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Helmsley Pet Friendly Vacation Rentals

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    12 Matching Rentals in HelmsleyView all 23 rentals
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    Travellers to Helmsley are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    4 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    1 Review
    3 Bedrooms, Sleeps 5Quick View
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    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    3 Reviews
    3 Bedrooms, Sleeps 5Quick View
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    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent 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...
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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 7TT
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, Sleeps 4Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    COSY COTTAGE CENTRALLY LOCATED IN A DELIGHTFUL ENGLISH TOWN Nestling close to the 12th century market place square, the property is the perfect hideaway for your stay in Helmsley, offering superb accommodation just moments away from local facilities. Located on the edge of the North Yorkshire...
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    Helmsley, North Yorkshire YO62 5BU
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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...
    Excellent 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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    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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    Helmsley, North Yorkshire YO62 7TE
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, Sleeps 2Quick View
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    • Washer
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    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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    4 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Average 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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    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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    Helmsley, North Yorkshire YO7 2HW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    22 Reviews
    4 Bedrooms, Sleeps 11Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent 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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    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 5AW
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
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    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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    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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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    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
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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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    Helmsley, North Yorkshire TS9 7LA
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Reviews
    3 Bedrooms, Sleeps 5Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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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    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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    4 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    • Outdoor Dining Area
    • Central Heating
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 19 January 2015
    We stayed in Low Crossett Cottage in December 2014. This is a delightful cottage set in a wonderful valley about 15 minutes north of Helmsley. It has everything you would need...
    Excellent of 5 bubbles
    Reviewed 4 January 2015
    My kids were with my ex, my partners were with hers so we decided to look for a secluded retreat to have a romantic Christmas just the two of us... We could not have made a...
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    About this property
    Friday or Monday start for weekly stays. Short breaks are Fri-Mon (3 nights) and Mon-Fri (4 nights) only. 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 tastefully converted and...
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    Helmsley, North Yorkshire TS9 7LH
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    7 Reviews
    3 Bedrooms, Sleeps 8Quick 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
    Very good of 5 bubbles
    Reviewed 9 April 2017
    What a lovely place. Pracefil location and friendly hosts. The caravan is a perfect size for a family and has an enclosed garden area for young children. Our children loved...
    Excellent of 5 bubbles
    Reviewed 21 February 2017
    I visit High Farm all year round. It is a wonderful peaceful place. Crisp clear winter mornings, beautiful still summer evenings, and everything in between. The owners run a...
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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 8
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    1 Review
    4 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 4 weeks ago
    We booked this property after looking at several in the area but couldn’t find anything else that came close to the quality we saw in this one. When contacting the owner she...
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    About this property
    The house is fully furnished with TV, Wi-Fi, BT Vision, DVD player, CD player: comprising three reception rooms, two double bedrooms and a twin bedroom. Overall it can easily accommodate 6 people. The master bedroom has oak furniture and a wood burning stove. All linen bedding and towels are...
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    Helmsley, North Yorkshire YO62 5DD
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    • Private Garden
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOVELY STONE COTTAGE WITH LARGE GARDEN This traditional stone terraced cottage has been refurbished to a high standard throughout, situated in the picturesque market town of Helmsley with a large enclosed garden. Superbly presented, the cottage has 21st century luxuries whilst retaining its...
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    Helmsley, North Yorkshire YO62 5BW
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
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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
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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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    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...
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    Helmsley, North Yorkshire YO62 5DX
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Reviews
    Studio, Sleeps 4Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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...
    Excellent 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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    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 7TT
    Holiday Rental House - 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    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...
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    Helmsley, North Yorkshire YO62 5DJ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, Sleeps 5Quick View
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    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
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    2 Reviews
    3 Bedrooms, Sleeps 5Quick View
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    • Central Heating
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 18 January 2017
    The cottage is located 2 1/2 miles down a dead end road and has a fantastic view over the moors. Only 6 miles to Helmsley, which has all the shopping you can ask for. We were...
    Excellent 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...
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    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...
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    Helmsley, North Yorkshire YO62 7TF
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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