Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 142 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

Superb barn conversion in open countryside 1.5 miles from Kirkbymoorside. Beams, exposed stone work, woodburning stove. Pickering 6 miles. (Ref. 929317)

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

7 nights from £636

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

A pretty, semi-detached cottage lying in Kirkbymoorside, North Yorkshire. Near a National Park. Woodburning stove. Close to amenities. Helmsley 5.6 miles; Pickering 7.7 miles. (Ref. 1118132)

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

7 nights from £374

Last booked yesterday
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  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.9

    Sykes Rating

A grade II listed mid-terrace stone cottage set in the pleasant town of Pickering in North Yorkshire. Ramp access from the rear garden. Short distance to town centre. (Ref. 964829)

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

7 nights from £670

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

Detached modern bungalow, set amidst open farmland near pretty market town of Malton. Comfortable and traditional with cosy woodburning stove. Off road parking, bike storage. Excellent area for moors and coast. Malton 3.5 miles. (Ref. 931402)

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

7 nights from £501

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

Cosy character cottage in wonderful rural position. All ground floor with disability rating. Views over open countryside. Kirkbymoorside 1.5 miles; Pickering 6 miles. (Ref. 929318)

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

7 nights from £577

  • 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

7 nights from £570

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.3

    Sykes Rating

Harwood Cottage, a stunningly-presented holiday home in the charming village of Hovingham. Streamside. Garden with barbecue. Conservatory. Child-friendly. Helmsley 7.9 miles; Malton 8.2 miles; York 17.3 miles. (Ref. 1155772)

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

7 nights from £518

  • Sleeps6
  • Bedrooms3
  • PetsNo

    Sykes Rating

Beaver Cottage is a stunning holiday home located in the small village of Little Thirkleby near Thirsk in North Yorkshire with an open-plan living space. Northallerton 13.3 miles; North York Moors National Park 3.4 miles; York 21 miles. (Ref. 1173736)

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

7 nights from £790

  • 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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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A well-equipped bungalow situated in the market town of Pickering, Yorkshire. Ideal for families. Touring location. Kirkbymoorside 6.6 miles; Helmsley 12.1 miles. (Ref. 1070204)

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

7 nights from £499

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A single-storey barn conversion in courtyard setting on the outskirts of the small village of Sutton-Under-Whitestonecliffe. Romantic retreat. Open plan living area. Superb area for walking and touring. Thirsk 4 miles. (Ref. 14936)

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

7 nights from £296

  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Detached stone barn conversion in courtyard setting on owners' farm, near Kirkbymoorside. Single-storey accommodation, with a comfortable open plan living area and pretty bedroom. Easy access to North York Moors National Park. Kirkbymoorside 2.5 miles. (Ref. 929845)

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

7 nights from £337

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A well-presented barn conversion, on a working farm and close to the Yorkshire town of Kirkbymoorside. Open-plan living. En-suite. Near North York Moors National Park. Pet-friendly. (Ref. 974386)

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

7 nights from £320

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A beautiful one-bedroom lodge resting on the outskirts of Kirkbymoorside, North Yorkshire. Off-road parking. Near a National Park. Romantic. Pickering 5.8 miles; Helmsley 7.3 miles. (Ref. 1049219)

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

7 nights from £497

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

Bay Tree Cottage is a delightful terraced cottage resting in Pickering, North Yorkshire. Near National Park. Woodburning stove. Close to shop and pub. Kirkby Misperton 4.4 miles; Malton 8.8 miles. (Ref. 1115722)

  • Wi-fi
  • Dishwasher
  • 20% off - Fri 18th Jul to 25th Jul 2025

  • 20% off - Fri 25th Jul to 1st Aug 2025

  • 20% off - Fri 22nd Aug to 29th Aug 2025

  • 20% off - Fri 5th Sep to 12th Sep 2025

7 nights from £448

Last booked yesterday
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  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Detached attractive stone barn conversion in a peaceful location near Kirkbymoorside. Single-storey accommodation with exceptional countryside views and superb walking opportunities. Kirkbymoorside 2.5 miles. (Ref. 911836)

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

7 nights from £340

  • Sleeps18
  • Bedrooms9
  • PetsNo

    4.9

    Sykes Rating

This delightful, detached, white stone cottage is situated on the outskirts of Hovingham, North Yorkshire. WiFi. Woodburner. Hot tub. Country views. Helmsley 8 miles; Malton 8 miles. (Ref. 960851)

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

7 nights from £2701

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

The Green is a detached cottage located in the village of Lastingham near Kirkbymoorside, North Yorkshire. Child-friendly. Woodburning stove. Countryside views. Kirkbymoorside 5.3 miles; Pickering 9.2 miles. (Ref. 1134717)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Wed 18th Jun to 31st Aug 2025

7 nights from £710

  • 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 2 days ago
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