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Pickering Holiday Cottages
Rated Top 5 Most Popular Places in Yorkshire 2026 by our visitors
Our collection of Pickering holiday cottages offers you the perfect base to explore this historic North Yorkshire market town. Situated on the edge of the North York Moors National Park, Pickering boasts the famous North Yorkshire Moors Railway and medieval Pickering Castle. Your stay here puts you within easy reach of Beck Isle Museum and the town's thriving Monday market.
Whether you're travelling as families, couples or groups, our cottages provide comfortable accommodation with options including hot tub lodges and glamping rentals. Explore the dramatic moorland scenery, visit nearby Dalby Forest or take a steam train journey to Whitby! The town's excellent pubs and independent shops make this UK destination ideal for memorable breaks.
- Private hot tub with countryside views
- Three bedrooms sleeping six guests
- PlayStation 4 and Smart TVs throughout
- Dedicated dog-walking field for three pets
- Near Flamingo Land and moorland trails
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Visitor Rating
5
- Private hot tub summerhouse
- Cosy woodburner atmosphere
- Award winning luxury cottage
- Pet friendly enclosed garden
- North Yorkshire Moors access
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Visitor Rating
4.4
- Hot tub on sun deck
- Traditional stone-built cottage
- Sleeps five across two bedrooms
- Village location near Pickering
- Split-level garden with patio
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Visitor Rating
5
- Private hot tub for two
- Handcrafted shepherd's hut design
- Adults only romantic retreat
- Dog friendly accommodation
- North Yorkshire Moors location
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Visitor Rating
4.1
- Private hot tub included
- Studio layout sleeps two
- Pet friendly accommodation
- Underfloor heating throughout
- Enclosed garden with furniture
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Visitor Rating
4.8
- Georgian house sleeping 15 guests
- Hot tub in private courtyard
- Six bedrooms with four-poster beds
- Three miles from Malton town
- Parking for five cars
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Visitor Rating
4.8
- Private hot tub in enclosed garden
- Sleeps 6 with 3 en-suites
- Two dogs welcome with private field
- Tennis court and billiards room access
- Wood burner in 30ft living area
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Visitor Rating
5
- Private sunken hot tub
- Contemporary lodge design
- Dog-friendly enclosed decking
- 15 minutes to beaches
- Sleeps 4 guests comfortably
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Visitor Rating
4.7
- Sleeps 10 ground floor accommodation
- Private six person hot tub
- Games room with TV consoles
- Direct garden access all bedrooms
- Between Pickering and Scarborough coast
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Visitor Rating
4.9
- Private hot tub for four
- Modern fully equipped kitchen
- Pet friendly with extras
- Smart TVs both rooms
- Yorkshire Wolds countryside location
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Visitor Rating
5
- Private hot tub with views
- Wood burning stove included
- Three bedrooms sleep five
- Two dogs welcome free
- Doorstep walking routes available
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Visitor Rating
4.3
- Private hot tub with country views
- Studio on peaceful working farm
- North York Moors National Park location
- Walking trails from your doorstep
- Welcome pack and essentials included
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Visitor Rating
4.7
- Private hot tub for four
- Boutique luxury interior design
- Castle Howard two miles away
- Enclosed garden with BBQ
- Village pub directly opposite
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Visitor Rating
5
- Private wood-fired hot tub
- Panoramic North York Moors views
- Working farm setting experience
- Award-winning luxury glamping lodge
- Easy access to Helmsley attractions
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Visitor Rating
5
- Wood-fired hot tub with views
- Off-grid eco-friendly power systems
- Historic 1707 cottage features
- Direct moorland walking access
- Pet-friendly working farm location
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Visitor Rating
5
- Private hot tub for two
- Stunning countryside sea views
- Adults-only romantic retreat
