Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- The Old Police House
- Maheshwar
- High Fellside Hall
- Partridge Place
- The Mill Loft Gilling West
- Limetree Luxury Glamping Southdown
- The Coastal Hideaway
- Plum Tree Cottage Richmond
- The Farm House
- Hare House
- Baywood View
- Waterside Lodge One
- Wellhead Cottage in Haworth
- Roseberry Lodge 3
- Sykelands Cottage
- Horseshoe Cottage
- Church View Cottage
- Fern Cottage at Heatherdene
- Bee’s Cottage in Staintondale
- Cottage 8 in Murton
- Joes Barn
- The Stables at Grange Barn
- Riggs Byre
- Willow House
- The Scandinavian Lodge
- King's Cottage
- Three Peaks Barn
- Ewe Lodge
- The Boat House Yorkshire
- 3 Glendowne Terrace
Stokesley Holiday Cottages
Our collection of Stokesley holiday cottages brings you to the heart of North Yorkshire's market town heritage. You'll discover Georgian architecture lining the wide High Street and independent shops selling local produce. The River Leven flows gently through this historic town beneath ancient packhorse bridges!
Your cottage stay puts you perfectly placed for exploring the North York Moors National Park. Families can visit nearby Newham Grange Farm or tackle scenic walks through Captain Cook's countryside. Groups and couples will love returning to your hot tub after days spent discovering Roseberry Topping. Whether you choose a traditional rental or modern lodge with glamping options available, Stokesley offers an authentic UK escape.
Visitor Rating
4.6
- Private hot tub
- Stunning countryside views
- Dog-friendly (3 dogs welcome)
- Traditional wood burner
- Peaceful North Yorkshire location
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
Visitor Rating
4.6
- Private hot tub
- Dog-friendly accommodation
- Central village location
- Stylish period property
- Walking distance to pubs
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Private hot tub
- Stunning countryside views
- 9-acre dog walking field
- Super-king bed
- Underfloor heating throughout
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub with robes
- Scandinavian wooden design
- Near North York Moors
- Yorkshire coast easily accessible
- Dog-friendly accommodation
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Private hot tub
- Three spacious bedrooms
- Near North York Moors
- Dog-friendly with field access
- Food delivery from nearby bistro
View Cottage
[+] To Favourites
Visitor Rating
4.6
- Private hot tub
- Luxury rural retreat
- On-site bistro and spa
- Dog friendly accommodation
- Close to moors and coast
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
Visitor Rating
4
- Hot tub for evening relaxation
- Games room with pool table
- Village location with nearby pub
- Woodburning stove for cozy nights
- Enclosed garden for pets
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
Visitor Rating
4.6
- Private hot tub with amazing views
- Cosy pod with everything needed
- Peaceful working farm location
- Helpful friendly hosts
- Perfect stargazing spot
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Private hot tub with countryside views
- Peaceful working farm location
- Cosy woodburner for winter evenings
- Attentive but unobtrusive host
- Dog-friendly with secure garden
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
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
View Cottage
[+] To Favourites
Visitor Rating
5
- Stunning countryside views
- Luxury hot tub
- Two en-suite bedrooms
- Spotlessly clean
- Electric vehicle charging
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub with views
- Wood burning stove included
- Three bedrooms sleep five
- Two dogs welcome free
- Doorstep walking routes available
View Cottage
[+] To Favourites
Visitor Rating
4.3
- Private hot tub
- Coastal location
- Three well-appointed bedrooms
- Enclosed pet-friendly garden
- Modern kitchen with all appliances
View Cottage
[+] To Favourites
Visitor Rating
4.6
- Sleeps 17 in six bedrooms
- Hot tub and sauna
- 800 yards from beach
- Two separate living spaces
- Pet-friendly with enclosed garden
View Cottage
[+] To Favourites
Visitor Rating
4.6
- Private hot tub with sea views
- Super king-size bed
- 10 mins walk to beach
- Woodburning stove
- Peaceful and private location
View Cottage
[+] To Favourites
Visitor Rating
4.1
- Hot tub for relaxation
- Close to stunning beaches
- Dog-friendly with enclosed garden
- Woodland walks opposite
- Modern comforts in Victorian house
View Cottage
[+] To Favourites
Explore more of Yorkshire
Popular towns and villages in and around Stokesley
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