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- Flittermouse Barn
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- Gatekeepers
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- The Stable At Coppy House Farm
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- Lovesome Pod
- The Secret Garden Richmond
- Waterlily
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- Box Tree Escapes
- Orcaber Farmhouse
- Station House
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- Eggleston
- Owl At Grace View
- Partridge Place
- Butterfly Lodge
- Hay Barn Ingleton
- The Sycamores
- Seahorse House
- Riggs Byre
- Fishermans Cabin
- Brewery Cottage
- The Power House
- The Gardeners Cottage Richmond
Helmsley Holiday Cottages
Our curated collection of Helmsley 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 Helmsley holiday home today.
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
- 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
4.8
- 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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- 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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- 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
- Stunning countryside views
- Luxury hot tub
- Two en-suite bedrooms
- Spotlessly clean
- Electric vehicle charging
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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
4.9
- Private hot tub on enclosed decking
- Excellent on-site pub with great food
- Edge of North York Moors location
- Modern, clean single-storey accommodation
- King-size bed with quality linens
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Visitor Rating
4.9
- Private hot tub
- Genuine log cabin feel
- Excellent pub 0.1 miles away
- Two king-size bedrooms
- Beautiful rural Yorkshire location
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Visitor Rating
4.7
- Private hot tub on decking
- Two king-size bedrooms with TVs
- Immaculately clean throughout
- On-site pub with Thai food
- Perfect North York Moors location
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Visitor Rating
5
- Private hot tub with countryside views
- Two king-size bedrooms with en-suites
- Excellent Thai food next door
- Spotlessly clean luxury lodge
- Gated park with safe grounds
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Visitor Rating
4.8
- Private hot tub
- Next door to excellent pub
- King-size bedroom with Smart TV
- Edge of North York Moors
- Modern kitchen with all appliances
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Visitor Rating
4.9
- Private hot tub on enclosed deck
- Excellent Thai food at local pub
- Edge of North York Moors
- King-size bed with luxury bathroom
- Peaceful countryside location
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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
4.6
- Private hot tub
- Stunning countryside views
- Dog-friendly (3 dogs welcome)
- Traditional wood burner
- Peaceful North Yorkshire location
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Visitor Rating
4.7
- Private hot tub
- Games room with pool table
- Dog-friendly with enclosed garden
- Two king-size bedrooms
- Countryside location near Stokesley
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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
4.9
- Private hot tub on spacious balcony
- Peaceful farm location
- Fully equipped modern kitchen
- Welcome hamper on arrival
- Close to Yorkshire Dales
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Visitor Rating
4.9
- Private hot tub on balcony
- Modern, spotlessly clean accommodation
- Helpful owner with local knowledge
- Fully equipped luxury kitchen
- Shared games room for entertainment
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Visitor Rating
4.9
- Luxury barn with private hot tub
- Stunning Yorkshire countryside views
- Games room with air hockey
- High-quality furnishings throughout
- Perfect base for exploring Yorkshire
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Visitor Rating
4.8
- Luxury 5-star gold rated property
- Hot tub with robes provided
- Three en-suite bedrooms sleep six
- 200m from Harmby Waterfall
- Stunning Yorkshire Dales views
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Visitor Rating
4.9
- Luxury 5-star lodge with hot tub
- Stunning views to Roseberry Topping
- Four stylish bedrooms sleeping ten
- Dog-friendly with enclosed garden
- Wheelchair accessible ground floor suite
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Visitor Rating
4.6
- Private hot tub
- Dog-friendly accommodation
- Central village location
- Stylish period property
- Walking distance to pubs
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Visitor Rating
5
- Private hot tub with countryside views
- Immaculately clean 5-star accommodation
- Perfect location between two national parks
- Friendly helpful owners
- Peaceful setting with stunning views
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Visitor Rating
5
- Private hot tub with robes
- Scandinavian wooden design
- Near North York Moors
- Yorkshire coast easily accessible
- Dog-friendly accommodation
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Visitor Rating
4.9
- Private hot tub
- Three spacious bedrooms
- Near North York Moors
- Dog-friendly with field access
- Food delivery from nearby bistro
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Visitor Rating
4.6
- Private hot tub
- Luxury rural retreat
- On-site bistro and spa
- Dog friendly accommodation
- Close to moors and coast
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Visitor Rating
5
- Private hot tub with robes
- Three en-suite bedrooms
- Dog-friendly accommodation
- On-site spa and bistro
- Near Yorkshire coast and moors
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Explore more of Yorkshire
Popular towns and villages in and around Helmsley
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