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Holiday Rentals in Helmsley

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    All 37 Rentals in Helmsley
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This beautiful 17th century detached thatched cottage overlooks Rievalux Abbey. Nestling in a beautiful secluded valley overlooking the magnificent ruins of Rievaulx Abbey, Swiss Cottage is a delightfully charming, 17th century, detached thatched cottage which is the oldest cottage in...
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    Scawton, Helmsley YO62 5LB
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Situated in the beautiful market town of Helmsley, Mouse Cottage is perfect for exploring the North York Moors National Park. Peacefully located in the centre of the popular market town of Helmsley, this delightful, Grade II listed, terraced stone cottage oozes charm and character. Numerous...
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    Helmsley, North Yorkshire YO62 5AA
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    With a wealth of beams, this cottage has a south-facing garden and makes an excellent base for exploring. In the heart of the delightful market town of Helmsley, this holiday cottage, one of a row, was originally part of the Duncombe Park Estate. Lovingly renovated and furnished to a high...
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    Helmsley, North Yorkshire YO62 5DX
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Set within the North York Moors National Park, this detached house is great for walking, cycling and riding. Set within a large private garden with country views, this detached stone house lies at the edge of the village, within the North York Moors National Park. An excellent area for walking,...
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    Scawton, Helmsley YO62 5LG
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 7
    Pockley Gates Cottage1 / 12
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Reviewed 1 week ago
    What a lovely place to stay. Such a lovely cottage with everything we needed. In such a good location for lots of places to visit. Very peaceful and set in a lovely location...
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    About this property
    A quite, semi detached cottage overlooking the countryside just outside the traditional Yorkshire village of Helmsley.. <strong>Ground Floor: </strong> The property has gas central heating and comprises: <strong>Lounge: </strong>With gas coal effect fire, Freeview TV, DVD player and CD/radio....
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    Nawton, Helmsley YO62 5HY
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Detached lodge, in lovely countryside, between Helmsley and Kirkbymoorside, with Castle Howard, Duncombe Park, and York all easily accessible. Peaceful location with lovely views With wonderful views and offering peace and relaxation, one of a select group of just six, this single storey,...
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    Nawton, Helmsley YO62 7RG
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Patio
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Helmsley 21 km from Rosedale Abbey: Comfortable house 'Carlton', detached. In the centre of Helmsley, in a sunny position. Private: garden with lawn, pond. Patio, garden furniture, parking space n 3. Shop, restaurant, bar 350 m, bus stop 'Carlton Road' 50 m. Golf course (18 hole) 10 km, walking...
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    Helmsley, North Yorkshire YO62 5HA
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    High Farm, Beadlam Rigg1 / 16
    (19)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • Patio
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2019
    Wonderful location in spacious caravan. Helmsley is within a short driving distance & is a stunning, picturesque market town. The surrounding countryside is peaceful...
    Reviewed 23 September 2018
    This is a well positioned caravan about 4 miles from Hemsley in North Yorks. Clean warm ,we were there during a near hurricane. Friendly owners who went out of their way to...
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    About this property
    High Farm, Beadlam Rigg is located within the North York Moors National Park, just off the A170 which runs between Helmsley and Scarborough, 4 miles from Helmsley & 6 miles from Kirkbymoorside. We are a family friendly site, ideally located for exploring the nearby market towns of Helmsley,...
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    Helmsley, North Yorkshire YO62 7TG
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    CASTLE VIEW, pet friendly, character holiday cottage, with a garden in1 / 22
    (26)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Reviewed 11 May 2018
    Beautiful house.Lovely gardenIdeal location So warm and cosySuper memories of a fabulous weekOne word says it all!
    Reviewed 30 April 2018
    Firstly, reviews can be subjective. If you spent £650 for a week here your view would be different from someone spending over £2000. This view is based on us spending around...
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    About this property
    With four spacious, sunny bedrooms – able to sleep a total of eleven people – this property is best suited to larger groups and families.Just a few minutes walk from the centre of the pretty market town of Helmsley is this charming property - a superb, semi-detached house in a quiet position....
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    Helmsley, North Yorkshire YO62 5AL
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    This property is situated in the market town of Helmsley which lies on the edge of the North Yorkshire Moors National Park,making it an excellent choice for those who want to enjoy a mix of town and country whilst on holiday. Helmsley is an attractive town,and not only offers a choice of shops,but...
