Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 146 cottages

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  • 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

  • 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


for 7 nights £398

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.9

    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


for 7 nights £320

  • 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


for 7 nights £402

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.6

    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


for 7 nights £404

  • 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 18th Aug to 30th Oct 2025

  • 10% off - Sat 1st Nov to 30th Nov 2025


for 7 nights £1755

Last booked 7 hours ago
See more details
  • 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


for 7 nights £411

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    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


for 7 nights £566

  • 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


for 7 nights £458

  • 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


for 7 nights £462

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

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

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


for 7 nights £653

  • 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


for 7 nights £799

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.2

  • 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


for 7 nights £375

Holiday Park

  • 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


for 7 nights £1115


for 7 nights £1005


for 7 nights £1060

Holiday Park

  • Sleeps2
  • Bedrooms1
  • PetsYes

Surrounded by nature, Forest Holidays Golden Oak Hideaway cabin is one of 58 cabins within a woodland meadow in Cropton Forest, North York Moors National Park. (Ref. 1146730)

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


for 7 nights £1320

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


for 7 nights £1060

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsYes

In the natural setting of Cropton Forest, Forest Holidays Silver Birch cabin is one of 58 woodland cabins in the North York Moors National Park. (Ref. 1146613)

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


for 7 nights £980