Holiday Cottages in Helmsley

Your search returned 46 cottages.

REFINE SEARCH
Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100
Map View

    How reviews work

    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A cottage exterior with a garden seating area at Spring Cottage in York
    29
    Husthwaite nr Easingwold, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Yorkshire Coastal Cottages 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. (Ref. 1174191)

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

    7 nights from $678

    Book now
  • A garden with a stone building and seating area at Cartwheel Cottage in Yearsley
    Property has offers
    19
    Yearsley, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A charming ground floor annexe resting in Yearsley, North Yorkshire. (Ref. 1022390)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    • 10% off - Fri 1st May to 30th Jun 2026

    7 nights from $640

    Last booked yesterday
    Book now
  • A house with a garden and pathway at Rye Lodge in Wombleton
    18
    Wombleton, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsYes

    • Yorkshire Coastal Cottages rating

    Rye Lodge, a plush lodge resting near Wombleton, North Yorkshire, with open-plan living, a freestanding bath and is near to North York Moors National Park. (Ref. 1191243)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from $1063

    Book now
  • A wooden cabin with a porch surrounded by trees and grass at Chloes Lodge in Middleton Ryedale
    24
    Middleton, Ryedale, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A welcoming, detached lodge resting in Cropton near Middleton, North Yorkshire. (Ref. 1003270)

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

    7 nights from $807

    Book now
  • Stone cottage with a tiled roof a pale purple door and windows with plants and flowers outside at Grouse Cottage Low Hagg Farm near Kirkbymoorside
    15
    Low Hagg Farm near Kirkbymoorside, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Delightful stone cottage in courtyard, set in open countryside. (Ref. 929319)

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

    7 nights from $775

    Book now
  • A stone house with a red tiled roof and chickens on the dirt ground at Erica's 'eaven Farndale near Kirkbymoorside
    24
    Farndale near Kirkbymoorside, Vale of York & Yorkshire Wolds
    • Sleeps3
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Detached stone barn conversion in courtyard setting on owners' farm, near Kirkbymoorside. (Ref. 929845)

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

    7 nights from $436

    Book now
  • A stone cottage with blue window frames and a wooden picnic table in a gravel courtyard at Foxglove Cottage in Harome
    11
    Harome, North York Moors & Coast
    • Sleeps2
    • Bedrooms1
    • PetsYes

      3.9★

      Good

    • Yorkshire Coastal Cottages rating

    A snug ground-floor cottage tucked away in the quiet village of Harome near Beadlam in North Yorkshire. (Ref. 1069744)

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

    7 nights from $752

    Last booked 1 hour ago
    Book now
  • Brookleigh - 22745 - photo 1
    33
    Hutton-le-Hole, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.2★

      Good

    • Yorkshire Coastal Cottages rating

    Charming, stone, period cottage in pretty village of Hutton-le-Hole. (Ref. 22745)

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

    7 nights from $609

    Last booked yesterday
    Book now
  • Exterior view of a row of brick and stone houses with windows and doors on a street at Howe End Cottage in Kirkbymoorside
    21
    Kirkbymoorside, North York Moors & Coast
    • Sleeps4
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    Cosy town house in heart of Kirkbymoorside. (Ref. 17787)

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

    7 nights from $874

    Book now
  • A house with chairs in the garden at The Annexe at Dalby Carr
    New property
    25
    Whenby near Sheriff Hutton, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • PetsNo

    • Yorkshire Coastal Cottages rating

    The Granary is a welcoming holiday annex in a rural setting near Whenby, North Yorkshire, featuring an enclosed garden. (Ref. 1200389)

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

    7 nights from $779

    Book now
Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100
Map View

Quick links

Popular Destinations