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    Helmsley, North Yorkshire YO62 5BU
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    PEG'S COTTAGE, detached, ground floor, WiFi, gas fire, garden with furniture1 / 9
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 3 days ago
    From the moment we arrived we felt welcomed, the dog had free run of the entire fully secure garden areas including the owners she loved exploring the orchard. The cottage was...
    Reviewed 15 September 2017
    We have just returned from a week's break at Pegs Cottage in Pockley, close to Helmsley. It was a perfect break for us and our two dogs who were secure in the grounds of the...
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    About this property
    This charming, detached stone cottage, set in a hamlet close to the North Yorkshire market town of Helmsley, can sleep two people in one double bedroom.Peg's Cottage, a delightful, detached, stone cottage, is set solely over the ground floor in a little hamlet just two miles from the market town of...
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    Nawton, Helmsley YO62 7TE
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This barn conversion is in the hamlet of Chop Gate, ten miles from Helmsley and sleeps four people in two bedrooms.Clack Cat Cottage is a Grade II listed barn conversion, one of three, in the hamlet of Chop Gate, ten miles from Helmsley which sleeps four people in two bedrooms. The cottage has a...
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    Hawnby, Helmsley TS9 7LA
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    OAKLEIGH HOUSE, attractive cottage, near walks, attractions and amenities, two1 / 11
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2017
    The cottage overall was very good and we would recommend the cottage to anyone who wants a quality accommodation. We had a problem with a leak from the upstairs bathroom that...
    Reviewed 5 September 2015
    Located in a quiet little village. Well decorated and fully furnished, spacious and homely. Not far from the charming little town of Helmsley where you can get your grocery from...
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    About this property
    This pretty, mid-terraced cottage in Nawton, North Yorkshire, sleeps four people in two bedrooms.Oakleigh House is a delightful, terraced cottage set in the village of Nawton, adjoining the owner's second holiday home. With one double and one twin bedroom, the property can sleep four people....
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    Nawton, Helmsley YO62
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This mid-terrace cottage is in the market town of Helmsley near to Kirkbymoorside and can sleep four people in two bedrooms.8 Pottergate Mews is a lovely mid-terrace cottage situated in the market town of Helmsley just six miles from Kirkbymoorside, North Yorkshire. The cottage can sleep four...
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    Helmsley, North Yorkshire YO62 5DJ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    WETHERCOTE COTTAGE, family friendly, character holiday cottage, with a garden1 / 12
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed 19 March 2017
    Just back from Wethercote, had a great time. Cottage is lovely, very clean and sooo warm, I even had to put the heating off and has everything you could need. Family are lovely...
    Reviewed 1 June 2016
    Cottage overall was fine, although double mattress needs replaced and some small glasses needed as pint ones are too big. There is no freezer although owners let us share theirs...
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    About this property
    This two bedroom house is able to sleep up to four people and is located close to the village of Helmsley.This traditional, stone-built, cottage is a semi-detached property that adjoins the owner's house on a working livestock farm near Old Byland. Just seven miles from the market town of Helmsley,...
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    Helmsley, North Yorkshire YO7 2HW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This shpeherd's hut is located near the village of Helmsley close to Kirkbymoorside, and can sleep two people in one bedroom.Shepherd's Hut is a characterful shepherd's hut situated near the village of Helmsley, North Yorkshire. Hosting one double bed, and a shower room, this property can sleep up...
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    Hawnby, Helmsley YO62 5NE
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Self Catering 3 Bedroom1 / 10
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    Pet friendly
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    Reviewed 12 January 2018
    what a great find, beautiful cottage just a short walk from the centre of Helmsley, every facility, spacious and clean, sat in the garden the only noise birds and church bells...
    Reviewed 6 August 2016
    We had a wonderful weeks stay, the cottage was spotlessly clean, well furnished and presented. There is a little garden and we dined outside a couple times in the warm weather...
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    About this property
    Ivy cottage is situated overlooking a pleasant green a two minute walk from Helmsley town centre. The accommodation is suitable for all ages. The cottage has three bedrooms, a double, twin and a single. The bathroom has recently been refurbished. There is a conservatory situated at the rear of the...
