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Holiday Rentals and Homes in Helmsley, England

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    Travellers to Helmsley are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 10
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    1 / 19
    5 of 5 bubbles (4) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    1 / 15
    5 of 5 bubbles (2) Excellent
    Nawton
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 21
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • DVD Player
    • Central Heating
    • Washer
    • Patio
    • Parking
    • Outdoor Dining Area
    • Grill
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    The Stables is nestled in the beautiful North Yorkshire countryside between the edge of the North Yorkshire Moors and the Howardian Hills, just 4 miles outside the pretty market town of Helmsley and under an hour away from the diverse North Yorkshire coastline or the historic city of York. The... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 5XZ
    5 of 5 bubbles Reviewed 10 August 2016
    This is by far one of the most beautiful places we have stayed. Brilliantly located to explore the many sights of Yorkshire but secluded enough to be relaxing. The Stables...
    5 of 5 bubbles Reviewed 22 May 2016
    Absolutely amazing, we are due to go for our 5th stay in June and none of us can wait, Lisa, Jason, the boys and ted are lovely, everything u could need, beautiful enclosed garden...
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    1 / 7
    5 of 5 bubbles (1) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
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    • x
    About this property
    Ford End Bed and Breakfast is in the traditional North Yorkshire village of Ampleforth, on the edge of the North York Moors National Park. We are perfectly located for beautiful walks as well as for delicious meals in one of our two excellent village pubs. Ford End House lies on the West End of... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 4DU
    1 / 14
    5 of 5 bubbles (2) Excellent
    Nawton
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
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    • Pet-friendly
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    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Nawton, Helmsley YO62 7TT
    5 of 5 bubbles Reviewed 18 October 2016
    What a lovely place. Warm, cosy and very well equipped. Furnished beautifully and to a high standard. Very comfortable bed and sofas. Our dog particularly loved the gas fire...
    5 of 5 bubbles Reviewed 25 July 2015
    I can't recommend Archway House enough. The owners were very friendly in all communications and have really thought of everything. The house itself is beautiful and clean...
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    1 / 10
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 7TE
    5 of 5 bubbles Reviewed 2 December 2015
    We stayed at Pegs Cottage for a weekend break. We were not disappointed the reviews were true. The owner was very helpful when I rang to arrange the key pick up,she also provided...
    5 of 5 bubbles Reviewed 19 June 2015
    We have just returned from a week at Peg's Cottage. It's a lovely cottage, all very new and nicely decorated. The cottage is ideal for couples as it has only one double...
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    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This ground floor barn conversion is located in the hamlet of Chop Gate between Helmsley and Stokesley in North Yorkshire and can sleep two people in one bedroom. Owl Cottage is a terraced barn conversion cottage on a working farm in the tiny hamlet of Chop Gates, ten miles north of Helmsley in... View all property information
    Location Information
    Helmsley, North Yorkshire TS9 7LA
    1 / 12
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Helmsley, North Yorkshire YO7 2HW
    3 of 5 bubbles 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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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This ground floor barn conversion is located in the hamlet of Chop Gate between Helmsley and Stokesley in North Yorkshire and can sleep four people in two bedrooms. Witches Cottage is a terraced barn conversion cottage on a working farm in the tiny hamlet of Chop Gates, ten miles north of... View all property information
    Location Information
    Helmsley, North Yorkshire TS9 7LA
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    1 / 12
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 5DX
    5 of 5 bubbles Reviewed 9 March 2015
    My wife and I recently spent a long weekend at Coronation Cottage in charming Helmsley. The cottage is in an excellent location near to all amenities (shops, restaurants, the...
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    1 / 10
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 5AW
    5 of 5 bubbles 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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    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This stone-built mews cottage is situated in a quiet part of Helmsley in the North York Moors National Park and can sleep four people in two bedrooms. Mews Cottage is a stone-built mews cottage situated in a quiet part of Helmsley in the North York Moors National Park and can sleep four people in... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 5DJ
    1 / 11
    4.5 of 5 bubbles (2) Very good
    Nawton
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Nawton, Helmsley YO62 7TT
    4 of 5 bubbles 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 a...
    5 of 5 bubbles Reviewed 23 August 2015
    Our third visit to Oakleigh House. It did not dissapoint, We have been to many places, where, on the second visit they had deteriorated in decor, cleanliness etc. Not this one...
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    1 / 23
    5 of 5 bubbles (22) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 5AW
    5 of 5 bubbles Reviewed 2 weeks ago
    This house is warm and welcoming in a snowy November, fully equipped with everything you could need for a family weekend away. The owners are friendly and efficient making the...
    5 of 5 bubbles Reviewed 8 September 2016
    We stayed as 2 families for New Year 2015. The house is spotless, beautifully presented spacious & everything you could need for a fab stay. There's everything you could ever...
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    1 / 12
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Central Heating
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Threp’nybit Cottage is situated in a wonderfully remote position within the North York Moors National Park and on a working farm. This secluded hideaway provides some stunning panoramic views over the Moors while allowing you to cosy up in front of the wood burning stove or while the sun is shining... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 7TF
    5 of 5 bubbles Reviewed 4 April 2016
    We stayed for 3 nights over Easter weekend with family. This is the perfect location to get away from everything and fully relax. The cottage sits tucked away at the end of a farm...
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    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This attractive, end-terrace, stone-built mews cottage is in the market town of Helmsley, and can sleep four people in two bedrooms. Red Grouse Cottage is an attractive, end-terrace, stone-built mews cottage, quietly tucked away within a five minute walk to the centre of the picturesque market... View all property information
    Location Information
    Helmsley, North Yorkshire YO62 5DJ
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Helmsley, North Yorkshire TS9 7LA