Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 150 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Spring Cottage is a delightful cottage located in the scenic village of Husthwaite, near Easingwold in North Yorkshire, well-positioned to an array of attractions. York 17.8 miles; Harrogate 22.2 miles. (Ref. 1174191)

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

7 nights from €583

  • Sleeps4
  • Bedrooms1
  • PetsYes
  • Sykes rating

The Annex at Manor Farm is a lovely pet-friendly property near Brandsby, North Yorkshire, with an open-plan living space, an EV charger and a freestanding bath. York 16 miles. (Ref. 1182017)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging

7 nights from €434

  • Sleeps5
  • Bedrooms2
  • PetsNo
  • Sykes rating

Low Muffles Bridge is a single-storey cottage tucked away in the peaceful hamlet of Hartoft in North Yorkshire, complete with a handy utility. Whitby 20.7 miles; Scarborough 26.2 miles; York 34.2 miles. (Ref. 1176206)

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

7 nights from €463

  • Sleeps8
  • Bedrooms4
  • PetsYes

    3.7

    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 €841

Last booked yesterday
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  • 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 €558

  • Sleeps9
  • Bedrooms5
  • PetsNo
  • Sykes rating

The Old Post Office is a charming five-bedroom house in Rosedale Abbey, in the heart of the North York Moors National Park. WiFi, Dishwasher, Washing machine, Baby-friendly. Kirkbymoorside 7.9 miles; Pickering 10 miles; Whitby 16.6 miles. (Ref. 1166944)

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

7 nights from €910

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.9

    Good

  • Sykes rating

Brewers Cottage is a delightful cottage with a toasty woodburning stove and accepting pets, resting in the village of Cropton in North Yorkshire. Aislaby 2.5 miles; Pickering 5 miles; York 30.6 miles. (Ref. 1162947)

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

7 nights from €465

  • Sleeps2
  • Bedrooms1
  • PetsYes

    2.0

  • 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
  • Ground floor bedroom
  • Dishwasher

7 nights from €453

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A pretty cottage nestled in the picturesque village of Rosedale, North Yorkshire. Woodburning stove. Garden. Dishwasher. Kirkbymoorside 7.9 miles; Pickering 10.3 miles. (Ref. 1102061)

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

7 nights from €673

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

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Cosy town house in heart of Kirkbymoorside. Three storeys, welcoming accommodation. Convenient location, good base for moors, coast, York and more. (Ref. 17787)

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

7 nights from €751

  • 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 €682

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • 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 €527

Last booked yesterday
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  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.8

    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 - Sat 1st Nov to 30th Nov 2025

  • 10% off - Mon 1st Dec 2025 to 28th Feb 2026

7 nights from €2008

Last booked yesterday
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7 nights from €1387

7 nights from €1243

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsYes

Forest Holidays Silver Birch Compact cabin is one of 58 cabins found within a woodland meadow of Cropton Forest in the North York Moors National Park. (Ref. 1146740)

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

7 nights from €928

Holiday Park

  • Sleeps2
  • Bedrooms1
  • PetsNo

Enjoy the peaceful surroundings of Forest Holidays Golden Oak cabin in Cropton Forest - one of 58 nature sensitive cabins in the North York Moors National Park. (Ref. 1146777)

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

7 nights from €1203

Holiday Park

  • 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 €1151

7 nights from €2387

7 nights from €618