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Helmsley Vacation Rentals

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    Travelers to Helmsley are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 32 Rentals in Helmsley
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    High Farm, Beadlam Rigg1 / 10
    (7)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    The Stables1 / 21
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Detached Cottage with Stunning Views. 3 or 4 night Short Breaks all Year.1 / 19
    (4)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Frankel Cottage1 / 8
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 16, 2016
    Beautiful ,, clean, well equipped cottage in a fabulous location. The cottage accepts pets which was a must for us. Very well laid out with 3 large bedrooms. Super welcome on...
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    About this property
    Frankel cottage is located 0.9 miles from the centre of Helmsley a busy market town where you will find many pubs & shops selling local produce. Frankel cottage has recently been fully refurbished with a new kitchen, bathroom flooring and furniture. The kitchen has an electric cooker, microwave,...
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    Helmsley, North Yorkshire YO62 5HG
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Self Catering 3 Bedroom1 / 10
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
    • Internet Access
    Suitability
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    CORONATION COTTAGE, woodburner, wet room, all ground floor, fantastic location, in Helmsley, Ref. 269541 / 12
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 9, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    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 December 14, 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 7TT
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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
    Reviewed December 2, 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...
    Reviewed June 19, 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    OAKLEIGH HOUSE, attractive cottage, near walks, attractions and amenities, two1 / 11
    (3)Very good
    Studio, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 15, 2017
    The cottage overall was very good and we would recommend the cottage to anyone who wants a quality accommodation. We had a problem with a leak from the upstairs bathroom that...
    Reviewed September 5, 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...
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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
    Rental Home - 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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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
    Reviewed November 20, 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...
    Reviewed September 8, 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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    Helmsley, North Yorkshire YO62 5AW
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful detached period property in the village of Beadlam near Helmsley and can sleep 8 people in four bedrooms. Auburn House is a beautiful detached period property in the village of Beadlam near Helmsley. The cottage can sleep eight people in four bedrooms which are made up of three doubles...
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    Helmsley, North Yorkshire YO62 7SY
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • 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 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
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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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • 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 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
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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
    Rental Home - 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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    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 19, 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 June 1, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, 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
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 18, 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
    Rental Home - 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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    • Shared Yard
    • Parking
    • Grill
    • Balcony
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 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 July 24, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Farmhouse With Large Sunny Garden, Log Burning Stoves & Plenty Of Space To Relax1 / 16
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Yard
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2017
    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
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Helmsley, North Yorkshire YO62 5BW
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Parking
    • Internet Access
    • Washer
    • Satellite TV
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    Pet friendly
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    Smoking allowed
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    Helmsley, North Yorkshire YO62 5DJ
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Threp'nybit Cottage1 / 12
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 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...
    Reviewed April 4, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Internet Access
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Helmsley, North Yorkshire YO62 5DX
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Central Heating
    • Washer
    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 27, 2016
    This is a warm and welcoming property with everything one might need. The welcome pack on arrival was a lovely bonus as wine, milk, crusty bread, cake, as well as tea and coffee...
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    Helmsley, North Yorkshire YO62 5DD
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Smoking allowed
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    Helmsley, North Yorkshire YO62 5LE
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Central Heating
    • Washer
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    Pet friendly
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    Smoking allowed
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    Helmsley, North Yorkshire YO62 5AJ
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Helmsley, North Yorkshire YO62 5EU
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Central Heating
    • Washer
    • Patio
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Helmsley, North Yorkshire YO62 5HS
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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