Stokesley Area

Stokesley area Holiday Cottages
North Yorkshire 

Find self catering accommodation in Stokesley, Great Ayton, Low Easby, Middleton-in-Leven, Carlton-in-Cleveland, Swainby & Chop Gate.

View of Roseberry Topping from Carlton Bank - near StokesleyBook quality holiday cottages in and the area surrounding the lovely market town of Stokesley. There are a number of elegant Georgian and Victorian buildings in the town which has its market day each Friday in the wide cobbled market square. The River Leven flows through the town and there is a riverside walk from one end of Stokesley to the other which passes by the old Pack Horse Bridge (dating back to 17th Century).

At Stokesley Golf Range there is a 9-hole course, driving range, crazy golf and foot golf. Stokesley is well known as a northern gateway to the beautiful North York Moors National Park.

Popular local visitor attractions include the nearby town Great Ayton, which has many connections to Captain Cook and you can walk to Captain Cook’s monument above the town. Roseberry Topping is a well known landmark which offers great views of the surrounding area if you climb to the top. The National Trust have a 18th-century mansion at Ormesby Hall near Middlesbrough.

Stokesley Area – Self Catering Accommodation

Please click through for more information, photos & reviews of these Stokesley area holiday properties.


Step House ( Ref CC231129 ) - Self catering accommodation in Stokesley sleeps 5Step House, Stokesley – CC231129
Three bedrooms – Sleeps 5

Georgian townhouse conveniently set in heart of Stokesley, overlooking College Square. Delightful self catering accommodation, set over 4 floors with access via 8 steps to ground floor which has living room with gas fire. Lower ground floor has bright kitchen/dining room, utility room & direct access to the square. First floor has 2 bedrooms: 1 double, 1 single & bathroom. Second floor has 1 en-suite twin bedroom. Rear courtyard with flower bed & garden furniture. Ample street car parking. Sorry no pets. Shops 200 yards, pub & restaurant 250 yards.
More info…….!


River View Great Ayton Holiday cottage near Stokesley sleeps 4River View, Great Ayton, near Stokesley
Two bedrooms – Sleeps 4

Refurbished Victorian three-storey terraced holiday cottage in Great Ayton. River View is an immaculately presented property with a mix of traditional & contemporary style – ideal for couples or a small family! Ground floor has open plan living space: kitchen area with breakfast bar & lounge area with cosy wood-burner. Utility room & cloakroom. First floor has a snug area, 1 double bedroom with views & bathroom. Second floor has 1 double bedroom in eaves of house with exposed brickwork & stunning views. Sunny outside seating area overlooking river & village. On road car parking. 2 dogs welcome. Shops & pubs within walking distance.
More info…….!


Photo of The Stonehouse ( Ref 944818 ) holiday cottage - Self catering accommodation in Great Ayton near Stokesley North YorkshireThe Stonehouse, Great Ayton – 944818
One bedroom – Sleeps 2-4

Semi-detached holiday bungalow in Great Ayton is attached to owner’s home. Homely property has a freshly designed interior with a contemporary feel – ideal for couples! Accommodation has hallway, well-equipped kitchen, sitting room with electric fire, sofa bed & dining table for 2. 1 double bedroom with futon. Shower room. Shared enclosed lawned garden. Off road parking for 1 car. 1 well-behaved dog welcome. Shop & pub 2 minutes’ walk. Stokesley 3 miles.
More info…….!


Shepherds Rest ( Ref CC233006 ) Low Easby holiday cottage near Great Ayton and Stokesley sleeps 4Shepherds Rest, Low Easby, near Stokesley – CC233006
Two bedrooms – Sleeps 4

Superb barn conversion, attached to owners’ home, nestles in picturesque location at Low Easby. Walks from the doorstep. Property is stylishly furnished & decorated. Ground floor has kitchen/diner/lounge with exposed beams, trusses & wood-burning stove. Bathroom. Lower ground floor has 1 bedroom with super king bed (zip & link – can be twin) & feature window overlooking garden. First floor has shower room & 1 bedroom with super king-size bed with access to balcony which has bistro table, chairs & stone steps down to garden. Beautiful landscaped gardens to front. Paved patio to rear with outdoor furniture. N.B. large unfenced pond (please supervise children). Cycle store. Parking for 2 cars. Sorry no pets. Great Ayton shops 2½ miles, pub & restaurant 2 miles.
More info…….!


Cleveland View Cottages at Easby Grange Holiday Cottages near Easby - Ruperts Stable - Bettys ByreCleveland View Cottages – Easby Grange, Easby, near Stokesley

Delightful barn conversion to two welcoming holiday cottages at Easby Grange, in a secluded area near Easby village. These holiday properties are set on a rural working farm with their own separate driveway and entrance. 

