 nights from €437

  • 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 €610

  • 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 €606

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stone-built detached cottage, a former Post Office tucked away in the Swaledale village of Marrick. First class cottage with lots of character and charm and open fires. WiFi. Pet-friendly. Reeth 3 miles. (Ref. 27237)

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

7 nights from €634

  • 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

  • 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
  • 5% off - Fri 14th Jun to 21st Jun 2024

  • 5% off - Fri 28th Jun to 5th Jul 2024

  • 5% off - Fri 6th Sep to 13th Sep 2024

7 nights from €501

Last booked yesterday
See more details
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely, stone-built characterful cottage situated in the centre of Reeth in beautiful Swaledale. Cosy accommodation with WiFi. Local amenities on the doorstep. (Ref. 942355)

  • Wi-fi
  • Ground floor bedroom

7 nights from €495

Last booked yesterday
See more details
  • 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 €578

  • 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

  • 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 €1408

  • 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

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

A delightful, stone-fronted cottage resting in Middleham, North Yorkshire. Romantic. Close to amenities. Near National Park. Pet-friendly. Open-plan living. Leyburn 2.2 miles; Richmond 11.5 miles. (Ref. 1130030)

    7 nights from €433

    • Sleeps7
    • Bedrooms3
    • PetsNo

      4.8

      Outstanding

    • Sykes rating

    A superbly-appointed, first-floor property resting in the centre of Richmond. Open-plan living. WiFi. Close to pubs and shops. Brompton on Swale 4 miles. (Ref. 1050522)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    7 nights from €692

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

      4.6

      Outstanding

    • Sykes rating

    A quaint mid-terrace cottage resting within the centre of Middleham. Close to all amenities. WiFi. Leyburn 2.1 miles; Richmond 11.3 miles. (Ref. 1060887)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    7 nights from €473