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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 - 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.
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    Pets included
    Pets go free
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    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.
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  • 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.
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    Pets included
    Pets go free
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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.
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    Pets go free
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    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.
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    Pets go free
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  • 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
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    Pets included
    Pets go free
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  • 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.
    0
    Pets included
    Pets go free
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    Accommodation at

    Laskill Grange - Foxglove Cottage
    2
    1
    1
    Laskill Grange - Bridge Cottage
    2
    1
    1
  • 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.
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    Pets included
    Pets go free
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  • 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.
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    Pets go free
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  • 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.
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    Pets included
    Pets go free
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  • 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.
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    Pets included
    Pets go free
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    Accommodation at

  • 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.
    0
    Pets included
    Pets go free
    Prices from

    Accommodation at

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