Holiday rentals near Cleveland Way
We found 2,098 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:26 Sept - 3 Oct
Image gallery for Host & Stay | Silton Hall
8.48.4 out of 10 rating
Very good
(6 reviews)
Host & Stay | Silton Hall
Thirsk, England
14% off
Price is AU$10,234
AU$10,234
AU$1,462 per night
includes taxes & fees
Image gallery for 6 Bed Farmhouse, Goathland, Whitby. Hot tub.
1010 out of 10 rating
Exceptional
(77 reviews)
6 Bed Farmhouse, Goathland, Whitby. Hot tub.
Goathland, ENG
31% off
Price is AU$6,611
AU$6,611
AU$944 per night
includes taxes & fees
Image gallery for Host & Stay | The Arches Country House
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Host & Stay | The Arches Country House
Saltburn-by-the-Sea, England
14% off
Price is AU$13,101
AU$13,101
AU$1,872 per night
includes taxes & fees
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
38% off
Price is AU$3,754
AU$3,754
AU$536 per night
includes taxes & fees
Image gallery for Host & Stay | Dunsley Chapel
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Host & Stay | Dunsley Chapel
Whitby, England
14% off
Price is AU$4,096
AU$4,096
AU$585 per night
includes taxes & fees
Image gallery for Cottage in idyllic setting, a short drive from Staithes
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Cottage in idyllic setting, a short drive from Staithes
Saltburn-by-the-Sea, England
14% off
Price is AU$2,056
AU$2,056
AU$294 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
(13 reviews)
Easily accessible, single level, 3-bed cottage close to beach, shops & eateries!
Saltburn-by-the-Sea, England
18% off
Price is AU$1,909
AU$1,909
AU$273 per night
includes taxes & fees
Image gallery for Beautiful and very spacious 4 bedroom detached cottage in picturesque village
9.89.8 out of 10 rating
Exceptional
(122 reviews)
Beautiful and very spacious 4 bedroom detached cottage in picturesque village
York, North Yorkshire
9% off
Price is AU$3,070
AU$3,070
AU$439 per night
includes taxes & fees
Image gallery for Family friendly holiday cottage in the beautiful North Yorkshire countryside.
9.69.6 out of 10 rating
Exceptional
(56 reviews)
Family friendly holiday cottage in the beautiful North Yorkshire countryside.
Middlesbrough, North Yorkshire
30% off
Price is AU$1,531
AU$1,531
AU$219 per night
includes taxes & fees
Image gallery for Host & Stay | Simba House
1010 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | Simba House
Saltburn-by-the-Sea, England
14% off
Price is AU$2,466
AU$2,466
AU$352 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
8% off
Price is AU$2,094
AU$2,094
AU$299 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
37% off
Price is AU$1,888
AU$1,888
AU$270 per night
includes taxes & fees
Image gallery for Host & Stay | Simon Howe Lodge
1010 out of 10 rating
Exceptional
(5 reviews)
Host & Stay | Simon Howe Lodge
Whitby, England
14% off
Price is AU$2,351
AU$2,351
AU$336 per night
includes taxes & fees
Image gallery for Luxury Romantic Cottage for two
1010 out of 10 rating
Exceptional
(61 reviews)
Luxury Romantic Cottage for two
Whitby, ENG
9% off
Price is AU$1,999
AU$1,999
AU$286 per night
includes taxes & fees
Image gallery for Host & Stay | Amber Shores
8.08.0 out of 10 rating
Very good
(5 reviews)
Host & Stay | Amber Shores
Saltburn-by-the-Sea, England
14% off
Price is AU$1,171
AU$1,171
AU$167 per night
includes taxes & fees
Image gallery for Stunning Country Cottage set within the North Yorks Moors National Park
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Stunning Country Cottage set within the North Yorks Moors National Park
Whitby, England
9% off
Price is AU$6,217
AU$6,217
AU$888 per night
includes taxes & fees
Image gallery for Host & Stay | Greengate Cottage
9.29.2 out of 10 rating
Wonderful
(25 reviews)
Host & Stay | Greengate Cottage
York, England
14% off
Price is AU$2,778
AU$2,778
AU$397 per night
includes taxes & fees
Image gallery for Host & Stay | Artsbank Apartment
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Host & Stay | Artsbank Apartment
Saltburn-by-the-Sea, England
14% off
Price is AU$1,358
AU$1,358
AU$194 per night
includes taxes & fees
Image gallery for Host & Stay | Gun Gutter House
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Host & Stay | Gun Gutter House
Saltburn-by-the-Sea, England
14% off
Price is AU$1,659
AU$1,659
AU$237 per night
includes taxes & fees
Image gallery for Host & Stay | Montrose View
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Host & Stay | Montrose View
Saltburn-by-the-Sea, England
14% off
Price is AU$1,686
AU$1,686
AU$241 per night
includes taxes & fees
Image gallery for Stunning Sandsend Property - 30 meters from the beach!
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Stunning Sandsend Property - 30 meters from the beach!
Whitby, England
5% off
Price is AU$3,810
AU$3,810
AU$544 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 AU$2,307
AU$2,307
AU$330 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 AU$1,370
AU$1,370
AU$196 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 AU$1,278
AU$1,278
AU$183 per night
includes taxes & fees
Find spaces that suit your style
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Villa
Chalet
Find the best place to stay - Cleveland Way
Showing deals for: 23 Sept - 26 Sept
Spectacular Waterfront Location with Balcony
Sleeps 3 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
The current price is AU$1,235
AU$1,235
for 3 nights, 1 cottage
AU$412 per night
includes taxes & fees
Host & Stay | No 3 Sandside
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is AU$1,605
AU$1,605
for 3 nights, 1 home
AU$535 per night
includes taxes & fees
There Is An Indoor Swimming Pool For The Use Of Visitors To The Site Only
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
165 reviews(165 reviews)
The current price is AU$631
AU$631
for 3 nights, 1 cottage
AU$210 per night
includes taxes & fees
Cottage in the centre of Whitby - beautiful coastal and Abbey views
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
119 reviews(119 reviews)
The current price is AU$690
AU$690
for 3 nights, 1 home
AU$230 per night
includes taxes & fees
Rainbow Cottage - A home from home in the heart of Whitby
Sleeps 5 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
121 reviews(121 reviews)
The current price is AU$975
AU$975
for 3 nights, 1 cottage
AU$325 per night
includes taxes & fees
Two double bedroom flat with fantastic roof terrace overlooking Swing Brid
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
147 reviews(147 reviews)
The current price is AU$996
AU$996
for 3 nights, 1 apartment
AU$332 per night
includes taxes & fees
Top rated rentals - Cleveland Way
5 star views in fabulous cottage
1010 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
Excellent
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
A beautiful cottage in a glorious location!
1010 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
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