Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 140 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A romantic, single-storey cottage resting in Beadlam, North Yorkshire. Open-plan. Beautiful views. Helmsley 2.2 miles; Pickering 10.9 miles; York 24.4 miles. (Ref. 1099725)

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

7 nights from £413

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

A delightful semi-detached, stone-built cottage in the popular market town of Pickering, North Yorkshire. WiFi. Gardens with furniture. Great base for walking. (Ref. 904079)

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

7 nights from £359

Last booked yesterday
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7 nights from £597

  • 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

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

Forest Holidays' Classic Golden Oak cabin is nestled in Keldy's idyllic landscape, among 67 cabins on the edge of North York Moors National Park. (Ref. 1146573)

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

7 nights from £930

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

Forest Holidays' Classic Silver Birch blends seamlessly into idyllic Yorkshire woodland: one of a collection of 67 cabins on the edge of North York Moors National Park. (Ref. 1146578)

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

7 nights from £830

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A charming single-storey cottage resting in the pretty village of Lastingham, North Yorkshire. Barbecue. In North York Moors National Park. Countryside views. Single-storey. Kirbymoorside 5 miles; Pickering 4.9 miles; York 31.5 miles (Ref. 14454)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Baby-friendly

7 nights from £331

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

Immaculately-presented, single-storey stone barn conversion in small hamlet of Stearsby near York. Woodburning stove. Countryside views, close to pretty market towns of Helmsley, Easingwold. York 14 miles. (Ref. 8634)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Fri 4th Jul to 31st Jul 2025

7 nights from £777

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

Beautifully presented stone cottage just outside Pickering. Cosy and characterful, beams, open fire. Off road parking, pleasant lawned rear garden. Pickering 1 mile. (Ref. 983666)

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

7 nights from £391

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    Sykes Rating

Angram Cottage is a gorgeous abode set in the countryside of Angram Grange near Thirsk, North Yorkshire, near the pretty North York Moors National Park. North York Moors National Park 6.1 miles; Northallerton 15.1 miles; York 20.2 miles. (Ref. 1172363)

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

7 nights from £457

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A stunning ground floor barn conversion five miles from Malton in North Yorkshire. Open-plan living. En-suites. Countryside views. Near North York Moors National Park. (Ref. 943576)

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

7 nights from £532

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Wonderful, semi-detached, barn conversion near Thirsk. Eco-friendly central heating. WiFi. Open plan living area. Ideal touring location. Thirsk 4 miles. (Ref. 15032)

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

7 nights from £356

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

Delightful brick-built Stillington cottage on edge of pretty village. Tastefully renovated with comfortable accommodation. Excellent walking nearby. Close to many attractions. York 11 miles. (Ref. 4458)

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

7 nights from £361

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Single-storey stone barn conversion set on owner's working farm, between Thirsk and Easingwold. Spacious open plan living area, woodburner. Two bedrooms, two bathrooms. High standard throughout. Excellent walking, cycling, touring. Easingwold 5 miles. (Ref. 930756)

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

7 nights from £502

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A delightful cottage located in the village of Pickering in North Yorkshire. Open fire. Breakfast bar. Exposed beams. Fibre Optic WiFi. Kirkbymoorside 7 miles; Helmsley 13 miles. (Ref. 969686)

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

7 nights from £462

7 nights from £298

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

A delightful, semi-detached bungalow resting in the pretty village of Harome in North Yorkshire. Ideal for two couples. Enclosed lawned garden. Helmsley 3 miles; Pickering 11.6 miles. (Ref. 1044119)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • £74 off - Fri 18th Jul to 25th Jul 2025

  • 20% off - Fri 25th Jul to 15th Aug 2025

  • 10% off - Fri 15th Aug to 29th Aug 2025

7 nights from £502