Holiday rentals near Cleveland Way
We found 2,058 holiday rentals — enter your dates for availability
Choose the perfect holiday rental within easy reach of Cleveland Way. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as parking and a TV. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Cleveland Way
Showing deals for:1 Aug - 8 Aug
Image gallery for Large Family-Friendly Cottage Near Whitby – Sleeps 10, Perfect for Groups
1010 out of 10 rating
Exceptional
(15 reviews)
Large Family-Friendly Cottage Near Whitby – Sleeps 10, Perfect for Groups
Whitby, York & North Yorkshire
36% off
Price is NZ$6,098
NZ$6,098
NZ$871 per night
includes taxes & fees
Image gallery for Riverside Cottage, Whitby, overlooking the River Esk
8.48.4 out of 10 rating
Very good
(21 reviews)
Riverside Cottage, Whitby, overlooking the River Esk
Whitby, ENG
38% off
Price is NZ$2,815
NZ$2,815
NZ$402 per night
includes taxes & fees
Image gallery for Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
9.89.8 out of 10 rating
Exceptional
(122 reviews)
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale
Pickering, North Yorkshire
9% off
Price is NZ$2,167
NZ$2,167
NZ$310 per night
includes taxes & fees
Image gallery for Host & Stay | The Lakehouse
8.88.8 out of 10 rating
Excellent
(5 reviews)
Host & Stay | The Lakehouse
Whitby, England
14% off
Price is NZ$16,297
NZ$16,297
NZ$2,328 per night
includes taxes & fees
Image gallery for Host & Stay | The Courtyard Retreat
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | The Courtyard Retreat
Whitby, England
14% off
Price is NZ$3,044
NZ$3,044
NZ$435 per night
includes taxes & fees
Image gallery for 17th Century Self Catering Holiday Cottage by the Harbour
9.49.4 out of 10 rating
Exceptional
(17 reviews)
17th Century Self Catering Holiday Cottage by the Harbour
Whitby, England
38% off
Price is NZ$2,264
NZ$2,264
NZ$323 per night
includes taxes & fees
Image gallery for A 200 year old, delightful, fisherman's cottage, ideally located in Whitby.
9.89.8 out of 10 rating
Exceptional
(22 reviews)
A 200 year old, delightful, fisherman's cottage, ideally located in Whitby.
Whitby, England
9% off
Price is NZ$2,228
NZ$2,228
NZ$318 per night
includes taxes & fees
Image gallery for Host & Stay | Princes Road
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Host & Stay | Princes Road
Saltburn-by-the-Sea, England
14% off
Price is NZ$3,504
NZ$3,504
NZ$501 per night
includes taxes & fees
Image gallery for Gulls Cry Cottage 17th Century Detached Cottage 2min's from Harbour Side
9.89.8 out of 10 rating
Exceptional
(45 reviews)
Gulls Cry Cottage 17th Century Detached Cottage 2min's from Harbour Side
Whitby, ENG
28% off
Price is NZ$3,297
NZ$3,297
NZ$471 per night
includes taxes & fees
Image gallery for Characterful Georgian Cottage On Harbour Front With Wonderful Sea Views
9.49.4 out of 10 rating
Exceptional
(76 reviews)
Characterful Georgian Cottage On Harbour Front With Wonderful Sea Views
Saltburn-by-the-Sea, ENG
33% off
Price is NZ$2,135
NZ$2,135
NZ$305 per night
includes taxes & fees
Image gallery for Host & Stay | Gun Gutter House
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Host & Stay | Gun Gutter House
Saltburn-by-the-Sea, England
14% off
Price is NZ$1,895
NZ$1,895
NZ$271 per night
includes taxes & fees
Image gallery for Host & Stay | Sand & Surf
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | Sand & Surf
Whitby, England
14% off
Price is NZ$3,381
NZ$3,381
NZ$483 per night
includes taxes & fees
Image gallery for Host & Stay | Luna Cottage
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Host & Stay | Luna Cottage
Saltburn-by-the-Sea, England
14% off
Price is NZ$1,734
NZ$1,734
NZ$248 per night
includes taxes & fees
Image gallery for The Cottage Gillamoor York, with wood burner, wifi and good local pub
9.89.8 out of 10 rating
Exceptional
(10 reviews)
The Cottage Gillamoor York, with wood burner, wifi and good local pub
York
36% off
Price is NZ$2,203
NZ$2,203
NZ$315 per night
includes taxes & fees
Image gallery for Host & Stay | Retreat By The Sea
8.68.6 out of 10 rating
Excellent
(10 reviews)
Host & Stay | Retreat By The Sea
Redcar, England
14% off
Price is NZ$1,876
NZ$1,876
NZ$268 per night
includes taxes & fees
Image gallery for Host & Stay | Sunset View
8.88.8 out of 10 rating
Excellent
(6 reviews)
Host & Stay | Sunset View
Whitby, England
14% off
Price is NZ$2,779
NZ$2,779
NZ$397 per night
includes taxes & fees
Image gallery for Host & Stay | Park View Apartment
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Host & Stay | Park View Apartment
Whitby, England
14% off
Price is NZ$2,038
NZ$2,038
NZ$291 per night
includes taxes & fees
Image gallery for Easily accessible, single level, 3-bed cottage close to beach, shops & eateries!
9.29.2 out of 10 rating
Wonderful
(12 reviews)
Easily accessible, single level, 3-bed cottage close to beach, shops & eateries!
Saltburn-by-the-Sea, England
18% off
Price is NZ$2,030
NZ$2,030
NZ$290 per night
includes taxes & fees
Image gallery for Host & Stay | The Hampton at Prospect Hill Apartments
1010 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | The Hampton at Prospect Hill Apartments
Whitby, England
14% off
Price is NZ$2,614
NZ$2,614
NZ$373 per night
includes taxes & fees
Image gallery for Host & Stay | Burns Yard Apartment
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Host & Stay | Burns Yard Apartment
Whitby, England
14% off
Price is NZ$1,896
NZ$1,896
NZ$271 per night
includes taxes & fees
Image gallery for Host & Stay | Windsor Cottage
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Host & Stay | Windsor Cottage
Saltburn-by-the-Sea, England
14% off
Price is NZ$1,653
NZ$1,653
NZ$236 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Cleveland Way
Beautiful Cosy Cottage On The Cliff Top With Stunning Sea Views
Sleeps 2 · 1 bedroom
9.89.8 out of 10
Exceptionalexceptional
260 reviews(260 reviews)
Host & Stay | No 3 Sandside
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Beautiful Seaview Penthouse with Glass Balcony. Modern & sleeps 4 in comfy beds.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
150 reviews(150 reviews)
Cottage in the centre of Whitby - beautiful coastal and Abbey views
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
Charming, spacious cottage with stunning views of Staithes and the harbour
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
137 reviews(137 reviews)
STAG COTTAGE AT BROADINGS FARM, pet friendly, with a garden in Whitby
Sleeps 4 · 2 bedrooms · 2 bathrooms
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value