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Published: 13.03.2025

Holiday Cottages for the Cleveland Way

6 rental properties match your search for Holiday Cottages for the Cleveland Way
Online Booking Available
Viewed 16 times recently.

Dairy Countryside Cottage, North York Moors National Park,

Staintondale, North Yorkshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Stylish one bedroom holiday barn situated close to Staintondale, with a Whirlpool bath and king-size bed plus a location close to the coast within the North York Moors National Park, this is a great place for a romantic break for two.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveParkingGarden
7 nights from £469
Next available: 18 Apr - 7 nights
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Online Booking Available
Viewed 14 times recently.

Tidkinhow Farm,

Saltburn-by-the-Sea, North Yorkshire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
 dog-friendly cottage
family friendly family friendly

The detached sandstone farmhouse near Guisborough is a picturesque retreat located in an elevated position surrounded by breathtaking open countryside on the outskirts of the North Yorks Moors National Park.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £703
Next available: 20 Jun - 7 nights
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Bousdale,

Great Ayton, North Yorkshire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Originally a mill house, this fantastic North York Moors rural retreat with its superb countryside views and high quality interior is a real treat, sleeping up to 6 in 3 bedrooms this could be a perfect base for enjoying and discovering some of the best of the Yorkshire Dales National Park on a break away.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £649
Next available: 26 Apr - 6 nights
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no booking fee

River Bank Cottage,

Whitby, North Yorkshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Escape for a romantic break or tranquil holiday in this delightful 2 bedroom holiday home, with a riverside garden this is a great place for a fishing break or take it easy holiday in Whitby and is conveniently close to the North York Moors National Park and the North Yorkshire Coast.

0 ( reviews)
country views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiEnclosed GardenParking
7 nights from £550
Next available: 05 Apr - 7 nights

Voebroch,

Lythe, North Yorkshire, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
 4 dogs welcome  4 dogs
family friendly family friendly

Very pet-friendly holiday cottage with sea views, 5 bedrooms and 4 bathrooms just 7 miles from Whitby.

0 ( reviews)
ground floor bedroomcoastal location
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £1525
Next available: 02 Apr - 7 nights
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Online Booking Available
Viewed 17 times recently.

Crab Cottage,

Sandsend, North Yorkshire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog
family friendly family friendly

Quaint and lovely 3 bedroom pet-friendly coastal cottage in village of Sandsend, with fabulous coastal views from patio, just 3 miles from Whitby.

0 ( reviews)
coastal location
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGarden
7 nights from £924
Next available: 30 May - 7 nights
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* Price quoted is not inclusive of any applicable booking fees or local charges.

Holiday cottages for the Cleveland Way on Country Cottages Online, from rural retreats to quirky cottages, find a self-catering holiday home close to the Cleveland Way for your walking holiday.

Why Book a Holiday Home Near the Cleveland Way?

If you love walking and stunning scenery and want to explore the unique and awe inspiring Cleveland Way route on a walking holiday, then renting a holiday home along this trail could make perfect sense.

The Cleveland Way criss-crosses through the gorgeous moorlands of the North York Moors National Park, all the way past historic Whitby with its associations with Dracula and charming Robin Hood’s Bay to Filey and the coast, covering some of Northern England’s finest settings.

Book a self-catering holiday home or two, along the route, and explore the trail in stages at a leisurely pace, stopping off at local pubs for refreshing drinks and pub grub. If you want to avoid camping and prefer self-catering instead, options include dog-friendly cottages, farm stays, barn conversions and seaside cottages.

Book the Best Holiday Home for the Cleveland Way

Whatever type of self-catering holiday accommodation you opt to book, we hope you find the best holiday cottage for exploring the Cleveland Way for you.