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Published: 13.03.2025

Holiday Cottages for the Cleveland Way

Showing all properties across the UK. Select a destination from the list to refine your search.
9 rental properties match your search for Holiday Cottages for the Cleveland Way

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.

5 (1 reviews)
ensuite bedroom(s) historic property
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stoveParking
7 nights from £649
Next available: 09 Jan - 7 nights
book online online booking
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Railway House,

Scarborough, North Yorkshire, England
sleeps  22 sleeps 22
10 bedrooms 10 bedrooms
5 bathrooms 5 bathrooms
no dogs allowed No pets
family friendly family friendly

Railway House in Scarborough, North Yorkshire, is a dog-friendly Victorian holiday home sleeping 20, featuring stunning coastal views, two custom hot tubs, and ample parking, perfectly located near beaches and local attractions.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
7 nights from £2965
Next available: 08 Dec - 7 nights
book online online booking
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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.

countryside views over hillsnear beach
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenBBQParking
7 nights from £550
Next available: 06 Dec - 7 nights

Seamer Manor House,

Scarborough, North Yorkshire, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
 1 dog welcome  1 dog allowed

Experience the ultimate North Yorkshire coastal escape at Manor House, Seamer, with stunning countryside views, luxurious amenities including a hot tub, sleeps 10, sorry no pets, close to Scarborough's beaches and attractions.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £1454
Next available: 14 Dec - 7 nights
book online online booking
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Online Booking Available
Viewed 41 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.

historic property
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenwood burning stovefireplaceParkinggarden
7 nights from £447
Next available: 06 Dec - 7 nights
book online online booking
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Online Booking Available
Viewed 26 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

Discover Tidkinhow Farm Cottage, a charming retreat in the North York Moors, North Yorkshire, offering panoramic countryside views, games room, and sleeps eight; sorry, no pets.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomfree WifigardenfireplaceBBQParking
7 nights from £708
Next available: 13 Dec - 7 nights
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The Power House,

Saltburn-by-the-Sea, North Yorkshire, England
sleeps  11 sleeps 11
6 bedrooms 6 bedrooms
5 bathrooms 5 bathrooms
 dog-friendly cottage
family friendly family friendly

Discover The Power House, a stunning Victorian conversion in Skinningrove, North Yorkshire, boasting sea views, hot tub, sauna, and flexible sleeping for 17, just 800 yards from the beach—sorry, no pets allowed.

ground floor bedroom near beach
Facilities, Features & Awards:
dishwasher in kitchensaunafree WifigardenParking
7 nights from £1622
Next available: 15 Dec - 7 nights
book online online booking
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Online Booking Available
Viewed 37 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 allowed
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.

sea viewsnear beach
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stovefireplace
7 nights from £876
Next available: 07 Dec - 7 nights
book online online booking
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Voebroch,

Lythe, North Yorkshire, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
 4 dogs welcome  multi-dogs (up to 4)
family friendly family friendly

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

ground floor bedroom near beach
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stovefireplaceParking
7 nights from £1607
Next available: 06 Dec - 7 nights
book online online booking
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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.