
Photo by Darren Haddock (CC BY-SA)
Holiday rentals near Helmsley Castle
We found 1,122 holiday rentals — enter your dates for availability
If you'd like to stay close to Helmsley Castle, scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the amenities that you expect and more, which might include a pool and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Helmsley Castle
Showing deals for:7 Nov - 14 Nov
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 £4,955
£4,955
£708 per night
includes taxes & fees
Image gallery for Boutique luxury countryside cottage with hot tub, log burner, 4 poster & firepit

1010 out of 10 rating
Exceptional
(10 reviews)
Boutique luxury countryside cottage with hot tub, log burner, 4 poster & firepit
York, England
23% off
Price is £1,195
£1,195
£171 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
17% off
Price is £1,160
£1,160
£166 per night
includes taxes & fees
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 £1,013
£1,013
£145 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 £791
£791
£113 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 £1,033
£1,033
£148 per night
includes taxes & fees
Image gallery for Luxurious, comfortable converted barn in North Yorkshire near York and Malton

1010 out of 10 rating
Exceptional
(9 reviews)
Luxurious, comfortable converted barn in North Yorkshire near York and Malton
York, England
5% off
Price is £856
£856
£122 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 £3,127
£3,127
£447 per night
includes taxes & fees
Image gallery for Lock Cottage, 3 bed cottage (sleeps 6) in Lockton nr Pickering

1010 out of 10 rating
Exceptional
(13 reviews)
Lock Cottage, 3 bed cottage (sleeps 6) in Lockton nr Pickering
Pickering, England
32% off
Price is £606
£606
£87 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 £1,357
£1,357
£194 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
18% off
Price is £2,639
£2,639
£377 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 £941
£941
£134 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
37% off
Price is £1,089
£1,089
£156 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
35% off
Price is £579
£579
£83 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
16% off
Price is £587
£587
£84 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
36% off
Price is £505
£505
£72 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 £1,139
£1,139
£163 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
34% off
Price is £709
£709
£101 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 £676
£676
£97 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 £433
£433
£62 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
22% off
Price is £3,076
£3,076
£439 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
(38 reviews)
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Whitby, England
28% off
Price is £824
£824
£118 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
37% off
Price is £535
£535
£76 per night
includes taxes & fees
Image gallery for Lovely self-contained hillside village Annexe, dog friendly.

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Lovely self-contained hillside village Annexe, dog friendly.
York, ENG
17% off
Price is £601
£601
£86 per night
includes taxes & fees
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Find the best place to stay - Helmsley Castle
THE OLD POST OFFICE, family friendly, with open fire in Ampleforth
Sleeps 10 · 7 bedrooms · 4 bathrooms
Top rated rentals - Helmsley Castle
Simply superb
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Comfortable and in a good location
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Shepherds hut
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Perfect
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Helmsley Trip
1010 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
Lovely cottage
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Home from home
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Really a nice stay
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
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- All the privacy of homeEnjoy full kitchens, pools, gardens and more
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