Middleham Cottages

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    A delightful terrace cottage in the market town of Richmond, North Yorkshire. WiFi. Pet friendly. Enclosed garden. Barnard Castle 10 miles; Leyburn 12 miles. (Ref. 992184)

    7 nights from £353

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    A charming stone cottage which sits in the village of Fearby in North Yorkshire. Nidderdale AONB. Pet-friendly. En-suite. WiFi. (Ref. 23683)

    Last booked yesterday

    7 nights from £361

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    • Customer Rating: 3.7 out of 4

    • Sleeps3
    • Bedrooms2
    • PetsYes

    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)

    Last booked yesterday

    7 nights from £305

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    • Sleeps5
    • Bedrooms2
    • PetsYes

    Lovingly-presented first floor, character apartment in the heart of Reeth. Slipper bath. Games room. WiFi. Delightful romantic retreat. Richmond 10 miles. (Ref. 28826)

    Last booked yesterday

    7 nights from £413

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    • Customer Rating: 3.9 out of 4

    • Sleeps4
    • Bedrooms2
    • PetsYes

    A lovely stone-built period cottage in peaceful village of Hunton. Short drive from Richmond. With woodburning stove, patio garden and WiFi. Leyburn 5 miles. (Ref. 933188)

    Last booked yesterday

    7 nights from £293

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    • Customer Rating: 4 out of 4

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    • Sleeps4
    • Bedrooms3
    • PetsYes

    A stone-built period cottage just two minutes from the centre of Masham, cosy and warm with lots of character. Ripon 9 miles. (Ref. 904781)

    Last booked yesterday

    7 nights from £387

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    • Customer Rating: 3.8 out of 4

    • Sleeps4
    • Bedrooms2
    • PetsNo

    A lovely stone-built cottage situated in the village of Crakehall in the lower Yorkshire Dales. Hot tub. Smart TV. Exposed beams. Bedale 2 miles; Leyburn 8 miles. (Ref. 971966)

    Last booked 5 hours ago

    7 nights from £404

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Traditional stone-built cottage. Character features, open fire and woodburning stove. Easy access to local amenities and to more of Yorkshire's delights. Leyburn 8 miles. (Ref. 961820)

    Last booked yesterday

    7 nights from £364

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    A romantic, traditional old cottage located in glorious Wensleydale. King-size double bed. WiFi. Enclosed back garden with furniture. Pub 2 mins walk. Handy location for visiting Aysgarth Falls and the lovely market town of Hawes, 9 miles away. (Ref. 915853)

    Last booked yesterday

    7 nights from £300

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    • Customer Rating: 4 out of 4

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    • Sleeps8
    • Bedrooms3
    • PetsNo

    A delightful Grade II listed character property, on a pretty village green. Hot-tub, open fire, beautifully-styled accommodation with many original features, in historic Richmond. Barnard Castle 10 miles. (Ref. 949674)

    Last booked within the last 2 days

    7 nights from £657

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to Book Now Pay Later Terms and Conditions for further information.

If you are looking for a fascinating stay in a historical centre, look no further than our 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 a 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,