Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 146 cottages

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Exterior of a brick cottage with a tiled roof small windows flower pots and a black metal gate at Chestnut Cottage in Kirkbymoorside
14
Kirkbymoorside, North Yorkshire, YO62
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • 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


for 7 nights £320

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A stone house with white framed windows and a wooden bench on grass in front at The Green in Lastingham
28
Lastingham, North York Moors National Park, YO62
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • 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


for 7 nights £710

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A small stone cottage with a green door and window surrounded by paved ground and a garden at Peg's Cottage in Pockley near Helmsley
16
Pockley near Helmsley, North York Moors National Park, YO62
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Pretty, detached, ground floor stone cottage in a small hamlet near Helmsley. Cosy, characterful accommodation for couples. WiFi. Pretty garden. Superb walking country. Helmsley 2 miles. (Ref. 917006)

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


for 7 nights £334

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A stone house with a tiled roof a wooden bench and potted plants on a gravel path with a grassy lawn in front at The Burrows in Wass near Helmsley
24
Wass near Helmsley, North York Moors National Park, YO61
  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

The Burrows, a charming holiday cottage located in the quaint town of Helmsley, North Yorkshire. Woodburning stove. Enclosed garden. In North York Moors.Helmsley 6.4 miles; York 21.3 miles; Scarborough 38 miles. (Ref. 1150998)

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


for 7 nights £506

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A house with stone walls and a red roof at St Gregory’s Cottage in Oswaldkirk near Helmsley
13
Oswaldkirk near Helmsley, North York Moors National Park, YO62
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

St Gregory’s Cottage is a lovely, pet-friendly, single-storey cottage located in the village of Oswaldkirk, North Yorkshire, boasting a woodburning stove. Kirkbymoorside 10 miles; Thirsk 14.3 miles; Pickering 16.8 miles; York 23.9 miles. (Ref. 1174134)

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


for 7 nights £381

Last booked 1 hour ago
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A stone cottage with a tiled roof and a small garden with flowers at Croft Head Cottage in Wrelton near Pickering
8
Wrelton near Pickering, North Yorkshire, YO18
  • 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


for 7 nights £298

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An outdoor patio area with a round table and chairs next to a stone house with wooden fencing and plants at Angram Cottage Angram Grange near Thirsk
18
Angram Grange near Thirsk, North Yorkshire, YO7
  • 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


for 7 nights £552

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A stone house with a tiled roof and daffodils in a garden at The Arches in Farndale near Kirkbymoorside and Helmsley
39
Farndale near Kirkbymoorside and Helmsley, North York Moors National Park, YO62
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Magnificent semi-detached barn conversion in Farndale. Full of character and charm, exposed beams and open fire. Excellent walking from the doorstep. Kirkbymoorside 10 miles. (Ref. 1391)

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


for 7 nights £439

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A row of brick houses with arched windows and doors with potted plants outside at Chapel Cottage in Stillington near Easingwold and York
33
Stillington near Easingwold and York, North Yorkshire, YO61
  • 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


for 7 nights £439

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An outdoor area with a stone building with tiled roof multiple white doors and windows a raised stone patio with potted plants chairs and a bench on gravel at Norah's Nook in Farndale near Kirkbymoorside
18
Farndale near Kirkbymoorside, North York Moors National Park, YO62
  • 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


for 7 nights £320

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Brookleigh - 22745 - photo 1
33
Hutton-le-Hole, North York Moors National Park, YO62
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4★

    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


for 7 nights £407

Last booked 3 days ago
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A stone house with multiple windows a green door a gravel driveway and a fenced garden at 2 Primrose Villas in Rosedale Abbey
35
Rosedale Abbey, North York Moors & Coast, YO18
  • 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
  • Washing machine


for 7 nights £398

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A wooden cabin with outdoor seating and a covered hot tub on a stone patio at Westfield Lodge in Terrington near Sheriff Hutton
18
Terrington near Sheriff Hutton, North Yorkshire, YO60
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Westfield Lodge is a charming, detached, single-storey lodge in Terrington, North Yorkshire, boasting off-road parking, a hot tub, and an electric fire. Malton 9.2 miles; York 13.4 miles. (Ref. 1095905)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub


for 7 nights £498

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A brick cottage with a white door and chairs on a patio in front of a garden at Ghyll Cottage in Rosedale Abbey
17
Rosedale Abbey, North York Moors National Park, YO18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Pretty terraced cottage in sleepy hamlet on edge of Rosedale Abbey. Cosy, characterful accommodation with woodburning stove and wonderful views over countryside. Superb walks from the door. Kirkbymoorside 7 miles. (Ref. 27834)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £336

Last booked yesterday
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A stone cottage with blue window frames and a wooden picnic table in a gravel courtyard at Foxglove Cottage in Harome
11
Harome, North Yorkshire, YO62
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1★

    Good

  • 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


for 7 nights £564

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An outdoor stone stairway with wooden railings leading to a stone building with tiled roof and small windows at The Old Cart House in Farndale near Kirkbymoorside and Helmsley
39
Farndale near Kirkbymoorside and Helmsley, North York Moors National Park, YO62
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Delightful semi-detached barn conversion in Farndale, 2 miles from Low Mills. Fabulous farmhouse kitchen with open fire. Excellent walking and cycling nearby. Kirkbymoorside 10 miles. (Ref. 1392)

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


for 7 nights £556

Last booked 3 hours ago
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A garden with outdoor wooden table and chairs surrounded by bushes and trees at Badger in Little Thirkleby near Thirsk
23
Little Thirkleby near Thirsk, North Yorkshire, YO7
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Badger is an elegant house in Little Thirkleby, North Yorkshire, boasting an enclosed garden, and access to a tennis court, swimming pool. Ripon 15.5 miles; Helmsley 12.2 miles; York 21 miles. (Ref. 1170004)

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


for 7 nights £941

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A small dark wooden house with plants and flowers around the entrance and a large grassy garden with trees and shrubs at Damson Croft in Lastingham
21
Lastingham, North York Moors National Park, YO62
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    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


for 7 nights £331

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Stone exterior of a two-story house with white windows a small green door and potted plants in front at Westgate Cottage in Pickering
18
Pickering, North Yorkshire, YO18
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

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

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


for 7 nights £338

Last booked yesterday
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A stone house with tiled roof and white doors and windows with an outdoor bench at Cliff Cottage in Thirsk
34
Thirsk, North York Moors National Park, YO7
  • 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


for 7 nights £741

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