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    Helmsley, North Yorkshire YO62 5AW
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    CORONATION COTTAGE, woodburner, wet room, all ground floor, fantastic location1 / 11
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 22 June 2018
    June 2018 was our fourth visit to Coronation Cottage. It has everything we need as we get a bit older... walk in wet room, everything on the ground floor and level access to the...
    Reviewed 22 March 2018
    Stayed for 3 nights in the beautiful market town of Helmsley. Cottage has everything you need and is very comfortable. Will be back!
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    About this property
    This charming cottage sits in the market town of Helmsley in North Yorkshire, sleeping four people in two bedrooms.Coronation Cottage is a stone-built cottage tucked away in a central position in the market town of Helmsley, North Yorkshire. With two bedrooms, including one king-size double and one...
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    Helmsley, North Yorkshire YO62 5DX
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    LITTLE MANOR FARM COTTAGE, romantic, WiFi, character holiday cottage in Nawton1 / 8
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This charming property has one double bedroom with en suite and is an ideal romantic retreat at any time of the year.Situated just outside the pretty village of Nawton and a mere four miles from Kirkbymoorside and Helmsley is this delightful cottage - a cosy stone-built detached property. This...
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    Nawton, Helmsley YO62 7TU
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    ORCHARD COTTAGE, character, woodburning stove, in Helmsley, Ref 9136571 / 11
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2018
    It was our first time staying in Orchard Cottage in Helmsley and we were not disappointed.The cottage is in a central location and despite it being near the castle and the main...
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    About this property
    A delightful character cottage in the town of Helmsley in Yorkshire which can sleep four people in two bedrooms.Orchard Cottage is a delightful character cottage in the town of Helmsley in Yorkshire. The cottage can sleep four people in two ground floor bedrooms which are made up of a double and...
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    Helmsley, North Yorkshire YO62 5AB
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    A beautiful detached period property in the village of Beadlam near Helmsley and can sleep 8 people in four bedrooms.Auburn House is a beautiful detached period property in the village of Beadlam near Helmsley. The cottage can sleep eight people in four bedrooms which are made up of three doubles...
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    Helmsley, North Yorkshire YO62 7SY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    This charming, character cottage is in the town of Helmsley in Yorkshire and can sleep eight people in four bedrooms.Osbourne Cottage is a charming, character cottage is in the town of Helmsley in Yorkshire. The cottage sleeps eight people in four bedrooms which are made up of two doubles with...
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    Helmsley, North Yorkshire YO62 5AB
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Low Crossett Cottage in North York Moors.  Short Breaks & WiFi.1 / 18
    (6)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
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    • Private Garden
    • Outdoor Dining Area
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    • Cable/satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    Well-equipped and comfortable cottage for two people with superior views. Excellent location for visiting sites throughout north Yorkshire.
    Reviewed 24 April 2018
    A lovely cottage in a stunning location secluded with terrific views couldn't have asked for more. The cottage was well equipped with a good size fridge/freezer, very...
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    About this property
    Friday and Monday start day for both 7 night stays and short breaks. If you would like a Monday start day please contact us for a quote. One bedroom barn conversion set within the North York Moors National Park in the valley of Bilsdale. This south facing 200 year old character property has been...
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    Helmsley, North Yorkshire TS9 7LH
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    44 ELMSLAC ROAD, pet-friendly, spacious interior, conservatory, Ref 9712511 / 20
    (1)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2018
    Family run house for families! We ate strawberries from the garden and sat in the sunny garden. Plenty of kitchen ware, it really didn't matter if it didn't all match! The...
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    About this property
    This cottage is located in the village of Helmsley near Kirkbymoorside and can sleep eight people in four bedrooms.44 Elmslac Road is a wonderful cottage situated in the village of Helmsley in North Yorkshire. Hosting four bedrooms; 2 doubles, 1 twin and adult bunks a bathroom, and a...
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    Helmsley, North Yorkshire YO62 5AW
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Safari Tent1 / 15
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Garden
    • Parking
    • Grill
    • Balcony
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    Booked for 2 nights to go to a wedding nearby, met by friendly staff, safari tent was clean, and had just about everything we needed to cook breakfast, and was cosy with the log...
