Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 141 cottages

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  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A delightful mid-terrace cottage resting within the market town of Pickering. Woodburning fire. Fibre Optic WiFi. Pub within 0.2 miles. Scarborough 18 miles; Whitby 22 miles. (Ref. 1003948)

  • Wi-fi
  • Off-road parking
  • Washing machine

7 nights from £444

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    Sykes Rating

A snug ground-floor cottage tucked away in the quiet village of Harome near Beadlam in North Yorkshire. Electric fire. Romantic retreat. Helmsley 2.7 miles; Pickering 12.3 miles; York 22.5 miles. (Ref. 1069744)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £608

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Sykes Rating

A pretty cottage nestled in the picturesque village of Rosedale, North Yorkshire. Woodburning stove. Garden. Dishwasher. Kirkbymoorside 7.9 miles; Pickering 10.3 miles. (Ref. 1102061)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV

7 nights from £595

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

6 Fairfax Close, a lovely bungalow located in the village of Ampleforth in North Yorkshire. Single-storey. Enclosed garden. Off-road parking. Smart TV. Helmsley 5.3 miles; York 19.3 miles; Scarborough 35.8 miles. (Ref. 1159135)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £509

  • Sleeps9
  • Bedrooms5
  • PetsNo

    Sykes Rating

The Old Post Office is a charming five-bedroom house in Rosedale Abbey, in the heart of the North York Moors National Park. WiFi, Dishwasher, Washing machine, Baby-friendly. Kirkbymoorside 7.9 miles; Pickering 10 miles; Whitby 16.6 miles. (Ref. 1166944)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £799

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Sykes Rating

A welcoming, detached lodge resting in Cropton near Middleton, North Yorkshire. Ground-floor living. Pet-friendly. Off-road parking. Aislaby 2.8 miles; Pickering 5.2 miles; York 30.6 miles. (Ref. 1003270)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £566

  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.7

    Sykes Rating

Immaculately-presented period property in Amotherby village. Beautiful, spacious rooms, original features, open fires. High quality, antique furnishings. Lovely gardens. Pub 3 mins walk, Malton market town 3 miles. (Ref. 15823)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Mon 31st Mar to 1st Aug 2025

7 nights from £1755

  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

Brewers Cottage is a delightful cottage with a toasty woodburning stove and accepting pets, resting in the village of Cropton in North Yorkshire. Aislaby 2.5 miles; Pickering 5 miles; York 30.6 miles. (Ref. 1162947)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly

7 nights from £424

  • Sleeps4
  • Bedrooms2
  • PetsYes

    Sykes Rating

Sixpence Cottage is a homely cottage in the town of Pickering, North Yorkshire, boasting a woodburning stove, and dishwasher, with nearby pubs and shops. Kirkbymoorside 6.9 miles; Helmsley 12.4 miles; Scarborough 18.2 miles; Whitby 21.1 miles; York 26.2 m (Ref. 1084507)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £481