Helmsley Holiday Cottages

Helmsley Holiday Cottages

Helmsley Holiday cottages

Nestled in the heart of Ryedale, on the edge of the North Yorkshire Moors, is the pretty market town of Helmsley. A historic settlement with a Norman castle at its centre, Helmsley is well worth a visit for its medieval charm. Take a walk around the town walls, explore the local shops and stop for a bite to eat in one of the many quaint cafés.

If you’re looking for somewhere to stay on your break, holiday cottages in Helmsley are the perfect option. With plenty of space for everyone, choose from large houses with private gardens, cosy cottages with open fires, or modern dwellings with stunning views.

Holiday cottages in Helmsley can be booked through Snaptrip, with our best price guarantee ensuring you get the best deal on your break. With thousands of properties to choose from throughout the UK, we’ve got something to suit everyone. With our best price guarantee, you're sure to be getting the best deal on your holiday cottage. If you need a little extra hand finding the perfect holiday cottage, our friendly customer service team can help you find the perfect property - complete with hot tubs, private gardens and more.

Other places to visit

If you’re staying in Helmsley, why not explore some of these nearby towns and villages:

Read more > less >

Helmsley Cottages

  • Last Minute Cottages - Cottage in North Yorkshire
  • 1

    North Yorkshire

    Cottage in North Yorkshire

    Ref: S230564

    2
    3

    From

    £123

    per night
    View

  • Last Minute Cottages - Cottage in North Yorkshire
  • 2

    North Yorkshire

    Cottage in North Yorkshire

    Ref: S366423

    3
    4

    From

    £112

    per night
    View

  • Last Minute Cottages - Cygnet Cottage
  • North Yorkshire

    Cygnet Cottage

    Ref: S479622

    Reviews 10

    3
    6

    From

    £147

    per night
    View

  • Last Minute Cottages - Cottage in North Yorkshire
  • 2

    North Yorkshire

    Cottage in North Yorkshire

    Ref: S777440

    2
    4

    From

    £212

    per night
    View

  • Last Minute Cottages - Cottage in North Yorkshire
  • 2

    North Yorkshire

    Cottage in North Yorkshire

    Ref: S228921

    2
    4

    From

    £114

    per night
    View

  • Last Minute Cottages - 8 Pottergate Mews
  • North Yorkshire

    8 Pottergate Mews

    Ref: S79732

    Reviews 11

    2
    4

    From

    £93

    per night
    View

  • Last Minute Cottages - Ivy Cottage
  • North Yorkshire

    Ivy Cottage

    Ref: S75218

    Reviews 28

    3
    5

    From

    £81

    per night
    View

  • Last Minute Cottages - Pinfold Cottage
  • 1

    North Yorkshire

    Pinfold Cottage

    Ref: S121293

    Reviews 13

    3
    6

    From

    £167

    per night
    View

  • Last Minute Cottages - Helmsley Cottage
  • North Yorkshire

    Helmsley Cottage

    Ref: S286058

    Reviews 1

    3
    6

    From

    £218

    per night
    View

  • Last Minute Cottages - Forge Cottage
  • 1

    North Yorkshire

    Forge Cottage

    Ref: S10818

    Reviews 15

    3
    6

    From

    £122

    per night
    View

  • Last Minute Cottages - Cottage in North Yorkshire
  • North Yorkshire

    Cottage in North Yorkshire

    Ref: S230806

    3
    6

    From

    £151

    per night
    View

  • Last Minute Cottages - Cherry Tree House
  • 2

    North Yorkshire

    Cherry Tree House

    Ref: S84814

    Reviews 33

    4
    8

    From

    £171

    per night
    View

  • Last Minute Cottages - Orchard Cottage
  • North Yorkshire

    Orchard Cottage

    Ref: S84006

    2
    3

    Check for price

    View

  • Last Minute Cottages - Courtyard Cottage
  • North Yorkshire

    Courtyard Cottage

    Ref: S10889

    Reviews 5

    2
    5

    Check for price

    View

  • Last Minute Cottages - Mulberry Cottage
  • North Yorkshire

    Mulberry Cottage

    Ref: S364074

    Reviews 4

    3
    6

    Check for price

    View

  • Last Minute Cottages - Osbourne Cottage
  • North Yorkshire

    Osbourne Cottage

    Ref: S84086

    4
    8

    Check for price

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  • Last Minute Cottages - Foxglove Cottage
  • North Yorkshire

    Foxglove Cottage

    Ref: S247759

    1

    Check for price

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  • Last Minute Cottages - Coronation Cottage
  • North Yorkshire

    Coronation Cottage

    Ref: S260125

    Check for price

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  • Last Minute Cottages - Little Manor Farm Cottage
  • North Yorkshire

    Little Manor Farm Cottage

    Ref: S248302

    1

    Check for price

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  • Last Minute Cottages - Holly Cottage
  • North Yorkshire

    Holly Cottage

    Ref: S254151

    1

    Check for price

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  • Last Minute Cottages - Ashberry Cottage
  • North Yorkshire

    Ashberry Cottage

    Ref: S264981

    Check for price

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  • Last Minute Cottages - The Cottage
  • North Yorkshire

    The Cottage

    Ref: S260414

    1

    Check for price

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  • Last Minute Cottages - Wethercote Cottage
  • North Yorkshire

    Wethercote Cottage

    Ref: S249590

    1

    Check for price

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  • Last Minute Cottages - Castle View Cottage
  • North Yorkshire

    Castle View Cottage

    Ref: S260088

    1

    Check for price

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    Showing 1 - 24 of 84 properties

    Best price guarantee

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    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

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