By Wyndham Vacation Rentals
Shortlist

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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43 cottages are available
  • Oulston, near Easingwold×

    Gardener’s Cottage

    Oulston, near Easingwold

    2
    1
    1
    3
    Ref: IAH
    Key Features:
    - Car parking on site - Detached Property - Garden / Patio - Washing Machine

    This idyllic and cosy hideaway for two, in the centre of the peaceful village of Oulston, offers spacious and...

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  • Bilsdale, near Helmsley×

    Laskill Grange - Rievaulx Cottage

    Bilsdale, near Helmsley

    2
    1
    1
    1
    Ref: W43185
    Key Features:
    - Wifi - Car parking on site - Pets go free - Detached Property - Garden / Patio - Dishwasher - Ground Floor Facilities

    Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx...

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  • Chop Gate, near Helmsley×

    Low Crossett Cottage

    Chop Gate, near Helmsley

    2
    1
    1
    0
    Ref: UKC197
    Key Features:
    - Wifi - Car parking on site - Detached Property - Garden / Patio - Washing Machine - No Pets Allowed - Rural Location

    The valley of Bilsdale within the spectacular North York Moors National Park is the setting for Low Crossett Cottage...

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  • Helmsley×

    Highfield Barn

    Helmsley

    2
    1
    1
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    Ref: DC4694
    Key Features:
    - Car parking on site - Washing Machine - No Pets Allowed
    Along a quiet lane with lovely views, this superb barn conversion is situated on the edge of the North York Moors...
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  • Oulston, near Easingwold×

    Close House Cottage

    Oulston, near Easingwold

    2
    1
    1
    1
    Ref: UKC838
    Key Features:
    - Wifi - Car parking on site - Pets go free - Dishwasher - Washing Machine

    This pretty Victorian cottage stands attached to the owner’s 16th-century property, amidst the beautiful...

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  • Bilsdale, near Helmsley×

    Laskill Grange - Bridge Cottage

    Bilsdale, near Helmsley

    2
    1
    1
    1
    Ref: W43184
    Key Features:
    - Wifi - Car parking on site - Pets go free - Detached Property - Garden / Patio - Dishwasher - Washing Machine - Ground Floor Facilities

    Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx...

    Discounted Price Today's Price
    Prices From
  • Scackleton, near Hovingham×

    Highfield Barn

    Scackleton, near Hovingham

    2
    1
    1
    2
    Ref: 24873
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Washing Machine - Rural Location

    This stone built former granary, attached to the owners’ home, has been sympathetically converted to offer...

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  • Bilsdale, near Helmsley×

    Laskill Grange - Foxglove Cottage

    Bilsdale, near Helmsley

    2
    1
    1
    1
    Ref: W43183
    Key Features:
    - Wifi - Pets go free - Detached Property - Garden / Patio - Dishwasher - Washing Machine - Ground Floor Facilities

    Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx...

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  • Rievaulx near Helmsley×

    Ashberry Farm Cottage

    Rievaulx near Helmsley

    3
    1
    1
    0
    Ref: DC0455
    Key Features:
    - Car parking on site - Garden / Patio - Washing Machine - No Pets Allowed
    Set in a beautiful wooded location overlooking the farm duck pond, this is a picture postcard setting. The...
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  • Oswaldkirk, near Helmsley×

    Honeysuckle Cottage

    Oswaldkirk, near Helmsley

    3
    2
    1
    1
    Ref: 17199
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Dishwasher - Washing Machine - Rural Location

    With outstanding views over the Howardian Hills, in an AONB, this holiday cottage offers very comfortable accommodation...

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  • Chopgate near Stokesley×

    Crossbill Cottage

    Chopgate near Stokesley

    3
    2
    1
    0
    Ref: CC233062
    Key Features:
    - Enclosed Garden / Patio - Washing Machine - Barbecue - No Pets Allowed
    Crossbill Cottage is a beautiful barn conversion, formerly a Cow Byre that has been completed in 2011 into a...
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  • Helmsley×
    3
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    1
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    Ref: CC233018
    Key Features:
    - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio - Dishwasher - Washing Machine - No Pets Allowed
    Clematis Cottage is situated in a quiet area in the lovely market town of Helmsley. It is an ideal base to enjoy and...
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Looking for something with a little more?

Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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