Middleham Cottages

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Your Middleham, North Yorkshire search returned 150 cottages

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  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.6

    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


for 7 nights £1306

  • 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


for 7 nights £507

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

17th century, Grade II listed Newbiggin cottage, close to pub in lovely National Park village. Woodburner, character accommodation, ground floor bedroom with en-suite. Leyburn 7 miles. (Ref. 4038)

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


for 7 nights £512

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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


for 7 nights £510

Last booked yesterday
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  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.6

    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


for 7 nights £1461

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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


for 7 nights £480

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    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
  • Washing machine


for 7 nights £510

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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
  • Baby-friendly


for 7 nights £441

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Finnbars Lodge is a charming, single-storey holiday lodge resting in the village of Hipswell in North Yorkshire welcoming pets and with a Smart TV. Scotton 2.2 miles; Richmond 4.7 miles. (Ref. 1166077)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 10% off - Thu 26th Feb to 1st Apr 2026


for 7 nights £466

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

The Hayloft is a charming and pet-friendly first-floor property in Brompton on Swale, North Yorkshire, boasting countryside views and enclosed decking. Richmond 3.4 miles; Leyburn 12.2 miles; Reeth 14.1 miles; Barnard Castle 17.4 miles; Middlesbrough 30.9 (Ref. 1171958)

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


for 7 nights £402

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    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


for 7 nights £415

  • Sleeps13
  • Bedrooms6
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A fabulous three-storey, mid-terrace holiday home resting in Reeth, Richmondshire. Woodburning stove. Pet-friendly. Enclosed garden. In Yorkshire Dales National Park. Leyburn 7.9 miles; Richmond 10 miles; Barnard Castle 14.2 miles. (Ref. 1085955)

  • Wi-fi
  • Ground floor bedroom
  • Baby-friendly


for 7 nights £1644

  • 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


for 7 nights £630

  • 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


for 7 nights £409

Last booked 8 hours ago
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Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Middleham is a delightful lodge on Aysgarth Holiday Park, near Leyburn, North Yorkshire, featuring a Smart TV, woodburning stove, and a hot tub. Castle Bolton 4.3 miles; Hawes 9.5 miles; Leyburn, North Yorkshire 7 miles. (Ref. 1191416)

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


for 7 nights £819

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Edmunds Cottage is a charming cottage nestled in Crakehall near Bedale, North Yorkshire, boasting a hot tub and a great location nearby two National Parks. Northallerton 9.9 miles; Darlington 22.1 miles; Wensleydale 12.5 miles. (Ref. 1171059)

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


for 7 nights £643

Last booked yesterday
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Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

The Falls is a charming, detached lodge resting on Aysgarth Holiday Park, near Leyburn, North Yorkshire, with a luscious hot tub and Smart TV. Castle Bolton 4.3 miles; Hawes 9.5 miles; Leyburn, North Yorkshire 7 miles. (Ref. 1191409)

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


for 7 nights £711

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    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


for 7 nights £539

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Wensleydale is a beautiful lodge resting on Aysgarth Holiday Park, near Leyburn, North Yorkshire, featuring a hot tub and open-plan living. Castle Bolton 4.3 miles; Hawes 9.5 miles; Leyburn, North Yorkshire 7 miles. (Ref. 1189445)

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


for 7 nights £769

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    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


for 7 nights £915