Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- Saxon House
- Sunnycliffe
- The Grange
- Hill Top Farm
- Aurora
- Coopers Laithe
- Upper Helmsley Hall
- St Laurence Church
- The Eller Beck
- Meadowfields
- Laykin Cottage
- School House Gunnerside
- Upper Helmsley Hall
- Brinkworth Park House
- Low Moor
- Mosscarr Barn
- 5 Westwood Road
- Keel House
- The Farmhouse
- Lake View Bingley
- Brooke Barn
- Railway Cottage Pickering
- Old Hall
- The Farm House At Home Farm Grange
- Psalm Cottage
- Cloverfield House
- Hill Top Farm
- Ellerton House
- Parkers Hill Hunmanby
- Upper Helmsley Hall
Stokesley Holiday Cottages
Our curated collection of Stokesley 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 Stokesley holiday home today.
- Sleeps 14 across two properties
- Private hot tub for groups
- Seven bedrooms with multiple bathrooms
- North York Moors 3 miles
- Pet friendly with moorland access
View Cottage
[+] To Favourites
- Games room with snooker and table tennis
- Sleeps 8 across 4 bedrooms
- Stunning North York Moors views throughout
- Private parking for four cars
- Three village pubs within walking distance
View Cottage
[+] To Favourites
- Converted church with historical character
- Private hot tub for group relaxation
- Spacious social areas and high ceilings
- Modern kitchen for group catering
- Close to Durham Cathedral and Beamish
View Cottage
[+] To Favourites
Visitor Rating
4
- Sleeps 12 with parking spaces
- 100 metres from sandy beach
- Pool table and games area
- Welcomes up to four dogs
- Six bedrooms and three bathrooms
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Sleeps 12 in six en-suite bedrooms
- Hot tub in spacious courtyard
- Games room with pool and football
- Four-oven Aga seats 12 guests
- Grade II listed country retreat
View Cottage
[+] To Favourites
Visitor Rating
5
- Sleeps eight in four bedrooms
- Three bathrooms including two en-suites
- Downstairs bedroom and bathroom available
- Log burner and Everhot range
- Shop next door in Low Mill
- North York Moors National Park location
View Cottage
[+] To Favourites
Visitor Rating
4
- Sleeps eight in four bedrooms
- Ground floor en-suite double bedroom
- Wood burner in cosy lounge
- Enclosed garden with countryside views
- North York Moors location
View Cottage
[+] To Favourites
- Sleeps eight in four bedrooms
- Three bathrooms including two en-suites
- Wood burner and beamed ceilings
- Large garden with fire pit
- Dog-friendly with countryside walks
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Sleeps eight in four bedrooms
- Three bathrooms including two en-suites
- Large garden with fire pit
- Stunning North Yorkshire countryside views
- Five miles from Thirsk market town
View Cottage
[+] To Favourites
Visitor Rating
5
- Sleeps 13 in six bedrooms
- Stunning countryside views across Dale
- Grade 2 listed barn conversion
- Large garden with swing set
- Easy access to Whitby coast
View Cottage
[+] To Favourites
- Hot tub with countryside views
- Sleeps 8 in 4 bedrooms
- Brand new 2024 build
- Six private parking spaces
- Between Dales and Moors
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Sleeps 8 with hot tub
- Four en-suite bathrooms included
- North York Moors National Park
- Wood burner and dining for 10
- Direct access to moorland walks
View Cottage
[+] To Favourites
- Two properties bookable together
- Rural North Yorkshire location
- Close to Thirsk and the Moors
- Flexible group booking arrangements
- Peaceful farmland countryside setting
View Cottage
[+] To Favourites
- Sleeps 8 in 4 bedrooms
- Ground floor bedroom available
- Open fire sitting room
- Enclosed front rear gardens
- North York Moors location
View Cottage
[+] To Favourites
Visitor Rating
4.7
- Sleeps nine across five bedrooms
- North York Moors National Park location
