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Pet Friendly Holiday Rentals in Helmsley

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    Travellers to Helmsley are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    10 Matching Rentals in HelmsleyView all 21 rentals
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    The Stables1 / 21
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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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    ARCHWAY HOUSE, pet-friendly, peaceful location, four poster bed, two bathrooms, Nawton, Ref. 9248101 / 14
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    PEG'S COTTAGE, detached, ground floor, WiFi, gas fire, garden with furniture, near Helmsley, Ref 9170061 / 10
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Lovely bungalow
    Reviewed 3 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...
    Pegs Hide Away
    Reviewed 20 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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    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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    OWL COTTAGE all ground floor, on working farm in Helmsley Ref 9311571 / 6
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Helmsley, North Yorkshire TS9 7LA
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    WITCHES COTTAGE all ground floor, luxury property Helmsley Ref 9311581 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Helmsley, North Yorkshire TS9 7LA
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    MEWS COTTAGE stone-built, town amenities,near walks, cycling, WiFi in Helmsley Ref 9331631 / 15
    (2)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Lovely location
    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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    Helmsley, North Yorkshire YO62 5DJ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    CASTLE VIEW, pet friendly, character holiday cottage, with a garden in1 / 23
    (22)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Couldn't fault it
    Reviewed 21 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...
    New Year
    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...
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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 5AW
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    BLACK CAT COTTAGE, woodburner, on working farm, superb accommodation, Helmsley1 / 16
    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
    Helmsley, North Yorkshire TS9 7LA
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    Excellent accomodation
    Reviewed 2 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...
    Out if this world
    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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    Location Information
    Nawton, Helmsley YO62 7SD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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