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Helmsley

The charming market town of Helmsley is situated on the edge of the North York Moors National Park and is the perfect place for a cottage break.

The focal point of the town is its square and ancient cross, which is surrounded on all sides by cosy pubs, boutique and speciality shops and restaurants. Every Friday there is a market that sells local produce.

Helmsley has a fascinating history, with many of its building''s dating back to the 17th Century. The town''s dramatic castle sits on a grassy knoll overlooking the town and tells a fascinating story through its medieval, Tudor and Victorian remains, and 100 foot-high tower. The Helmsley Walled Garden lies just below the castle which has been lovingly restored back to its original Victorian beauty.

Access to some of the most beautiful landscapes in Britain is straight from the cottage door; with mile after mile of rolling heather moors and pretty villages that make up the North York Moors National Park; nearby is the expanse of Duncombe Park, one of Yorkshire''s foremost historic houses. Also close by are the impressive Byland Abbey ruins, once one of the greatest monasteries in England and equally as inspiring is Rievaulx Abbey where 12th Century monks once lived and worshipped.

On a warm day why not take a dip in the town''s open air swimming pool or enjoy lunch in one of the local pubs, all former coaching inns, which sit around the square.

To enjoy the area see our selection of Helmsley holiday cottages.
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  • Bilsdale, near Helmsley, Yorkshire
    Bilsdale, near Helmsley, Yorkshire×

    Laskill Grange - Bridge Cottage

    Bilsdale, near Helmsley, Yorkshire

    2
    1
    1
    1
    Ref: W43184
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities
    Situated in 70-acre shared grounds, in a sheltered wooded valley, this cottage is ideal for walkers and cyclists.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the owner’s farmhouse. Enjoy farmhouse breakfasts at Laskill Grange, or across the drive at Laskill Country House, the owners’ daughter offers home cooked evening meals or ready prepared frozen meals. There are 70 acres...

    Laskill Grange - Foxglove Cottage
    2
    1
    1
    Laskill Grange - Rievaulx Cottage
    2
    1
    1
  • Oulston, near Easingwold, Yorkshire
    Oulston, near Easingwold, Yorkshire×

    Close House Cottage

    Oulston, near Easingwold, Yorkshire

    2
    1
    1
    1
    Ref: UKC838
    Key Features:
    - Wifi - Car parking on site - Pets go free
    This Victorian cottage is nestled in the beautiful Yorkshire countryside, with spectacular walks from the doorstep.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This pretty Victorian cottage stands attached to the owner’s 16th-century property, amidst the beautiful Yorkshire countryside. Spacious, well-presented and very comfortable, the cottage enjoys a bespoke kitchen and a private, enclosed sunny courtyard garden, which is perfect for relaxing with a glass of wine at the end of the day. There are numerous walking and cycling trails from the doorstep and in the surrounding area of the Howardian Hills, an Area of Outstanding Natural...

  • Bilsdale, near Helmsley, Yorkshire
    Bilsdale, near Helmsley, Yorkshire×

    Laskill Grange - Rievaulx Cottage

    Bilsdale, near Helmsley, Yorkshire

    2
    1
    1
    1
    Ref: W43185
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities
    A charming cottage with a shared hot tub, located within the North York Moors National Park and close to Rievaulx Abbey.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the owner’s farmhouse. Enjoy farmhouse breakfasts at Laskill Grange, or across the drive at Laskill Country House, the owners’ daughter offers home cooked evening meals or ready prepared frozen meals. There are 70 acres...

    Laskill Grange - Foxglove Cottage
    2
    1
    1
    Laskill Grange - Bridge Cottage
    2
    1
    1
  • Chop Gate, near Helmsley, Yorkshire
    Chop Gate, near Helmsley, Yorkshire×

    Low Crossett Cottage

    Chop Gate, near Helmsley, Yorkshire

    2
    1
    1
    0
    Ref: UKC197
    Key Features:
    - Wifi - Car parking on site - Detached Property - Garden / Patio - Rural Location - Woodburning Stove
    Enjoy a romantic break at this 200 year old cottage, with its cosy woodburner and beams it’s the perfect hideaway.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    The valley of Bilsdale within the spectacular North York Moors National Park is the setting for Low Crossett Cottage and is the ideal location for guests wanting to enjoy a romantic break. This detached 200 year old barn conversion, located on a small working farm in this unspoilt area, has been tastefully converted throughout and still retains many original features, yet offers all the home comforts. Vaulted beam ceilings, wooden floors and the woodburner add to the charm of this warm...

  • Bilsdale, near Helmsley, Yorkshire
    Bilsdale, near Helmsley, Yorkshire×

    Laskill Grange - Foxglove Cottage

    Bilsdale, near Helmsley, Yorkshire

    2
    1
    1
    1
    Ref: W43183
    Key Features:
    - Hot Tub - Wifi - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities
    A rural retreat for two, with a shared hot tub, within the North York Moors National Park.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the owner’s farmhouse. Enjoy farmhouse breakfasts at Laskill Grange, or across the drive at Laskill Country House, the owners’ daughter offers home cooked evening meals or ready prepared frozen meals. There are 70 acres...

