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
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

10 Poppy Lodge is a fabulous detached lodge rests in Tunstall, Richmondshire. Open-plan. Enclosed decking. Pet-friendly. Smart TV. Richmond 4.7 miles; Northallerton 14.7 miles; Harrogate 34.5 miles. (Ref. 1149161)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £327

  • 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 £389

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A pretty mid-terraced cottage in the village of Low Row. Cosy cottage with two delightful bedrooms. Close to many attractions. Reeth 3 miles. (Ref. 4209)

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

7 nights from £448

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    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 £399

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful, reverse-level barn conversion resting in Ellingstring near Masham, North Yorkshire. Romantic. Pet-friendly. Rural. In National Park. Open-plan living. Bedale 9.7 miles; Ripon 14.3 miles; Northallerton 17.6 miles. (Ref. 1135633)

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

7 nights from £298

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A superb, single-storey lodge resting on the outskirts of Richmond, North Yorkshire. Hot tub. Near a National Park. Pet-friendly. Leyburn 12 miles; Barnard Castle 19.8 miles. (Ref. 1116790)

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

7 nights from £511

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    Good

  • 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 £348

    Last booked yesterday
    View cottage
    • Sleeps10
    • Bedrooms4
    • PetsYes

      4.2

      Good

    • Sykes rating

    This stunning, four-bedroom property rests in Aysgarth, near West Witton, North Yorkshire. Smart TVs. Woodburning stove. Enclosed garden. Off-road parking. Leyburn 7.9 miles; Hawes 8.7 miles; Middleham 9.1 miles. (Ref. 1131778)

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

    7 nights from £1265

    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Sykes rating

    A well-positioned, two-bedroom cottage resting in Bedale, North Yorkshire. Near National Park. Close to amenities and attractions. Pet-friendly. Characterful features. Northallerton 8 miles; Darlington 20.8 miles; Wensleydale 25.4 miles. (Ref. 1117756)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from £392

    • 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

    7 nights from £442

    Last booked 2 days ago
    View cottage
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.6

      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 £316

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6

      Outstanding

    • Sykes rating

    A delightful mid-terrace cottage settled just outside the centre of Richmond, North Yorkshire. Open-plan. Dog-friendly. Leyburn 9.3 miles; Barnard Castle 15.5 miles. (Ref. 1050331)

    • Wi-fi
    • Off-road parking

    7 nights from £362

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.0

      Good

    • Sykes rating

    A stone-fronted, three-storey cottage resting in Richmond, North Yorkshire. Close to amenities. Contemporary. Pet-friendly. Open-plan. Leyburn 9 miles; Barnard Castle 15 miles. (Ref. 1108326)

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

    7 nights from £452

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Sykes rating

    Spring Rose is a wonderful mews cottage resting in Bedale, North Yorkshire. Near a National Park. Close to amenities. Parking. Northallerton 8.5 miles; Darlington 20.8 miles; Wenslydale 25.3 miles. (Ref. 1124580)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £375

    Last booked yesterday
    View cottage
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8

      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 £463

    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8

      Outstanding

    • Sykes rating

    8 Market Place is a fine, single-storey cottage residing in Masham, the heart of North Yorkshire. Pets are welcomed. Smart TV. Close to amenities. Ripon 9.7 miles; Bedale 6.1 miles; Northallerton 14.1 miles. (Ref. 1151292)

    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    7 nights from £254

    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes rating

    Gallivantin Cottage is a lovely, stone-built, detached abode resting in Thorton Rust, North Yorkshire. Woodburning stove. En-suite bedrooms. Smart TV. Hawes 6.9 miles; Castle Bolton 6.6 miles; Leyburn 10 miles. (Ref. 1154563)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from £518

    • 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 £371

    Last booked yesterday
    View cottage
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.2

      Good

    • Sykes rating

    A well-positioned two-bedroom cottage, resting in the heart of Reeth, in North Yorkshire. Pet-friendly. Stylish. Close to amenities. Within Yorkshire Dales National Park. Leyburn 8 miles; Richmond 11.2 miles; Barnard Castle 14.2 miles. (Ref. 1067595)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £367

    Last booked yesterday
    View cottage
    • Sleeps12
    • Bedrooms6
    • PetsYes

      4.5

      Outstanding

    • 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