Cottages are finished to a good standard with tasteful decor and furnishings. Original beams add character and charm to the accommodation. Guests have use of a shared picnic area by the river. Shared use of external utility room. The area is surrounded by stunning scenery and is an ideal base for walkers and cyclists. Great Ayton 2½ miles. Market town of Stokesley 2 miles. 

Rupert’s Stable – Sleeps 4 | Betty’s Byre – Sleeps 6


Ruperts Stable ( Ref CC233098 ) Easby Grange - Easby near Stokesley - Holiday cottage sleeps 4Rupert’s Stable, Easby Grange, near Stokesley – CC233098
Two bedrooms – Sleeps 4

Accommodation is all on ground floor. Spacious open plan living space has kitchen area, dining area & lounge area with cosy wood-burner. 2 bedrooms: 1 en-suite with king-size sleigh bed & 1 twin. Bathroom. Enclosed garden with patio & furniture. Bike store. Parking for 2 cars. 3 pets welcome.
More info…….!


Bettys Byre ( Ref CC233103 ) Easby Grange Easby near Stokesley - Holiday cottage sleeps 6Betty’s Byre, Easby Grange, near Stokesley – CC233103
Two bedrooms – Sleeps 4-6

Accommodation is all on ground floor. Spacious open plan living space has kitchen area, dining area & lounge area with cosy wood-burner & double sofa bed. 2 bedrooms: 1 en-suite king-size & 1 twin. Bathroom. Enclosed garden with patio & furniture. Bike store. Parking for 2 cars. 3 pets welcome. Dog kennels available.
More info…….!


Middleton Cottages at Middleton on Leven - Self catering accommodation near StokesleyMiddleton Cottages, Middleton-on-Leven, near Stokesley
Sleeps 4-6

Two luxury holiday cottages set amidst peaceful meadowland with beautiful views of the Cleveland Hills. Properties are smartly furnished in contemporary style. Each cottage has an enclosed garden with furniture & its own hot tub. Pets are welcome (dog exercise field). Car parking. Hutton Rudby, a pretty village with pubs, restaurants, shops & a welcoming tennis club, is 2½ miles.
More info…….!


The Cottage ( Ref Uk2466 ) Carlton in Cleveland near Stokesley - Holiday cottage sleeps 6The Cottage, Carlton-in-Cleveland, near Stokesley – UK2466
Three bedrooms – Sleeps 6

Delightful terraced holiday cottage is located next to the owner’s home near Carlton-in-Cleveland on the edge of North York Moors National Park. Property has been refurbished to a good standard & offers rural views. Step to entrance. Ground floor accommodation has living room with wood-burner, dining room & modern kitchen. Separate toilet. 3 first floor bedrooms: 2 double & 1 twin. Bathroom. Shower room. Enclosed lawned garden with sitting-out area & furniture. Bike store. Parking for 2 cars. Sorry no pets. Shop 2 miles, pub & restaurant 1½ miles. Ample walking & cycle routes in the area.
More info…….!


Holiday cottages at Carlton, near Stokesley - Dairy Cottage - Byre CottageByre & Dairy Cottage – Barn Conversions – Carlton-in-Cleveland, near Stokesley

Two recently renovated barn conversions, near Carlton village, are set on a working stud farm with Welsh Mountain Ponies. These holiday properties offer excellent self catering accommodation which is lovingly decorated and furnished to a high standard – ideal for couples, families and friends holidaying together!

There are breath-taking scenic views overlooking Cringle Moor and the Wainstones on the popular ‘Cleveland Way’ walk. Stokesley is 3 miles away.

Byre Cottage – Sleeps 4 | Dairy Cottage – Sleeps 4


Byre Cottage ( Ref CC233042 ) - Carlton near Stokesley holiday cottage sleeps 4Byre Cottage, Carlton, near Stokesley – CC233042
Two bedrooms – Sleeps 4

Charming barn conversion offers modern comfortable self catering accommodation. All on ground floor: Lounge/diner with electric fire, kitchen & 2 bedrooms: 1 double & 1 twin. Bathroom. Patio area with furniture. Cot & high chair available. Ample car parking. Sorry no pets. Pub ¾ mile. Stokesley amenities 3 miles.
More info…….!