    Laskill Grange - Bridge Cottage
    2
    1
    1
    Laskill Grange - Rievaulx Cottage
    2
    1
    1
  • Scackleton, near Hovingham, Yorkshire
    Scackleton, near Hovingham, Yorkshire×

    Highfield Barn

    Scackleton, near Hovingham, Yorkshire

    2
    1
    1
    2
    Ref: 24873
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Rural Location
    Stunning Howardian Hills are the back drop for this apartment, Hovingham and the market town of Helmsley are close by. Stunning Howardian Hills are the back drop for this apartment, Hovingham and the market town of Helmsley are close by.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This stone built former granary, attached to the owners’ home, has been sympathetically converted to offer first floor holiday accommodation of a very good standard, within the stunning countryside of the Howardian Hills. The beautiful, well maintained shared garden gives way to magnificent views of the countryside, whilst the private sitting-out area is the perfect place to enjoy breakfast, with freshly laid eggs provided by the owners’ resident hens. A designated AONB,...

  • Helmsley
    Helmsley×

    Highfield Barn

    Helmsley

    2
    1
    1
    0
    Ref: DC4694
    Key Features:
    - Car parking on site - Woodburning Stove
    Beautifully presented cottage within a peaceful location
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Along a quiet lane with lovely views, this superb barn conversion is situated on the edge of the North York Moors National Park, a haven for walkers and outdoor enthusiasts. The village inn is a short stroll and there is an excellent farmshop and tearoom less than a mile away, whilst the picturesque market towns of Helmsley and Kirkbymoorside are just three miles. There are numerous attractions in the area including the Steam Preservation Railway at Pickering, Dalby Forest and Castle...
  • Helmsley, Yorkshire
    Helmsley, Yorkshire×

    Clematis Cottage

    Helmsley, Yorkshire

    3
    2
    1
    0
    Ref: CC233018
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio
    Centrally positioned for exploring all attractions in North Yorkshire.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Clematis Cottage is situated in a quiet area in the lovely market town of Helmsley. It is an ideal base to enjoy and discover all North Yorkshire has to offer. You will find pretty villages, exhilarating coastline and spectacular scenery all close by, only 40 minutes from the beautiful city of York with the stunning York Minster and quaint cobble streets. This lovely well equipped modern house has been decorated to a high standard and is ideal for mature couples, families and people with...
  • Scawton, near Helmsley, Yorkshire
    Scawton, near Helmsley, Yorkshire×

    Manor Farm Cottage

    Scawton, near Helmsley, Yorkshire

    3
    2
    1
    1
    Ref: UK2058
    Key Features:
    - Wifi - Car parking on site - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location
    Commanding spectacular views over open countryside towards the Hambleton Hills this property is just 1½ miles from Rievaulx Abbey and has excellent footpath walks from the door.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Standing within the North York Moors National Park this cosy detached barn conversion enjoys stunning countryside views. Sheep graze on the owner’s farmland adjacent to the delightful cottage garden and visitors are assured of a relaxing holiday in this tranquil location. There are numerous walking and cycling trails from the doorstep and you can store your bikes in one of the outbuildings or hire cycles from the local hire company where there are a great selection of bikes to suit...
  • Rievaulx near Helmsley
    Rievaulx near Helmsley×

    Ashberry Farm Cottage

    Rievaulx near Helmsley

    3
    1
    1
    0
    Ref: DC0455
    Key Features:
    - Car parking on site - Garden / Patio
    Picture postcard location overlooking the duck pond.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Set in a beautiful wooded location overlooking the farm duck pond, this is a picture postcard setting. The comfortably furnished cottage is all on one level, with a lawned garden and paddock for al fresco dining. There are many walks from the doorstep and a wealth of historic sites within easy reach - Rievaulx and Byland Abbeys, Nunnington Hall and gardens and Duncombe Park. The delightful market towns of Helmsley and Thirsk offer everyday shopping, pubs, restaurants and tea rooms and the...
  • Chopgate near Stokesley, Yorkshire
    Chopgate near Stokesley, Yorkshire×

    Crossbill Cottage

    Chopgate near Stokesley, Yorkshire

    3
    2
    1
    0
    Ref: CC233062
    Key Features:
    - Enclosed Garden / Patio
    Exceptional bird life in the area making it perfect for keen bird watchers.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Crossbill Cottage is a beautiful barn conversion, formerly a Cow Byre that has been completed in 2011 into a delightful, modern cottage. It is situated in a secluded, tranquil location at the end of a farm track in a rural position on the edge of the North Yorkshire Moors. The original beams, high ceilings and open plan living area give the property a light, spacious feel to it. The decor and furnishings have been tastefully done and finished off to a very high standard making this cottage...
  • Oswaldkirk, near Helmsley, Yorkshire
    Oswaldkirk, near Helmsley, Yorkshire×

    Honeysuckle Cottage

    Oswaldkirk, near Helmsley, Yorkshire

    3
    2
    1
    1
    Ref: 17199
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Rural Location - Woodburning Stove
    Enjoy views over the Howardian Hills from this comfortable cottage, ideal for a holiday at any time of year. Enjoy views over the Howardian Hills from this comfortable cottage, ideal for a holiday at any time of year.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    With outstanding views over the Howardian Hills, in an AONB, this holiday cottage offers very comfortable accommodation at any time of the year. Situated on the edge of the Yorkshire Moors National Park, there is excellent walking right from the doorstep. The market town of Helmsley with picturesque square, quality shops and variety of restaurants, 4 miles. Places of interest locally include Duncombe Park, Nunnington Hall, Castle Howard and Rievaulx Abbey. Hang gliding from Sutton Bank,...

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