<span>Helmsley Holiday Cottages</span>

Helmsley Holiday Cottages

Now driving your route . . .

We can't find your location. Please try again

± {{flex}} days

We have a dedicated site for pet friendly holidays. Take me to Dog Friendly Cottages >

See all deals for this weekend

Helmsley Holiday Cottages

A welcoming base for exploring the local area, Helmsley is the only market town you'll find in the glorious North York Moors National Park. Anyone who enjoys fine food, cycling, walking, riding or birdwatching will have plenty to do here. Keen twitchers can visit the National Centre for Birds of Prey, and heritage lovers can admire the centuries of history at Helmsley Castle. Other attractions include the Helmsley Arts Centre and the Helmsley Walled Garden. The town has its own brewery, and its shops and eateries have won awards.

At Last Minute Cottages, we're thrilled to offer thousands of inviting properties throughout the UK to suit a wide range of tastes and budgets. Whether you're a group, a couple, or even travelling solo, we have last-minute cottages in Helmsley for your perfect break. From tranquil rustic getaways with log fires to modern barn conversions with a swimming pool or hot tub, you'll discover plenty of tempting cottages on our site.

In addition, when you book through us, you also have access to our local expertise with tips on what to do and see. We also have great deals, discounts, and our best price guarantee to ensure that your holiday in Helmsley is superb from start to finish to create treasured memories.

Best locations for late availability deals nearby

Whether you want to be close to cafes or walking trails, you’ll be spoilt for choice here. We also have delightful cottages in these nearby locations.

Read more > less >

Helmsley Cottages

  • Last Minute Cottages - Woodpecker Cottage

North Yorkshire

Woodpecker Cottage

Ref: S10944

Reviews 17

1
2
Retaining many charming original features such as wooden beams, this property displays a pleasant mix of contemporary and traditional features. In a fantastic location within the North York Moors National Park, Woodpecker Cottage offers...

From

£80

per night
View

  • Last Minute Cottages - Stable Cottage

North Yorkshire

Stable Cottage

Ref: S3839

Reviews 67

1
2
The town of Thirsk is the gateway to the Yorkshire Dales National Park to the west and the North York Moors National Park to the east. The town offers a quaint market place, Georgian buildings, a Norman church, shops, pubs, restaurants, a cinema,...

From

£57

per night
View

  • Last Minute Cottages - Kitchen Cottage

North Yorkshire

Kitchen Cottage

Ref: S104308

Reviews 42

1
2
The town of Thirsk is the gateway to the Yorkshire Dales National Park to the west and the North York Moors National Park to the east. The town offers a quaint market place, Georgian buildings, a Norman church, shops, pubs, restaurants, a cinema,...

From

£51

per night
View

  • Last Minute Cottages - Cartwheel Cottage

York

Cartwheel Cottage

Ref: S223815

Reviews 19

1
2
Yearsley is a delightful small village resting in North Yorkshire, in the heart of the Howardian Hills AONB. Yearlsey is near to the village of Ampleforth where you can find the nearest amenities including a village shop and a pub, with more pubs...

From

£56

per night
View

1
  • Last Minute Cottages - Stable Cottage

York

Stable Cottage

Ref: S4108

Reviews 39

1
2
Set amidst the beautiful countryside of the Howardian Hills, the pretty North Yorkshire village of Hovingham is located in an Area of Outstanding Natural Beauty. The village itself is incredibly picturesque, with a beck running down the high...

From

£57

per night
View

1
  • Last Minute Cottages - Chestnut Cottage

North Yorkshire

Chestnut Cottage

Ref: S105041

Reviews 23

1
2
Kirkbymoorside is on the edge of the North York Moors National Park, between Helmsley and Pickering. There are shops, tea rooms, pubs and restaurants as well as antique shops and a weekly market The walking and scenery of the National Park are...

From

£54

per night
View

  • Last Minute Cottages - Cow Byre Cottage

North Yorkshire

Cow Byre Cottage

Ref: S3105

Reviews 46

1
2
The village of Wrelton boasts a fascinating past. After the last Ice Age, when this entire area was submerged by floodwater, and the village was a simple settlement clinging to the edge of the lake of Pickering. Much later, during the Roman...

From

£48

per night
View

2
  • Last Minute Cottages - Peg's Cottage

North Yorkshire

Peg's Cottage

Ref: S9685

Reviews 47

1
2
On the southern edge of the North York Moors National Park is the prestigious market town of Helmsley. Lying in a sheltered corner of Upper Ryedale, this lovely settlement boasts a spacious market square surrounded by houses, hotels and shops as...

From

£63

per night
View

1
  • Last Minute Cottages - Rose Cottage

North Yorkshire

Rose Cottage

Ref: S105755

Reviews 18

1
2
The attractive old market town of Kirkbymoorside lies on the edge of the North York Moors National Park, in between the towns of Helmsley and Pickering. It is a charming place, full of Yorkshire character, and is the centre for the local farms and...

From

£57

per night
View

2
  • Last Minute Cottages - Cottage in North Yorkshire

York

Cottage in North Yorkshire

Ref: S810172

2
2
Nawton, hidden within North Yorkshire, is a perfect destination surrounded by some of the best villages and places Yorkshire has to offer. Charming villages like Helmsley (under 3 miles), and Kirkbymoorside (3.5 miles) offer countryside vibes. You...

From

£90

per night
View

1
  • Last Minute Cottages - Foxglove Cottage

York

Foxglove Cottage

Ref: S376926

Reviews 6

1
2
Beadlam is a lovely village situated in the Ryedale district of North Yorkshire, resting on the edge of the North York Moors National Park, home to a farm shop and tea room, a local pub and a fish and chip shop. Helmsley market town is nearby...

