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Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 145 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • 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 €399

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

Charming, stone, period cottage in pretty village of Hutton-le-Hole. Open fire, cosy, comfortable accommodation. Private rear garden, lovely views over village green. Walkers' delight. Kirkbymoorside 3.5 miles. (Ref. 22745)

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

7 nights from €491

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Attractive, period cottage in pretty Stillington village. Character beams, open fire, enclosed sunny courtyard garden. Quality accommodation, well-equipped and comfortable. Many attractions close by. York 10 miles. (Ref. 28836)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from €529

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A charming semi-detached stone cottage, resting in Rosedale Abbey, within the North York Moors National Park. Woodburning stove. Off-road parking. Kirkbymoorside 7.2 miles; Pickering 11.6 miles; 17.6 miles. (Ref. 1034768)

  • Wi-fi
  • Off-road parking

7 nights from €601

  • 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 €347

  • Sleeps8
  • Bedrooms4
  • PetsYes

    3.5

    Good

  • Sykes rating

Cliff Cottage is a beautiful detached property in Boltby near Thirsk, North Yorkshire. Woodburning stove. In national park. Thirsk 5.4 miles; Northallerton 10.3 miles. (Ref. 1143122)

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

7 nights from €882

  • 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 €608

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • 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 €616

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • 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 €439

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A charming detached, single-storey lodge settled in Terrington near Sheriff Hutton, North Yorkshire. Hot tub. Parking. Romantic. Malton 9.2 miles; York 13.4 miles. (Ref. 1095905)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from €641

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.4

  • 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 €480

  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.7

    Outstanding

  • 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 30th Jun 2025

7 nights from €2109

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.8

    Good

  • Sykes rating

A cute, one-bedroom farm cottage resting in Fadmoor, North Yorkshire. Open-plan living. Romantic. Shared garden. Kirkbymoorside 2.8 miles; Helmsley 7.8 miles; Pickering 10.3 miles. (Ref. 1123588)

  • Wi-fi

7 nights from €397

7 nights from €935

7 nights from €905

  • Sleeps6
  • Bedrooms3
  • PetsYes

Forest Holidays Golden Oak cabin: set within the natural setting of Cropton Forest, North York Moors National Park and among a collection of 58 nature sensitive cabins. (Ref. 1146561)

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

7 nights from €1010

7 nights from €985

  • Sleeps6
  • Bedrooms3
  • PetsYes

Forest Holidays Silver Birch cabin can be found under wide open skies; part of a collection of 58 cabins within a woodland meadow in Cropton Forest, North York Moors National Park. (Ref. 1146582)

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

7 nights from €985

7 nights from €975

7 nights from €1315