- Large group dining table included
- Modern kitchen with dishwasher facilities
- Village centre with shops nearby
View Cottage
[+] To Favourites
Visitor Rating
4.7
- Four en-suite bedrooms for privacy
- Sleeps 8 with parking for 3
- Pet-friendly for two dogs
- Enclosed garden with BBQ area
- Close to Staithes and Whitby
View Cottage
[+] To Favourites
Visitor Rating
4.7
- Large group property, one roof
- North Yorkshire countryside setting
- Minutes from Easingwold town
- York within 25 minutes' drive
- No hot tub on site
View Cottage
[+] To Favourites
Visitor Rating
4.4
- Sleeps 8 in 4 bedrooms
- 4 bathrooms including 3 en-suites
- Large patio with fire pit
- Half mile walk to Helmsley centre
- National Park location with walks nearby
View Cottage
[+] To Favourites
Visitor Rating
3.9
- Panoramic sea views from garden
- Sleeps 6 in 4 bedrooms
- Enclosed garden with patio seating
- Near Staithes and Runswick Bay
- Up to 3 dogs welcome
View Cottage
[+] To Favourites
Visitor Rating
4.7
- Sleeps 9 across 5 bedrooms
- Games room with table tennis
- Enclosed garden with sun loungers
- 80 yards from Cleveland Way
- Wood burners in two rooms
View Cottage
[+] To Favourites
Visitor Rating
4.9
- 200 metres from Runswick Bay beach
- Sleeps six across three bedrooms
- Private garden with BBQ facilities
- Parking for two cars included
- Two dogs welcome at property
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Sleeps 9 with separate annex
- Four bathrooms for larger groups
- Enclosed garden welcomes two dogs
- Wood burner and range cooker
- Walking distance to two pubs
View Cottage
[+] To Favourites
- Sleeps 9 with self-contained annexe
- Wood burner with unlimited logs
- Large garden with BBQ facilities
- Three bathrooms across two buildings
- Dog-friendly near North Yorkshire Moors
View Cottage
[+] To Favourites
Visitor Rating
4.7
- Sleeps 10 across five bedrooms
- Separate annexe with own facilities
- North Yorkshire Moors National Park location
- Multiple living spaces for groups
- Off-road parking for two cars
View Cottage
[+] To Favourites
Visitor Rating
3.9
- Sleeps 14 across seven bedrooms
- Private hot tub and sauna facilities
- Full-size snooker table with bar
- Two kitchens and large dining table
- Games room in separate building
View Cottage
[+] To Favourites
Visitor Rating
4
- Sleeps 12 in six bedrooms
- Georgian house on village green
- Large dining table seats twelve
- Three bathrooms including two en-suites
- Welcomes up to three dogs
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Sleeps 8 with private hot tub
- Enclosed garden welcoming two dogs
- Parking for three cars on-site
- Between Dales and Moors National Parks
- Four bedrooms with smart TVs
View Cottage
[+] To Favourites
Visitor Rating
4.6
- Four bedrooms sleeps eight
- Steps from award-winning beach
- Off-road parking two cars
- Pet-friendly with garden access
- Well-equipped kitchen with dishwasher
View Cottage
[+] To Favourites
- Sleeps eight across four bedrooms
- Welcomes up to four dogs
- Two living areas with wood burners
- Parking for three cars
- Walking trails from the doorstep
View Cottage
[+] To Favourites
- Sleeps 12 across six bedrooms
- Three bathrooms for group comfort
- Near Richmond and Yorkshire Dales
- Spacious living areas for gatherings
- Dog-friendly countryside property
View Cottage
[+] To Favourites
Explore more of North Yorkshire
Popular towns and villages in and around Stokesley
Askrigg Aysgarth Bainbridge Bedale Bentham Bishop Monkton Brotton Catterick Coxwold Crakehall Crayke Dalton Danby Easingwold East Ayton East Cowton Eastfield Egton Fadmoor Filey Flaxton Gargrave Gillamoor Glaisdale Goathland Grassington Great Ayton Guisborough Harrogate Hawes Helmsley Hetton Hinderwell Hornby Hovingham Hunmanby Hunton Ingleton Kettlewell