Middleham Cottages

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Your Middleham, North Yorkshire search returned 153 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Alma House is a traditional, pet-friendly, stone-built cottage in Reeth, Yorkshire Dales, featuring village green views and a toasty woodburning stove. Leyburn 8 miles; Richmond 10 miles. (Ref. 15569)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From $824

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Pheasant Cottage is a delightful, two-bedroom holiday home resting in Hurst, North Yorkshire. Near Yorkshire Dales National Park. Countryside. Open fire. Richmond 10.4 miles; Leyburn 12.8 miles; Barnard Castle 19.4 miles; Kirkby Stephen 27.9 miles. (Ref. 1140216)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Washing machine
  • 10% off - Mon 27th Jul to 31st Jul 2026

  • 10% off - Fri 31st Jul to 7th Aug 2026


for 7 nights From $696

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking


for 7 nights From $469

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    5.0

    Perfect

  • Tourist Board rating

High Meadow Barn is a characterful barn conversion in Thornton Rust near Bainbridge in North Yorkshire, within the Yorkshire Dales National Park. Hawes 6.9 miles; Leyburn 9.8 miles; Richmond 18.4 miles. (Ref. 1176700)

  • Pets go free
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From $976

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

This superb stone cottage is based in North Yorkshire, England. WiFi. Open fire. Barnard Castle 10 miles; Leyburn 12 miles. (Ref. 999973)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From $489

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    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)

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


for 7 nights From $1209

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Sat 1st Aug to 8th Aug 2026


for 7 nights From $663

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

The Holt Barn is a charming single-storey cottage on a farm near Kirkby Malzeard in Yorkshire Dales National Park, allows pets and has a private patio. Ripon 9.3 miles; Pateley Bridge 10.7 miles. (Ref. 1183358)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From $496

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Tyg Cottage is a charming, pet-friendly cottage in Grewelthorpe, North Yorkshire, boasting a woodburning stove, stylish interiors and open-plan living. Ripon 6.4 miles; Bedale 9.4 miles; Northallerton 18 miles. (Ref. 1189964)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • 5% off - Fri 19th Jun to 4th Sep 2026


for 7 nights From $484

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

Loft Cottage is a pretty terraced cottage in the village of Crakehall, in the lower Yorkshire Dales boasting a Smart TV, exposed beams, and a hot tub. Bedale 2 miles; Leyburn 8 miles. (Ref. 1171053)

  • Pets go free
  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Baby-friendly


for 7 nights From $704

Holiday Resort

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

The Falls (Pet) is a lovely, pet-friendly lodge situated on Aysgarth Holiday Park, near Leyburn, North Yorkshire, boasting a bubbling hot tub. Castle Bolton 4.3 miles; Hawes 9.5 miles; Leyburn, North Yorkshire 7 miles. (Ref. 1191412)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly


for 7 nights From $1010

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.4

    Good

  • Sykes rating

A well-located first-floor apartment resting in the heart of Richmond, North Yorkshire. Designated parking. Close to amenities. Pet free. Open-plan. Leyburn 9 miles; Barnard Castle 15 miles. (Ref. 1102415)

  • Wi-fi
  • Washing machine


for 7 nights From $452

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

River Dance Cottage is a wonderful home sitting pretty in the Yorkshire Dales National Park in Aysgarth near West Burton, enjoying serene river views. Leyburn 7.4 miles; Hawes 9.3 miles. (Ref. 1170123)

  • Pets go free
  • Off-road parking
  • Washing machine
  • Baby-friendly


for 7 nights From $1946

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights From $477

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.6

    Outstanding

  • Sykes rating

A superb stone-built detached cottage. Uninterrupted countryside views, open plan living area with woodburning stove. Pub nearby. Walks from the doorstep. Masham 3 miles. (Ref. 942580)

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


for 7 nights From $516

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

26 Frenchgate is a stylish holiday home in Richmond, North Yorkshire, with a woodburning stove and hot tub. Leyburn 9.4 miles; Barnard Castle 14.9 miles. (Ref. 1177620)

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


for 7 nights From $1085

Last booked 2 days ago
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