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Middleham Cottages

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Your Middleham, North Yorkshire search returned 133 cottages

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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Stone-built, semi-detached cottage nestled in a quiet cul-de-sac, in the small village of West Witton. Off-road parking. Open fire. Yorkshire Dales National Park. (Ref. 989427)

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

7 nights from £446

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    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)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £498

  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

Ferndale House is a stunning, Grade-II listed property in Middleham, North Yorkshire. Near Yorkshire Dales National Park. Woodburning stove. Nearby amenities. Leyburn 2.2 miles; Richmond 11.4 miles. (Ref. 1154814)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £814

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A fabulous, two-bedroom cottage resting in Preston under Scar near Leyburn, North Yorkshire. Near National Park. Private driveway. Contemporary. Ideal for couples. Ground-floor living. Pet-friendly. Richmond 10.5 miles; Darlington 23.3 miles. (Ref. 1004125)

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

7 nights from £494

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A quaint mid-terrace cottage resting within the centre of Middleham. Close to all amenities. WiFi. Leyburn 2.1 miles; Richmond 11.3 miles. (Ref. 1060887)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £450

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

8 Heather Court is a beautifully-presented house located in the stunning village of West Witton in North Yorkshire. In Yorkshire Dales National Park. Middleham 5.2 miles; Leyburn 4 miles; Hawes 12.5 miles. (Ref. 1095472)

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

7 nights from £624

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A well-presented cottage in the delightful village of Fearby in North Yorkshire. Next door to Black Swan pub. In Nidderdale AONB. Open plan. Masham 2 miles. (Ref. 929673)

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

7 nights from £493

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

Lovely Scandinavian-style lodge set in a quiet location. Set all on the ground floor with open plan living area. With off road parking, decked veranda and shared garden. Masham 3.5 miles. (Ref. 935520)

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

7 nights from £379

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A wonderful ground floor, detached cottage set in a walled garden just off the village square in Middleham, perfect for couples. En-suite bedroom. Woodburner. WiFi. Leyburn 2.2 miles. (Ref. 904813)

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

7 nights from £382

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A lovely stone-built cottage located in the village of West Witton, Yorkshire. Woodburner. Exposed beams. Character. Middleham 6 miles; Leyburn 4 miles. (Ref. 969608)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £412

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A stone built mews cottage, resting in the town of Middleham, on the outskirts of the Yorkshire Dales National Park. Open fire. Enclosed garden. Close to amenities. Leyburn 2.4 miles; Richmond 11.7 miles. (Ref. 1024465)

  • Wi-fi
  • Dishwasher

7 nights from £387

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

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

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

7 nights from £658

Last booked yesterday
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  • 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 £375

  • Sleeps10
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

This traditional farmhouse rests in the hamlet of Horsehouse near Leyburn, Yorkshire. Countryside views. Near a national park. Woodburning stoves. Pet-friendly. Richmond 17.2 miles. (Ref. 1133570)

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

7 nights from £897

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

An end-terrace cottage resting on the outskirts of Richmond. Pet-friendly. River close by. Barnard Castle 15.5 miles. (Ref. 1051475)

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

7 nights from £398

  • Sleeps7
  • Bedrooms4
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A traditional, three-storey terraced house situated in Leyburn, North Yorkshire. Enclosed garden. Close to amenities. Beautiful views. Richmond 9.4 miles. (Ref. 1084963)

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

7 nights from £665

  • Sleeps4
  • Bedrooms2
  • PetsNo

    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

7 nights from £588

Last booked 2 days ago
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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.3

    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 £399

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A pretty semi-detached cottage situated in Leyburn, North Yorkshire. Off-road parking. Enclosed garden. Woodburning stove. Close to amenities. Richmond 9.1 miles; Darlington 21.8 miles. (Ref. 1014717)

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

7 nights from £575

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Lovely terraced cottage close to market square and amenities in Middleham. Cosy romantic retreat with beamed ceiling, open plan living area and cottage garden. Leyburn 2.5 miles. (Ref. 929525)

  • Wi-fi
  • Washing machine

7 nights from £371

If you are looking for a fascinating stay in a historical centre, look no further than a selection of holiday cottages to rent in Middleham. The small market town was once regarded as the 'Windsor of the North' due to its royal heritage, boasting a twelfth century castle that was once the childhood home of the infamous King Richard III, which also possesses the North of England's largest castle keep.

Discover Middleham's long-standing equestrian history

Explore the market town's quaint, winding streets, wander through the cobbled market squares all the while admiring the beautiful Georgian and Victorian architecture. The sport of Horse racing has long been linked to the town of Middleham. It was in 1773 that the first documented reference involving racehorses at Middleham was recorded, in the years since it has become synonymous with breeding and training racehorses and is still seen as one of the top training centres in the UK.

For 360-degree views across the Yorkshire Dales, climb up to the remains of Middleham Castle, a splendid medieval keep and once home of Richard III. Equally splendid is the outlook from Leyburn Shawl, a stunning limestone escarpment that was the escape route of Mary Queen of Scots as she fled from Bolton Castle - another medieval fortress not to miss.

Take a tour around the famous training centre or visit some of the charming town's art galleries, tearooms and pubs. Other nearby attractions include real ale breweries, historic sites like Jervaulx Abbey, the gardens of Constable Burton Hall, not to mention the spectacular waterfalls of Aysgarth and West Burton.

Whatever your tastes and hobbies, you will find plenty of things to do on a holiday in Middleham. Book your self-catering accommodation today by calling one of our travel experts on 01244356666,