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Helmsley Pet Friendly Holiday Rentals

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    Travellers to Helmsley are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    15 Matching Rentals in HelmsleyView all 29 rentals
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    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
    • Parking
    • Washer
    • DVD Player
    • Central Heating
    • Wi-Fi
    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 of...
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    Nawton, Helmsley YO62 7TE
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Stables1 / 21
    (6)Very good
    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
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2017
    Had a wonderful start to the holiday and was welcomed by both Jason and Lisa who are lovely owners. Nice welcome hamper with breads and coffee and tea and dog treats.The barn...
    Reviewed 17 May 2017
    Beautiful countryside surrounds this fantastic property. Everything we needed for us and our dogs, who loved walking in North Yorkshire. Lots to see nearby would certainly...
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    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...
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    Helmsley, North Yorkshire YO62 5XZ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Parking
    • DVD Player
    • 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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    Hawnby, Helmsley TS9 7LA
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    • Parking
    • 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 Helmsley,...
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    Helmsley, North Yorkshire YO7 2HW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • Central Heating
    Suitability
    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
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    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 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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    Nawton, Helmsley YO62 7SD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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
    • Central Heating
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    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
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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
    • DVD Player
    • Central Heating
    • Parking
    • Private Garden
    • 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 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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    Location Information
    Nawton, Helmsley YO62
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Helmsley, North Yorkshire YO62 5HD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    Suitability
    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
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    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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