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Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 120 cottages

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  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • 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 €397

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • 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 €440

Last booked 5 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A lovely one-bedroom lodge perched near Kirkbymoorside, North Yorkshire. Pet-free. Wood fired hot tub. Near National Park. Romantic. Pickering 5.8 miles; Helmsley 7.3 miles. (Ref. 1049218)

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

7 nights from €647

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

Ivy Cottage, a lovely little holiday cottage resting in the quaint village of Carlton Husthwaite, North Yorkshire. Romantic. Near pub. Enclosed garden. Husthwaite, 2.1 miles; Thirsk 6.1 miles; York 19.6 miles (Ref. 1154285)

  • Wi-fi
  • Washing machine

7 nights from €419

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • 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 €728

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

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A charming barn conversion located near the village of Thirsk, North Yorkshire. Open-plan. Upside down living. Exposed stonework. Ripon 11 miles; York 23 miles. (Ref. 19936)

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

7 nights from €548

Last booked 8 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Grade II listed, semi-detached, former coaching inn, near centre of Wrelton village. Full of character, exposed beams and woodburning stove. Pickering 3 miles. (Ref. 1844)

  • Wi-fi
  • Washing machine

7 nights from €343

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Delightful stone cottage in courtyard, set in open countryside. Character, quality accommodation. Oak floors, exposed beams. Kirkbymoorside 1.5 miles, Pickering 6 miles. (Ref. 929319)

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

7 nights from €645

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful farmhouse based near to the historic market town of Pickering, North Yorkshire. Woodburning stove. Patio. TV. Kirkbymoorside 10.5 miles; Helmsley 16 miles. (Ref. 1123589)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from €415

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A lovely three-storey, terraced cottage perched in Kirkbymoorside, North Yorkshire. Near a National Park. Enclosed garden. Smart TV. Electric fire. Helmsley 6 miles; Pickering 7.5 miles. (Ref. 1120965)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €501

  • Sleeps18
  • Bedrooms9
  • PetsNo

    4.9

    Outstanding

  • 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 €3469

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.5

    Good

  • Sykes rating

A traditional cottage resting on a farm in Fadmoor, North Yorkshire. Woodburning stove. Character features. Dishwasher. Kirkbymoorside 2.8 miles; Helmsley 7.8 miles; Pickering 10.3 miles. (Ref. 1123586)

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

7 nights from €459

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Unique Grade II listed Old School House above shop overlooking village green in Hutton-le-Hole. First floor apartment with character window and enclosed rear courtyard. Modern open plan living. Helmsley 9 miles. (Ref. 932240)

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

7 nights from €589

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wood-clad lodge resting within the town of Kirkbymoorside. All-ground-floor. Pet-friendly. WiFi. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011653)

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

7 nights from €545

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

An attractive, mid-terrace barn conversion resting in Marton near Kirkbymoorside, North Yorkshire. Woodburning stove. Pet-friendly. Enclosed garden. Off-road parking. Pickering 4.8 miles; Helmsley 9.1 miles. (Ref. 1081033)

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

7 nights from €432

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This delightful cottage resides in Kirkbymoorside, North Yorkshire. Close to amenities. Couples’ getaway. En-suite bathroom. Smart TV. Pickering 7.7 miles; Helmsley 5.6 miles. (Ref. 963205)

  • Wi-fi

7 nights from €447

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stone-built cottage resting on the outskirts of Thirsk. Ground-floor accommodation. WiFi. Pets welcome. York 27 miles; Harrogate 30 miles. (Ref. 1002964)

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

7 nights from €379

  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.9

    Good

  • Sykes rating

A characterful cottage resting in Fadmoor, North Yorkshire. In a national park. Garden. Exposed beams. Near a farm shop. Kirkbymoorside 2.8 miles; Helmsley 7.8 miles; Pickering 10.3 miles. (Ref. 1123584)

  • Wi-fi
  • Off-road parking

7 nights from €640

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Delightful mid-terrace cottage in picture postcard Hutton-le-Hole. Rayburn, woodburning stove and lovely views over village green. WiFi, dog friendly. Kirbymoorside 3.5 miles. (Ref. 1401)

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

7 nights from €455

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A delightful couple's cottage resting in the conservation village of Coxwold in North Yorkshire. In the North York Moors National Park. Woodburning stove. WiFi. Next to tearooms. Thirsk 8 miles; York 18.3 miles. (Ref. 1044706)

  • Wi-fi
  • Off-road parking

7 nights from €692