From

£97

per night
View

  • Last Minute Cottages - Applewood Cottage

York

Applewood Cottage

Ref: S371522

Reviews 23

1
2
Helmsley is a market town resting on the southern edge of the North York Moors National Park in the corner of Upper Ryedale. The town holds a wealth of history in its own 12th century castle and is within easy reach of the English Heritage...

From

£96

per night
View

  • Last Minute Cottages - Rye Cottage

York

Rye Cottage

Ref: S483779

Reviews 18

2
4
Kirkbymoorside is a charming historic market town on the edge of the North York Moors National Park, halfway between Helmsley and Pickering. It's a quaint town with a lot of Yorkshire charm, and it serves as the hub for the surrounding farms and...

From

£72

per night
View

1
  • Last Minute Cottages - The Barn

York

The Barn

Ref: S842159

2
4
Stillington is a very pretty, small rural village lying half way between York and Helmsley. The village has a Post Office/shop, several high-quality pubs, Indian restaurant, fish and chip shop, hairdressers, sports and social club and antiques...

From

£109

per night
View

  • Last Minute Cottages - Cygnet Cottage

North Yorkshire

Cygnet Cottage

Ref: S479622

Reviews 10

3
6
Bright and fresh, three bedroom quality modern property, sleeping six, in a gated courtyard, in the heart of the historic market town of Helmsley * Size: Sleeps 6, 3 bedrooms* Nearest pub: Less than 0.2 miles.* Nearest amenities: Less than 0.2...

From

£147

per night
View

  • Last Minute Cottages - Cottage in North Yorkshire

York

Cottage in North Yorkshire

Ref: S535037

3
6
Newly renovated in 2022, this detached barn is in a secluded location within the countryside. It is a charming place, full of Yorkshire character and in a wonderful destination to explore with families and friends. The location of the property...

From

£453

per night
View

  • Last Minute Cottages - School House Cottage

York

School House Cottage

Ref: S266693

Reviews 23

1
2
Ampleforth is a beautiful village on the fringes of the North York Moors National Park. Offering a traditional aura with its quaint buildings, a selection of two public houses and a fish and chip shop, it makes a rather tranquil base from which to...

From

£86

per night
View

2
  • Last Minute Cottages - Coral Cottage, Castle Howard, Coneysthorpe

York

Coral Cottage, Castle Howard, Coneysthorpe

Ref: S175608

Reviews 12

3
6
The delightful village of Coneysthorpe on the Castle Howard Estate sits at the heart of the Howardian Hills, a designated Area of Outstanding Natural Beauty. Perfectly placed in rural North Yorkshire; the North York Moors National Park, Yorkshire...

From

£211

per night
View

2
  • Last Minute Cottages - Lime Kiln Farmhouse, Castle Howard, Coneysthorpe

North Yorkshire

Lime Kiln Farmhouse, Castle Howard, Coneysthorpe

Ref: S98635

Reviews 17

3
6
This pretty stone built 18th century farmhouse with views of Castle Howard is situated in the attractive rural Castle Howard estate village of Coneysthorpe with easy access onto the Centenary Way. Furnished and decorated by the late Lady Susan...

From

£211

per night
View
LateRooms.com

  • Last Minute Cottages - Highfield Barn

North Yorkshire

Highfield Barn

Ref: S713117

1
2

From

£71

per night
View
LateRooms.com

3
  • Last Minute Cottages - Highfield Barn

North Yorkshire

Highfield Barn

Ref: S701992

1
2

From

£75

per night
View
LateRooms.com

  • Last Minute Cottages - Hobbits

North Yorkshire

Hobbits

Ref: S625883

1
2

From

£80

per night
View
LateRooms.com

3
  • Last Minute Cottages - Rievaulx

North Yorkshire

Rievaulx

Ref: S702006

1
2

From

£64

per night
View
LateRooms.com

3
  • Last Minute Cottages - The Roost - UK12854

North Yorkshire

The Roost - UK12854

Ref: S720252

1
2

From

£79

per night
View
Showing 1 - 24 of 128 properties

Best price guarantee

No one can beat our prices.

Best price guarantee

We partner with the largest cottage providers to offer you over 100,000 properties on one website. Our cottages are professionally managed by these partners and payments are taken by them, but rest assured, by booking via The Snaptrip Family you'll pay the lowest possible price for your trip.

We never charge you more than you would pay booking directly on the partner's site and if you become a Last Minute Cottages member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@lastminute-cottages.co.uk and we'll refund you the difference.

Biggest range of last-minute accommodation

We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

View properties

We get you the lowest price

We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

Become a member

A marketplace you can trust

We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

Start your journey

Become a Last Minute Cottages member for free and enjoy exclusive pricing, deals and last-minute discounts on thousands of properties.

Login to see

  • Discounts exclusive to members
  • Save & share your favourite properties
  • See your previously viewed properties

Sign up to see

Login to see

  • Discounts exclusive to members
  • Save & share your favourite properties
  • See your previously viewed properties

Did you mean {{ suggestedEmail }}?

or

Already a member login here

Not a member?

By entering my email address, I agree to Last Minute Cottage's Terms of Service, Privacy Policy and to receive email updates, news, & offers from Last Minute Cottages.

Thank you for joining, member discounts are now available.

Your browser is out of date and we can't guarantee a consistent experience when using our site. Please consider updating or switching. More info on browser support