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Middleham Vacation Rentals

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    Travelers to Middleham are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 22 Rentals in Middleham
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    Jenny Wren Cottage1 / 20
    (57)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 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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    Honeykiln Cottage1 / 15
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Fox Cottage, Middleham, Wensleydale. WiFi.1 / 23
    (23)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Parking
    • Terrace
    • Central Heating
    • Private Yard
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 26, 2016
    A wonderful little cottage with everything you could possibly hope for at a great price.A 5 minute walk, max, in to Middleham town centre and I would recommend to anyone looking...
    Reviewed August 3, 2016
    A beautiful cottage well equipped in an excellent location. Lovely garden - conservatory and separate dining room giving you a wide choice where to eat. Lovely bright lounge...
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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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    Middleham, North Yorkshire DL8 4PW
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This upside down cottage is located in the village of East Witton and can sleep four people in two bedrooms. Holiday Cottage is an upside down cottage in the village of East Witton just three miles from Middleham. The cottage sleeps four people and has one ground floor double bedroom and one...
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    Middleham, North Yorkshire DL8 4SL
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    THE TACK ROOM, romantic, character holiday cottage, with a garden in Middleham, Ref 8611 / 7
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
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    Reviewed November 15, 2013
    The Tack Room is well situated in the town of Middleham, an easy walk to the main square with with its choice of pubs to eat and drink at. (Our favourite, Richard The Third)The...
    Reviewed May 29, 2012
    I found the cottage ideal and comfortable - just what was needed after a long day hiking across the dales.Upon arrival I was met by the host who showed me around the cottage...
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    About this property
    This stone built, detached cottage is situated in the village of Middleham, close to Leyburn, near to the Yorkshire Dales, and sleeps two people. The Tack Room is a detached, stone built cottage in the village of Middleham, 2.5 miles from Leyburn, and situated close to the Yorkshire Dales National...
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    Middleham, North Yorkshire DL8 4PB
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    IN AND OUT COTTAGE, romantic, character holiday cottage, with open fire in Middleham, Ref 15811 / 17
    (16)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 29, 2017
    My wife and I stayed at In and Out Cottage for a second time recently over a long weekend last week.We absolutely love this cottage and already can't wait to go back. Mrs James...
    Reviewed January 6, 2016
    This was our second stay in this cottage and we were not disappointed.The owner has made thus a stylish, comfortable holiday haven for two.Can't wait to go back!
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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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    Middleham, North Yorkshire DL8 4PF
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    THE SUMMER PALACE, detached, en-suite, woodburner, parking, garden, in Middleham, Ref 9048131 / 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
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    Reviewed November 29, 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 March 25, 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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    Location Information
    Middleham, North Yorkshire DL8 4NS
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    CLEEVE COTTAGE, multi-fuel stove, WiFi, flexible sleeping, parking, enclosed garden, Middleham, Ref. 9160711 / 16
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 26, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    THE ROUND HOUSE, unique, en-suite, woodburner, off road parking, garden, in Middleham, Ref 9048121 / 15
    (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 February 16, 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...
    Reviewed September 25, 2016
    We have just returned from a wonderful weeks holiday in this quirky but very comfortable cottage. Although small it has everything you need for a relaxing holiday for two. Set...
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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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    BENINGBOROUGH, woodburner, en-suite bedrooms, far-reaching views, in Middleham, Ref. 9050781 / 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 April 1, 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 December 28, 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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    STONECROFT, Middleham1 / 17
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 25, 2017
    Stone croft cottage is in a lovely village with great pubs, lovely food and lots of racehorses! We spent a great week at the cottage. It is well set out, lovely and homely but...
    Reviewed May 28, 2014
    The cottage was full of character and was very well equipped with everything needed. It had a very nice modern bathroom which looked to be recently installed. There was a stove...
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    About this property
    This 18th Century cottage is located within 50 yards of the popular market town of Middleham. The cottage retains its original beams, has some exposed stone work and a welcoming multi fuel stove to keep you warm in colder months. Middleham is predominantly a Georgian market town with settlements...
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    Middleham, North Yorkshire DL8 4RD
    Rental Home - 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
    Suitability
    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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    COVERCOTE, pet friendly, character holiday cottage, with a garden in Horsehouse, Ref 84331 / 19
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 11, 2014
    Warm and welcoming when we arrived. 4 couples and 1 toddler for a relaxing weekend of food, walks and boardgames. There dining area was the perfect size for everyone to sit...
    Reviewed December 1, 2014
    We've just returned from a family weekend away at Covercote. When we arrived the house was warm, cosy and immaculate. I would recommend reading the instructions of how to get...
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    About this property
    This grade II listed cottage is located in the small village of Horsehouse in the Yorkshire Dales and can sleep ten people in four bedrooms. Covercote is a grade II listed former coach house in the small Coverdale village of Horsehouse in the Yorkshire Dales National Park. The cottage can sleep...
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    Middleham, North Yorkshire DL8 4TS
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    THE GATEHOUSE, woodburner, WiFi, character features, in Middleham, Ref. 9050771 / 15
    (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 May 24, 2017
    Such a lovely property in the dales. Everything to make your stay comfortable including a very warm welcome from the owners.
    Reviewed October 20, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    THE COACH HOUSE, near walks, shared garden, private roof terrace, in Middleham, Ref 187571 / 15
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 15, 2017
    A wonderful place, tucked away from the main road, enter through an archway into the peace and tranquillity of this magical garden, an old folly looking rather like a castle...
    Reviewed February 16, 2017
    Well-located just off the main square in this attractive, small market town which has its own castle and racing stables - watching the horses in the morning was a real pleasure...
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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 4QG
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Yorkshire Dales House1 / 10
    (21)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 19 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Private Yard
    • Parking
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 9, 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...
    Reviewed March 14, 2017
    We stayed here as a group of 16 for a hen weekend and it was perfect. We wanted somewhere with enough room for us all to sit together round a dining table for meals and a lounge...
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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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    Middleham, North Yorkshire DL8 4QG
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 19
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    Middleham Hall1 / 20
    (3)Excellent
    10 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We booked this house for my husbands 60th birthday. 19 of us ranging from teenage boys to my 81 year old mum. The house is stunning! As it was a very hot weekend we spent a lot...
    Reviewed March 22, 2017
    We recently returned from a weekend stay at The Middleham House/ Hall. No words of photos do this place justice- you have to see it to believe it. It was incredible, the...
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    About this property
    The house offers a tranquil setting, whilst minutes walk from local restaurants, pubs, galleries and shops. Recently refurbished to a high standard, the house retains its original artworks and antiques, yet offers the latest modern facilities. The charm and atmosphere of the house reflects its two...
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    Middleham, North Yorkshire DL8 4PG
    Rental Home - 10 Bedrooms, 9 Bathrooms, Sleeps 20
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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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
    • Central Heating
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Middleham, North Yorkshire DL8 4RB
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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