- Forest walks from doorstep
- Near Scarborough attractions
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Visitor Rating
5
- Private hot tub included
- Adults only luxury cottage
- North York Moors location
- Twenty minutes from Whitby
- Award winning five star
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Visitor Rating
4.3
- Six bedrooms with en-suites
- Private hot tub in courtyard
- Sleeps 12 guests comfortably
- Central Scarborough, 700 yards to beach
- Six parking permits included
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Visitor Rating
4.8
- Wood-fired hot tub with pagoda
- Five-star interiors throughout
- Two en-suite super-king bedrooms
- Beach walks 15 minutes away
- Wildlife visits landscaped garden
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Visitor Rating
4.8
- Private hot tub for two
- Copper bath in bedroom
- Multi-fuel burner warmth
- Enclosed garden privacy
- Walking distance village pub
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Visitor Rating
4
- Two private hot tubs
- Four bedroom farmhouse accommodation
- Traditional AGA kitchen facilities
- Enclosed garden with visiting horses
- Ground floor bedroom with ensuite
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- Private hot tub for four
- Contemporary single storey design
- Woodburner for cosy evenings
- York Golf Club on doorstep
- Seven miles from historic York
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Visitor Rating
5
- Private hot tub for 4
- Accessible single storey design
- Dog friendly no charge
- Contemporary 2021 build
- York 7 miles away
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Visitor Rating
5
- Private hot tub for five
- Ground floor contemporary design
- Seven miles from York centre
- Private parking three cars
- Woodburner with initial logs
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Visitor Rating
5
- Private hot tub for six
- Award-winning cottage quality
- York just seven miles away
- Woodburner and sound system
- Golf course on doorstep
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Visitor Rating
5
- Private wood-fired hot tub
- Luxury converted granary cottage
- Romantic kingsize bedroom retreat
- Enclosed garden with countryside views
- Near Filey beach and walks
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Visitor Rating
4.8
- Private hot tub with countryside views
- Peaceful North York Moors location
- Comfortable beds praised by guests
- Dog-friendly with enclosed garden
- Friendly and helpful owner
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Visitor Rating
4.6
- Central Whitby location near harbour
- Private hot tub in courtyard
- Sleeps 8 in 4 bedrooms
- Abbey views from top floor
- Pet friendly accepts 2 dogs
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Visitor Rating
5
- Private hot tub for five
- Working farm with sheep
- No light pollution stargazing
- Direct cycle route access
- Homemade welcome pack included
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Visitor Rating
4.6
- Private hot tub
- Three en-suite bedrooms
- Mile from Robin Hood's Bay
- Wood burner for cosy evenings
- Enclosed garden for dogs
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Explore more of Yorkshire
Popular towns and villages in and around Pickering
Addingham Arncliffe Askrigg Aysgarth Bagby Bainbridge Bedale Bempton Beverley Bishop Monkton Bishop Wilton Brandesburton Bridlington Brierley Burlington Burnsall Carlton Catterick Cayton Cononley Cottingham Coxwold Denholme Doncaster Driffield Dunford Bridge Easingwold East Ayton Filey Flamborough Folkton Giggleswick Glaisdale Grassington Great Ayton Guisborough Harewood Harrogate Haworth Hellifield Helmsley Heptonstall Hetton Hinderwell Holmfirth Hopton Hornby Hornsea Hovingham Huddersfield Hunmanby Ilkley Ingleton Keighley Kirby Hill Kirkbymoorside Knaresborough Knayton Lealholm Leeds Leyburn Lofthouse Long Preston Lothersdale Malham Malton Marsden Masham Mickleton Middleton Mulgrave Muston Mytholmroyd Nawton Norton Nunnington Oakworth Otley Oxenhope Pateley Bridge Pickering Pocklington Ravenscar Rawdon Redcar Reeth Richmond Ripon Ripponden Robin Hood's Bay Romaldkirk Runswick Bay Saltaire Sandsend Scarborough Seamer Sedbergh Selby Settle Shepley Sheriff Hutton Silsden Skipsea Skipton Sleights Slingsby Sowerby Sowerby Bridge Staithes Stanley Stokesley Sutton Thornhill Threshfield Todmorden Ugthorpe Wakefield Walkington Wentworth West Tanfield Wetherby Whitby Withernsea Wyke York