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Middleham Cottages

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    Travellers to Middleham are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    All 20 Rentals in Middleham
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    Jenny Wren Cottage1 / 20
    (61)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Honeykiln Cottage1 / 15
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    KELDA GARTHR (TRANQUIL GARDEN), Wensleydale End Terrace House1 / 13
    (3)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Fox Cottage, Middleham, Wensleydale. WiFi.1 / 23
    (32)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Parking
    • Terrace
    • Central Heating
    • Private Garden
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 November 2017
    The cottage was very clean & tidy but it had a foisty smell when we walked in,We love middleham love the walks the scenery and we love the race horses we spend quite a lot...
    Reviewed 6 October 2017
    What a lovely cottage, it was ideal for what we wanted. A stay in middleham to watch horses and not far to the races.My friends and I where pleasantly surprised at the size and...
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    About this property
    Fox Cottage is a delightful detached stone bungalow on the edge of the wonderful dales town of Middleham, renowned equally for its ruined castle in which Richard III lived with his wife Anne Neville as for its plethora of racing stables which pour racehorses out every morning to exercise on the...
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    Location Information
    Middleham, North Yorkshire DL8 4PW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    CLEEVE COTTAGE, multi-fuel stove, WiFi, flexible sleeping, parking, enclosed1 / 12
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2016
    This cottage is set in a quiet part of Middleham,it has all the necessary items and more, one would expect in a cottage for an enjoyable holiday/break.the decor is excellent as...
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    About this property
    This welcoming, semi-detached cottage in Middleham, North Yorkshire, sleeps four people in two bedrooms. Cleeve Cottage is a a delightful, semi-detached cottage set in the town of Middleham in North Yorkshire. With one super king-size double bedroom, which can be transformed into twin beds on...
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    Middleham, North Yorkshire DL8 4RB
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Grade II listed, end-terrace cottage is in the market town of Middleham in the Yorkshire Dales and sleeps five people in three bedrooms. Castle Hill Cottage is a Grade II listed, end-terrace cottage is in the market town of Middleham in the Yorkshire Dales. The cottage sleeps five people in...
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    Middleham, North Yorkshire DL8 4QW
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    BENINGBOROUGH, woodburner, en-suite bedrooms, far-reaching views, in Middleham1 / 19
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2016
    We were really pleasantly surprised at how gorgeous this house was as the photos don't do it justice. This is an excellent property with a quirky layout, good sized bedrooms...
    Reviewed 29 December 2015
    The property was ideal for our party of 6 adults and 3 very excited children for our Christmas break. The photographs on Sykes website do not do this property any justice. The...
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    About this property
    This lovely detached cottage in Middleham sleeps ten people in four bedrooms. Beningborough is a lovely detached cottage in Middleham. With four en-suite zip/link double bedrooms, and two single sofa beds, it sleeps ten people comfortably. The cottage also offers a first floor kitchen with dining...
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    Middleham, North Yorkshire DL8 4NT
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This delightful Grade II listed cottage is in the village of Middleham in the region of Yorkshire and can sleep six people in three bedrooms. Prospect House is a delightful Grade II listed cottage in the popular market town of Middleham in Yorkshire. The cottage sleeps six people with three...
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    Middleham, North Yorkshire DL8 4PF
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    THE ROUND HOUSE, unique, en-suite, woodburner, off road parking, garden, in1 / 14
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2017
    Compact but very well equipped and comfortable. A great base for the Yorkshire Dales. Owner very friendly and helpful.Great to watch the racing horses. Plenty eating places in...
    Reviewed 16 February 2017
    Just back from the round house Middleham, a great unique house with nice location very well laid out with all the amenities you could ask for in a small house , many thanks to...
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    About this property
    This unique, stone-built round house is set in the village of Middleham and can sleep two people in one bedroom. Amenities: Electric central heating with woodburning stove. Electric oven and hob, microwave, fridge, shared use of freezer, dishwasher, 2 x TVs with Freeview, DVD, CD/radio, WiFi,...
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    Middleham, North Yorkshire DL8 4NS
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed yesterday
    Stayed for 4 days for a long weekend. The cottage is gorgeous, very cosy with log fire, exceptionally clean and tidy. Bed lovely and comfy, can’t find any faults with the...
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    About this property
    This charming, one bedroom property in Middleham is ideally located for a couple looking for a romantic retreat in the spectacular Yorkshire Dales. This charming 'upside down' property is a stone-built 18th Century terraced cottage next to the market square in Middleham. With outstanding views of...
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    Location Information
    Middleham, North Yorkshire DL8 4PF
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This outstanding, Grade II listed, end-terraced cottage is in the delightful market town of Middleham. Set within a stone's throw of King Richard’s castle, which can be seen as you approach the front door, this cottage has been renovated with great style and was featured in the Guardian's 50 Best...