Dairy Cottage ( Ref CC233041 ) - Carlton holiday cottage near Stokesley sleeps 4Dairy Cottage, Carlton, near Stokesley – CC233041
Two bedrooms – Sleeps 4

Charming barn conversion offers modern comfortable self catering accommodation. All on ground floor: Lounge/diner with electric fire, kitchen & 2 bedrooms: 1 double & 1 twin. Bathroom. Patio area with furniture. Cot & high chair available. Ample car parking. Sorry no pets. Pub ¾ mile. Stokesley amenities 3 miles.
More info…….!


The Wheelhouse at Harfa Bank Holiday Cottages in Swainby near Stokesley sleeps 4 ( Ref IQL )The Wheelhouse at Harfa Bank Cottages, Swainby – IQL
Two bedrooms – Sleeps 4

Carefully restored former barn & wheelhouse, in a rural setting with beautiful views, originally used for horses threshing corn. Property offers wealth of features, such as exposed stonework & beams. Ground floor accommodation has spacious living/dining room with French doors & oak floor, arch to breakfast kitchen with oak floor, snug/TV room & WC. 2 first floor bedrooms: 1 double & 1 twin (zip & link – can be double). Bathroom. Small garden, patio area & furniture. Parking for 2 cars. Sorry no pets. Shops, pub & restaurant 2½ miles. Walks from the doorstep.
More info…….!


Crossbill Cottage ( Ref CC233062 ) - Chop Gate holiday cottage near Stokesley sleeps 3Crossbill Cottage, Chop Gate, near Stokesley – CC233062
Two bedrooms – Sleeps 3

Former cow byre has been beautifully converted to a delightful, modern holiday cottage. Property retains original beams & is tastefully furnished & decorated to a high standard. Set in tranquil rural position down a farm track on edge of North York Moors. Ground floor has kitchen/diner/lounge with electric stove, cloakroom with WC & 1 ground floor en-suite king-size bedroom. 1 first floor single. Enclosed garden with furniture, barbecue & children’s play house (N.B. unfenced pond – please supervise children). Parking for 2 cars. Sorry no pets. Shops, pub & restaurant 3 miles. Stokesley 5½ miles. Excellent bird watching area.
More info…….!


Wood Cottage sleeps 4 ( Ref 30831 ) - Holiday accommodation at Chop Gate near StokesleyWood Cottage, Chop Gate, near Stokesley – 30831
Two bedrooms – Sleeps 4

Detached, ‘upside down’ holiday cottage, set next to owner’s farm house on a working hill farm near Chop Gate. Property has fabulous views over Raisdale & Bilsdale. Lovingly restored 200 year old livestock barn offers comfortable, spacious & modern living space whilst retaining original features. Ground floor has 2 bedrooms with beams: 1 king-size double & 1 twin. Bathroom. Separate WC. First floor has open plan living/dining room/kitchen with views. Small garden with lawn, patio, garden furniture & barbecue. Shared 200 acre grounds (N.B. stream nearby). Cycle store. Parking for 2 cars. Sorry no pets. Chop Gate pub & restaurant ½ mile, Great Broughton amenities 4 miles & Stokesley 7 miles.
More info…….!


Chop Gate holiday cottage - Photo of Partridge Cottage sleeps 4 - Self catering accommodation near StokesleyPartridge Cottage, Chop Gate, near Stokesley
Two bedrooms – Sleeps 4

Semi-detached barn conversion near Chop Gate is a luxury two bedroom property. Contemporary decor & furnishings combines with character features such as exposed original brickwork & wooden beams. Ground floor has open plan living space: double height lounge & dining area with cosy wood-burning stove & flagstone floor, well-equipped open farmhouse kitchen & 1 en-suite double bedroom. First floor has 1 en-suite super king-size master bedroom (can be twin). Lawned grassed area to front. Patio to rear with barbecue. Car parking available. Pet friendly. Pub within 3 miles. N.B. property set on a shooting estate.
More info…….!


Chop Gate holiday cottage - Photo of Pheasant Cottage sleeps 6 - Self catering accommodation near StokesleyPheasant Cottage, Chop Gate, near Stokesley
Three bedrooms – Sleeps 6

Semi-detached barn conversion near Chop Gate is a luxurious three bedroom property. Cottage has character features such as exposed original brickwork & ceiling beams. Ground floor accommodation has open plan living space: cosy lounge with wood-burning stove, dining area, well-equipped open farmhouse kitchen, 1 en-suite double bedroom & 1 en-suite king-size bedroom. First floor has 1 en-suite super king-size bedroom. Front small lawned area overlooks country estate. Patio to rear with barbecue. Car parking available. Pet friendly. Pub within 3 miles. N.B. property set on a shooting estate.
More info…….!


Please view interactive map of Stokesley area below!



Enjoy your holiday cottage in the Stokesley area of North Yorkshire!

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