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Helmsley Pet Friendly Vacation Rentals

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    Travellers to Helmsley are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    12 Matching Rentals in HelmsleyView all 26 rentals
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    Frankel Cottage1 / 7
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    The Stables1 / 21
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Safari Tent1 / 15
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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 24 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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    Location Information
    Nawton, Helmsley YO62 7SD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    OWL COTTAGE all ground floor, on working farm in Helmsley Ref 9311571 / 6
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2018
    So glad I found this cottage - absolutely perfect and exactly as described. Incredibly peaceful and beautiful location, lovely owners and everything was spotless in this very...
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    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...
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    Hawnby, Helmsley TS9 7LA
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    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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    Amenities & Details
    • Wi-Fi
    Suitability
    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 14 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...
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    Nawton, Helmsley YO62
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    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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    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 9 September 2017
    Good location only a few minutes away from Helmsley with its quaint shops and vibrant Friday markets and from the abbey ruins at Rievaulx and Castle Howard with its extensive...
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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...
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    Location Information
    Helmsley, North Yorkshire YO62 7TE
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    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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    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Location Information
    Helmsley, North Yorkshire YO7 2HW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    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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    Location Information
    Hawnby, Helmsley TS9 7LA
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    CASTLE VIEW, pet friendly, character holiday cottage, with a garden in1 / 22
    (23)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2017
    Just got back from a lovely week in Helmsley at Castle View.The house was very homely with a lovely garden and just a short walk into beautiful helmsley with its great choice of...
    Reviewed 20 November 2016
    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...
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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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    Location Information
    Helmsley, North Yorkshire YO62 5AL
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    MEWS COTTAGE stone-built, town amenities,near walks, cycling, WiFi in Helmsley1 / 15
    (2)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2016
    The cottage was easy to find and the owners instructions very clear. The cottage is well equipped although I found the décor a little OTT for my personal taste. The bedrooms are...
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    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...
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    Location Information
    Helmsley, North Yorkshire YO62 5DJ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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