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    Middleham, North Yorkshire DL8 4QR
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    THE SUMMER PALACE, detached, en-suite, woodburner, parking, garden, in1 / 12
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2016
    This is an amazing place, highly recommend.. Views are brilliant, cottage is comfy with all amenities catered for. The hospitality is fantastic and we had an fabulous time in...
    Reviewed 25 March 2016
    Stayed at this lovely cottage in march 2016. Superb cottage set in lovely grounds. The owners are very helpful & informative ( Thanks for the help with our luggage Roger ) A...
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    About this property
    This outstanding stone-built, detached cottage is set in Middleham and can sleep two people in one bedroom. Amenities: Electric central heating with woodburning stove. Electric oven and hob, microwave, fridge, shared use of freezer, dishwasher, 2 x TVs with Freeview, DVD, CD/radio, WiFi, selection...
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    Middleham, North Yorkshire DL8 4NS
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    THE GATEHOUSE, woodburner, WiFi, character features, in Middleham, Ref. 9050771 / 13
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2017
    Such a lovely property in the dales. Everything to make your stay comfortable including a very warm welcome from the owners.
    Reviewed 20 October 2016
    Our first time in the Dales and we loved our week roaming across the countryside. Very impressed with Sykes Cottages but even more impressed with the outstanding quality of this...
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    About this property
    This lovely semi-detached house in Middleham sleeps four people in two bedrooms. The Gatehouse is a lovely semi-detached cottage in Middleham. With two en-suite bedrooms, a zip/link king-size double and a double, it sleeps four people comfortably. The cottage also has a kitchen with dining area...
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    Middleham, North Yorkshire DL8 4NS
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    THE COACH HOUSE, near walks, shared garden, private roof terrace, in Middleham1 / 15
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2017
    The coach house had everything we needed and more for our week's holiday. I've never stayed in a more well-equipped accommodation, including such small attention to detail like...
    Reviewed 27 August 2017
    The Coach house was a first class holiday rental; living up to expectation. It was roomy with everything we needed. Tucked away behind the owner's B&B it had the luxury of a...
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    About this property
    This delightful stone built, semi-detached cottage, situated to the rear of the owner's Georgian Guest House, The Priory, in the heart of Middleham can sleep eight people in three bedrooms. The Coach House is situated to the rear of the owner's Georgian Guest House, The Priory, in the heart of...
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    Middleham, North Yorkshire DL8 4QX
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stone-built, end-terrace cottage in the market town of Middleham sleeps three people in two bedrooms. Cartmel Cottage is a stone-built, end-terrace cottage just off the main square of the North Yorkshire market town of Middleham, just a couple of miles from Leyburn. The cottage contains one...
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    Middleham, North Yorkshire DL8 4PF
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage is situated in the village of Middleham near Leyburn and can sleep two people in one bedroom. The Bolt Hole is a charming cottage located in the village of Middleham in North Yorkshire. Hosting one double bedroom with an en-suite, this property can sleep up to two people. Inside you...
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    Middleham, North Yorkshire DL8 4NX
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Sauna
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An end-terrace property in the town of MIddleham in North Yorkshire, sleeping eighteen people in seven bedrooms. Harmby House is a spectacular end-terrace house in the town of Middleham in North Yorkshire. It has seven bedrooms, made up of; a family room with a super king-size bed and two stacker...
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    Middleham, North Yorkshire DL8 4QQ
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 18
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A mid terrace cottage set in the town of Middleham in North Yorkshire that can sleep three people in two bedrooms. Middle Cottage is a mid terrace cottage based in the town of Middleham in North Yorkshire. There is two bedrooms comprising of a king size and a single room along with a family...
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    Middleham, North Yorkshire DL8 4NT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    10 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Terrace
    • Washer
    • Grill
    • Internet Access
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Like a miniature “Downton Abbey”, this 18th century manor in Yorkshire infuses a sense of grandeur into everyday life. Stately, spacious rooms - furnished with antiques and the finest linens - invite you to enjoy a heightened country lifestyle. You’ll be greeted by the housekeeper, who will help...
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    Location Information
    Middleham, North Yorkshire DL8 4NP
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 20
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    Yorkshire Dales House1 / 10
    (22)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • Private Garden
    • Parking
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2017
    We recently spent a wonderful weekend at the Old School House in celebration of our 50th wedding anniversary with family and friends. The facilities are fantastic and the house...
    Reviewed 9 June 2017
    Had a three night weekend stay at the Old School House for my 30th birthday last weekend. The house fits 19 adults - and that's how many came. We fit there comfortably. THE...
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    About this property
    Picture the scene: striding out each morning for an adventure on the hills, then home to hot showers and central heating, a drink by the roaring fire… enjoying cooking and serving a fabulous meal together…then sinking into blissfully comfortable beds…And all with enough space for parents, brothers...
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    Location Information
    Middleham, North Yorkshire DL8 4QG
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 19
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