    Reviewed 25 July 2016
    Just got home after an amazing stay here we were made so welcome nothing was a problem for jenny and all the staff beautiful tents amazing food stunning location will definatly...
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    About this property
    Canadian Fields is located within the North York Moors National Park, just off the A170 which runs between Helmsley and Scarborough, 3 miles from Helmsley & 3 miles from Kirkbymoorside. We are a family friendly site, ideally located for exploring the nearby market towns of Thirsk, Helmsley,...
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    Nawton, Helmsley YO62 7SD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This end-terrace cottage is located in Helmsley and can sleep five people in three bedrooms.Ivy Cottage is a delightful end-terrace cottage overlooking a village green close to the centre of Helmsley in the North York Moors National Park. The cottage sleeps five people and has a double bedroom, a...
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    Helmsley, North Yorkshire YO62 5AW
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    ARCHWAY HOUSE, pet-friendly, peaceful location, four poster bed, two bathrooms1 / 13
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2017
    The cottage is in a perfect location for families looking to visit the many English Heritage/National Trust locations around the area. We are a family of four and we chose the...
    Reviewed 15 December 2016
    This is by far one of the best holiday cottages I have stayed in. Clean cosy comfortable, lovely to return to after a day out. Facilities are second to none, top quality and...
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    About this property
    This super, end-terrace cottage in Nawton, North Yorkshire, sleeps five people in three bedrooms.Archway House is a charming, end-terrace cottage next to the owner's other holiday home, in the North Yorkshire village of Nawton. With three bedrooms including a fantastic four poster king-size double,...
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    Nawton, Helmsley YO62
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    With touches of elegance and style at every turn, Pinfold Cottage has been beautifully decorated and offers 5 star quality. This beautiful and luxurious newly built three bedroomed house is set in a secure and gated development in the historic market town of Helmsley. It has an enclosed...
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    Helmsley, North Yorkshire YO62 5ES
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Helmsley,located just a couple of miles from the property, is one of the prettiest towns in Yorkshire and lies just on the outskirts of the glorious North York Moors. The wonderful heather-covered moors offer plenty of opportunities for breathtaking walks and bike rides,stretching out for some 600...
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    Helmsley, North Yorkshire YO62 5HD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
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    About this property
    Nestled at the foot of the North York Moors National Park is the market town of Helmsley. With a picturesque square surrounded by independent shops,bakeries,restaurants and cafes,Helmsley also boasts a castle,micro-brewery and Verbena spa. Beyond the town lie miles of heather-clad open moorland...
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    Helmsley, North Yorkshire YO62 5AQ
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Located in the picturesque village of Helmsley,boutiques,dining opportunities and attractions are easily accessible. Make your way through the streets,lined with independent shops and cafes,and enjoy the laidback atmosphere. Half a mile away,Helmsley Castle invites you to unlock 900 years of...
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    Location Information
    Helmsley, North Yorkshire YO62 5EU
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This attached stone-built cottage, resting on the outskirts of Thirsk houses one bedroom, sleeping up to two people. The Byre is an attached property, resting on the outskirts of Thirsk. Within the property you will find one king-size double bed with an en-suite, boasting a walk-in shower, basin...
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    Location Information
    Scawton, Helmsley YO7 2HJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    BELLWETHER, WiFi, open-plan, near Helmsley1 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    Reviewed 2 weeks ago
    What an amazing weekend, from start to finish couldn’t have been better, fantastic location, amazing hosts. Every detail thought of in the hut and facilities, from a lovely...
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    About this property
    A detached shepherd’s hut situated on the outskirts of the market town of Helmsley, sleeping up to two people, in one bedroom. Bellwether is a detached shepherd’s hut situated on the outskirts of the market town of Helmsley. This open-plan, studio-style property houses a double bed, a dining area...
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    Location Information
    Nawton, Helmsley YO62 7TB
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This semi-detached cottage is located on the outskirts of Thirsk and can sleep two people in one bedroom. The Cottage is a stone-built property situated on the fringes of Thirsk in a lovely part of North Yorkshire. It has one king-size double with an en-suite bathroom, sleeping two people in total....
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    Location Information
    Scawton, Helmsley YO7 2HJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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