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Pickering Holiday Cottages
Rated Top 5 Most Popular Places in Yorkshire 2026 by our visitors
Our curated collection of Pickering cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Pickering holiday home today.
- 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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- Private hot tub with countryside views
- Two en-suite bedrooms sleep four
- Working farm with doorstep walks
- Near Flamingo Land and Castle Howard
- Pet-friendly welcomes two dogs
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Visitor Rating
4.2
- 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
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 with forest views
- Single-storey lodge sleeping five guests
- Broxa Forest location with walking trails
- Wood burner and panoramic windows
- Two dogs welcome with garden access
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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
4.8
- 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 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
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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Visitor Rating
5
- Private hot tub with countryside views
- One bedroom with king-size bed
- Vinyl player and records included
- Two dogs welcome at property
- Three miles from Filey beach
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Visitor Rating
3.9
- Private hot tub
- Enclosed garden for pets
- Woodburning stove
- Near coastal villages
- Single-storey accommodation
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Visitor Rating
4.7
- Private hot tub on wraparound deck
- Steps from Cleveland Way path
- Minutes from beautiful beach
- Dog-friendly coastal retreat
- Modern, spotlessly clean accommodation
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Visitor Rating
4.7
- Private hot tub
- 5-minute walk to beach
- Dog-friendly accommodation
- Fully equipped modern kitchen
- Peaceful Yorkshire coast location
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Visitor Rating
4.7
- Private hot tub on wraparound deck
- Dog-friendly coastal location
- Immaculately clean modern lodge
- 5-minute walk to beach
- Easy access to Whitby
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Visitor Rating
4.8
- Private hot tub
- Beach 5 minutes away
- Modern open-plan living
- Welcome pack with prosecco
- Dog-friendly accommodation
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Visitor Rating
4.7
- Private hot tub
- Spotlessly clean accommodation
- Close to beautiful beach
- Dog friendly holiday
- Peaceful Yorkshire coast location
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Visitor Rating
4.7
- Private hot tub
- Coastal location
- Dog-friendly accommodation
- Immaculately clean
- Direct access to Cleveland Way
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Visitor Rating
4.6
- 5 minutes to sandy beach
- Private hot tub on decking
- Modern open-plan living space
- Perfect base for coastal exploration
- Dog-friendly accommodation
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Visitor Rating
4.7
- Private hot tub
- Fully fenced for dogs
- Peaceful location
- Near stunning beaches
- Modern, clean accommodation
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Visitor Rating
4.5
- Private hot tub on wraparound deck
- Single-level accommodation
- Close to Yorkshire beaches
- Dog-friendly coastal retreat
- Well-equipped modern kitchen
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Visitor Rating
4.7
- Wood-fired hot tub with countryside views
- Sleeps 15 across six bedrooms
- Games room with pool and darts
- Enclosed garden for pets and children
- Near Bridlington and Filey beaches
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Visitor Rating
4.9
- Private hot tub
- Stunning countryside views
- 9-acre dog walking field
- Super-king bed
- Underfloor heating throughout
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Visitor Rating
4.9
- Private hot tub with stunning views
- Secure 9-acre dog walking field
- Total seclusion and privacy
- Luxury interior with underfloor heating
- Spectacular North York Moors location
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Visitor Rating
4.9
- Private hot tub with stunning views
- Dog-friendly with 9-acre exercise field
- Modern open-plan living space
- Perfect location for moors and coast
- King-size bed for ultimate comfort
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Visitor Rating
4.7
- Private hot tub
- Coastal location
- Dog-friendly enclosed garden
- Luxury welcome pack
- Exceptional staff service
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Visitor Rating
4
- Private hot tub and sauna
- Farm location with animals
- 10-minute walk to sea
- Flexible king-size beds
- Dog-friendly accommodation
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Visitor Rating
3.9
- Private hot tub
- Near stunning Yorkshire coastline
- Dog-friendly holiday home
- Cosy woodburning stove
- Close to pubs and shops
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Popular towns and villages in and around Pickering
Addingham Arncliffe Askrigg Aysgarth Bagby Bainbridge Bedale Beverley Bishop Monkton Brandesburton Bridlington Brierley Burlington Burnsall Carlton Catterick Cayton Cononley Cottingham Coxwold Doncaster Driffield Easingwold East Ayton Filey Folkton Giggleswick Glaisdale Grassington Great Ayton Guisborough Harewood Harrogate Haworth Hellifield Helmsley Hetton Hinderwell Hornby Hornsea Hovingham Hunmanby Ilkley Ingleton Keighley Kirby Hill Kirkbymoorside Knaresborough Knayton Lealholm Leeds Leyburn Lofthouse Long Preston Lothersdale Malham Malton Marsden Masham Mickleton Mulgrave Muston Nawton Norton Nunnington Oakworth Otley Oxenhope Pateley Bridge Pickering Pocklington Ravenscar Rawdon Redcar Reeth Richmond Ripon Robin Hood's Bay Romaldkirk Runswick Bay Sandsend Scarborough Seamer Sedbergh Settle Sheriff Hutton Silsden Skipsea Skipton Sleights Slingsby Sowerby Staithes Stokesley Sutton Threshfield Todmorden Ugthorpe Walkington Wentworth West Tanfield Whitby Withernsea