Middleham Cottages

Your Middleham, North Yorkshire search returned 153 cottages

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How reviews work

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 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 £430

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

A fabulous three-bedroom cottage perched in Richmond, North Yorkshire. Hot tub. Pet-friendly. Enclosed garden. Woodburning stove. Near a National Park. Leyburn 9.2 miles; Barnard Castle 15 miles. (Ref. 1123933)

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


for 7 nights From £696

  • 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 £521

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher


for 7 nights From £630

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A charming townhouse situated in the village of Richmond in North Yorkshire. Wood burner. Characterful location. Three floors. Pet friendly. Barnard Castle 10 miles; Leyburn 12 miles. (Ref. 931941)

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


for 7 nights From £508

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

A fantastic detached lodge resting in a quiet holiday park in Tunstall near Hipswell, Richmondshire. WiFi. Pet-friendly. Front decking. Off-road parking. Ground-floor living. Scotton 2 miles; Richmond 4.8 miles; Leyburn 9.9 miles. (Ref. 1083249)

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


for 7 nights From £421

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

A charming, three-bedroom cottage resting in Redmire near Aysgarth, North Yorkshire. Countryside views. Near National Park. Woodburning stove. Family-friendly. Castle Bolton 1 mile; Leyburn 5 miles; Hawes 12.5 miles. Sorry, Sunday check in accepted. (Ref. 1130141)

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


for 7 nights From £692

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

Rosemary Cottage is a splendid pet-friendly property near the town of Leyburn, North Yorkshire, boasting a woodburning stove in the sitting room. Richmond 11.6 miles. (Ref. 1177942)

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


for 7 nights From £440

Last booked 3 hours ago
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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 £378

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6

    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. 1197605)

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


for 7 nights From £384

Last booked 2 hours ago
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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 £446

Last booked yesterday
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for 7 nights From £525

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    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)

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


for 7 nights From £507

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.3

    Good

  • Sykes rating

Pencroft Cottage is a fine, single-storey house located in Caperby, North Yorkshire, boasting two woodburning stoves and three en-suite bedrooms. Leyburn 7.6 miles; Middleham 9 miles; Hawes 10 miles; Richmond 14.3 miles; Darlington 30.1 miles. (Ref. 1171485)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • 10% off - Wed 6th May to 30th Sep 2026


for 7 nights From £496

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

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


for 7 nights From £355