Holiday rentals near Cleveland Way
We found 1,136 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Cleveland Way, take a look at holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a fireplace. What you'll find is 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:14 Nov - 21 Nov
Image gallery for No. 10 West End Osmotherley
9.69.6 out of 10 rating
Exceptional
(41 reviews)
No. 10 West End Osmotherley
Northallerton, ENG
9% off
Price is S$1,682
S$1,682
S$240 per night
includes taxes & fees
Image gallery for 🌾Luxury Barn Escape with Sauna & Cold Plunge | Sleeps 8 | Near York 🧖♀️🦙🌳
1010 out of 10 rating
Exceptional
(117 reviews)
🌾Luxury Barn Escape with Sauna & Cold Plunge | Sleeps 8 | Near York 🧖♀️🦙🌳
York, ENG
9% off
Price is S$5,093
S$5,093
S$728 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
18% off
Price is S$1,948
S$1,948
S$278 per night
includes taxes & fees
Image gallery for Meadows Edge Cottage, Dog/Cat Friendly with fishing on site
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Meadows Edge Cottage, Dog/Cat Friendly with fishing on site
Pickering, England
5% off
Price is S$2,280
S$2,280
S$326 per night
includes taxes & fees
Image gallery for Converted Barn On Edge Of Village Setting
1010 out of 10 rating
Exceptional
(8 reviews)
Converted Barn On Edge Of Village Setting
York, ENG
9% off
Price is S$1,148
S$1,148
S$164 per night
includes taxes & fees
Image gallery for ***COSY COTTAGE, with shared, seasonal pool, 4 mile walk along the river to York
1010 out of 10 rating
Exceptional
(11 reviews)
***COSY COTTAGE, with shared, seasonal pool, 4 mile walk along the river to York
York, England
18% off
Price is S$1,722
S$1,722
S$246 per night
includes taxes & fees
Image gallery for Very spacious comfortable cottage near York in beautiful peaceful countryside
1010 out of 10 rating
Exceptional
(54 reviews)
Very spacious comfortable cottage near York in beautiful peaceful countryside
York, England
13% off
Price is S$1,337
S$1,337
S$191 per night
includes taxes & fees
Image gallery for Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
York, ENG
9% off
Price is S$6,744
S$6,744
S$963 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
(19 reviews)
Stunning Country Cottage set within the North Yorks Moors National Park
Whitby, England
9% off
Price is S$5,138
S$5,138
S$734 per night
includes taxes & fees
Image gallery for Well appointed, rural village getaway, close to Malton, York and the East Coast
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Well appointed, rural village getaway, close to Malton, York and the East Coast
York, England
9% off
Price is S$1,571
S$1,571
S$224 per night
includes taxes & fees
Image gallery for SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool
1010 out of 10 rating
Exceptional
(21 reviews)
SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool
York, England
19% off
Price is S$4,386
S$4,386
S$627 per night
includes taxes & fees
Image gallery for 2 bedroomed Cottage. Pet Friendly
9.89.8 out of 10 rating
Exceptional
(35 reviews)
2 bedroomed Cottage. Pet Friendly
York
8% off
Price is S$1,248
S$1,248
S$178 per night
includes taxes & fees
Image gallery for 4 Bedroom accommodation in Burythorpe near Malton, rural with lovely views.
1010 out of 10 rating
Exceptional
(29 reviews)
4 Bedroom accommodation in Burythorpe near Malton, rural with lovely views.
Malton, England
38% off
Price is S$1,810
S$1,810
S$259 per night
includes taxes & fees
Image gallery for Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
9.89.8 out of 10 rating
Exceptional
(76 reviews)
Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area
Malton
17% off
Price is S$992
S$992
S$142 per night
includes taxes & fees
Image gallery for The Edge. Modern loft apartment in Yorkshire market town.
1010 out of 10 rating
Exceptional
(42 reviews)
The Edge. Modern loft apartment in Yorkshire market town.
York, North Yorkshire
23% off
Price is S$1,113
S$1,113
S$159 per night
includes taxes & fees
Image gallery for Your unique front-row view of North Yorkshire Moors steam trains. Coast 20 Mins
9.89.8 out of 10 rating
Exceptional
(45 reviews)
Your unique front-row view of North Yorkshire Moors steam trains. Coast 20 Mins
Pickering, ENG
36% off
Price is S$981
S$981
S$140 per night
includes taxes & fees
Image gallery for The Cottage Gillamoor York, with wood burner, wifi and good local pub
1010 out of 10 rating
Exceptional
(11 reviews)
The Cottage Gillamoor York, with wood burner, wifi and good local pub
York
39% off
Price is S$825
S$825
S$118 per night
includes taxes & fees
Image gallery for Spacious period property on historic, private estate with seasonal, outdoor pool
1010 out of 10 rating
Exceptional
(52 reviews)
Spacious period property on historic, private estate with seasonal, outdoor pool
York, England
23% off
Price is S$5,060
S$5,060
S$723 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 S$1,963
S$1,963
S$280 per night
includes taxes & fees
Image gallery for 2: Curlew - Barn Conversion Peaceful Location
1010 out of 10 rating
Exceptional
(34 reviews)
2: Curlew - Barn Conversion Peaceful Location
Goathland
35% off
Price is S$1,177
S$1,177
S$168 per night
includes taxes & fees
Image gallery for Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner
1010 out of 10 rating
Exceptional
(165 reviews)
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner
Malton, ENG
13% off
Price is S$1,126
S$1,126
S$161 per night
includes taxes & fees
Image gallery for Contemporary Barn conversion set on the edge of The Howardian Hills
1010 out of 10 rating
Exceptional
(108 reviews)
Contemporary Barn conversion set on the edge of The Howardian Hills
Malton, England
28% off
Price is S$742
S$742
S$106 per night
includes taxes & fees
Image gallery for Luxury retreat for 2 couples/ family in spectacular location in North York Moors
1010 out of 10 rating
Exceptional
(39 reviews)
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Whitby, England
30% off
Price is S$1,367
S$1,367
S$195 per night
includes taxes & fees
Image gallery for 2 bedroom accommodation in Burythorpe near Malton with lovely countryside views.
1010 out of 10 rating
Exceptional
(34 reviews)
2 bedroom accommodation in Burythorpe near Malton with lovely countryside views.
Malton, North Yorkshire
38% off
Price is S$1,007
S$1,007
S$144 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Cleveland Way
Cosy and comfortable cottage, pet friendly, woodburning stove, near village pub
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Sleeps 6 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
No. 10 West End Osmotherley
Sleeps 5 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
A pretty detached bungalow with climbing roses central for north yorkshire
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
🌾Luxury Barn Escape with Sauna & Cold Plunge | Sleeps 8 | Near York 🧖♀️🦙🌳
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
117 reviews(117 reviews)
Host & Stay | Silton Hall
Sleeps 14 · 7 bedrooms · 4 bathrooms
8.48.4 out of 10
Very goodvery good
6 reviews(6 reviews)
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All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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