Middleham Cottages

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Your Middleham, North Yorkshire search returned 151 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

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6

    Outstanding

  • Sykes rating

Malt Shovel Cottage is a character cottage situated in the village of Little Crakehall near Bedale, North Yorkshire. Woodburning stove. Smart TV. Northallerton 10.1 miles; Darlington 22.3 miles. (Ref. 1145189)

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


for 7 nights From $674

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

An exquisite cottage nestled on the edge of the Yorkshire Dales National Park. Open-plan. Two woodburning stoves. Brilliant walking routes. Leyburn 2 miles. (Ref. 1012081)

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


for 7 nights From $601

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    4.5

    Outstanding

  • Tourist Board rating

Wedgewood Cottage, a stone-built mews cottage in Middleham, has an open fire, enclosed garden and proximity to amenities and Yorkshire Dales National Park. Leyburn 2.4 miles; Richmond 11.7 miles. (Ref. 1201043)

  • Pets go free
  • Wi-fi
  • Dishwasher


for 7 nights From $535

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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 From $515

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

    4.6

    Outstanding

  • Sykes rating

A charming holiday home on the outskirts of Leyburn, North Yorkshire. Dog-friendly. Close to Yorkshire Dales National Park. Secure bike storage. Enclosed garden. Richmond 8.9 miles; Bedale 11.5 miles; Northallerton 19.4 miles. (Ref. 1123727)

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


for 7 nights From $481

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    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. 1197330)

  • Wi-fi
  • Off-road parking


for 7 nights From $484

Last booked 4 hours ago
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  • Sleeps7
  • Bedrooms4
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

Magnificent detached period farmhouse near pretty West Burton. Panoramic views, open fires, exposed beams, games room, immense character. Leyburn 7 miles. (Ref. 1183)

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


for 7 nights From $709

Last booked 7 hours ago
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Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From $659

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8

    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)

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


for 7 nights From $903

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

A stone built cottage resting in the village of Crakehall in North Yorkshire. Enclosed garden. Rural views. Homely interior. Bedale 2 miles: Leyburn 8 miles. (Ref. 7902)

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


for 7 nights From $465

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

Poppy's Footprint is a fantastically unique property in Middleham, North Yorkshire, boasting an open-plan living space and a bedroom with an en-suite. Leyburn 2.3 miles; Richmond 11.4 miles. (Ref. 1172220)

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


for 7 nights From $533

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From $557

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From $693

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

A superb stone barn conversion in a rural location, 0.5 miles from the hamlet of Hurst. Flagged floors, woodburning stove, contemporary kitchen and bathrooms. Very comfortable and well equipped. Walking and cycling from doorstep. Reeth 5 miles. (Ref. 20841)

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


for 7 nights From $588

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

    4.7

    Outstanding

  • Sykes rating

Magnolia Cottage is a beautiful, stone-built cottage resting in the village of Masham, North Yorkshire, near to a pub, shop, river, and a National Park. Ripon 9.6 miles; Yorkshire Dales National Park 14.2 miles; North York Moors National Park 19.9 miles. (Ref. 1161593)

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


for 7 nights From $476

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 5% off - Sat 5th Sep to 3rd Oct 2026


for 7 nights From $607

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.3

    Good

  • Sykes rating

King's Cottage is a stone-built cottage in Crakehall in the lower Yorkshire Dales boasting a hot tub, Smart TV, exposed beams and nearby amenities. Bedale 2 miles; Leyburn 8 miles. (Ref. 1171052)

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


for 7 nights From $709

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

First class, stone-built detached cottage in the small hamlet of Grinton. En-suite, woodburning stove. Superb accommodation for a couple or friends. Walks and cycle routes in the area. Reeth 1 mile. (Ref. 907018)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From $806

Last booked 2 days ago
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