A medieval castle surrounded by a lush green landscape and a small village in the background.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Helmsley cottages

A stone house with a tiled roof, a front porch, and a small garden.

1. Ivy Cottage

Ivy Cottage
4.0 star property
York
The price is AU$787
includes taxes & fees
21 Oct - 22 Oct
Ivy Cottage
A stone building with a gabled roof, a green door, and a window with white shutters.

2. 29 Bondgate

29 Bondgate
3.5 star property
York
The price is AU$951
includes taxes & fees
21 Oct - 22 Oct
29 Bondgate
A stone house with a red-tiled roof, a blue door, and a narrow stone pathway leading to the entrance.

3. Cliff House

Cliff House
3.5 star property
York
The price is AU$974
includes taxes & fees
5 Nov - 6 Nov
Cliff House
A two-story stone house with a red-tiled roof, a wooden fence, and a paved driveway.

4. Lilac Cottage

Lilac Cottage
3.0 star property
York
9.0 out of 10, Wonderful, (2 reviews)
"Lovely cottage in a quiet village."
United States
Kevin
The price is AU$675
includes taxes & fees
14 Oct - 15 Oct
Lilac Cottage
A traditional thatched-roof cottage with a green door, white walls, and a small garden with pink flowers.

5. Holly Cottage

Holly Cottage
3.0 star property
York
The price is AU$1,272
includes taxes & fees
2 Nov - 3 Nov
Holly Cottage
A backyard with a wooden fence, a brick wall, and a grassy lawn.

6. Temple Hill View

Temple Hill View
3.0 star property
York
10.0 out of 10, Exceptional, (1 review)
"The house was lovely, spacious, clean and well stocked with anything you might need. It is in a tranquil village and has plentiful off-road parking. The garden has an excellent view and is so peaceful to sit in. There is a park 2 minutes down the lane, a football field, and if you continue down the lane, there is a pond and a lovely walk around it. It was perfectly located between all the walking areas I wanted to see and complete. When we arrived there was bread, milk and some treats waiting...
United Kingdom
Jade
The price is AU$1,181
includes taxes & fees
14 Oct - 15 Oct
Temple Hill View
A two-story stone house with a brick facade, surrounded by a garden with various plants and flowers.

7. Auburn House

Auburn House
3.5 star property
York
10.0 out of 10, Exceptional, (2 reviews)
"Lovely house with great facilities- has everything we could have needed to enjoy our stay. Quiet area but easy access to North Yorks Moors and other local attractions. "
United Kingdom
Stephen
The price is AU$1,253
includes taxes & fees
8 Nov - 9 Nov
Auburn House
A two-story house with a front door, two windows on the ground floor, and a chimney on the roof.

8. Crumble's Cottage

Crumble's Cottage
3.0 star property
York
The price is AU$708
includes taxes & fees
24 Oct - 25 Oct
Crumble's Cottage
A brick building with a staircase, a door, and a window.

9. Croft Granary

Croft Granary
2.0 star property
York
10.0 out of 10, Exceptional, (5 reviews)
"We had a really good stay. The cottage is beautiful and equipped with absolutely everything you could ever need. Our son really enjoyed the garden, in particular the Wendy House which was also kitted out with toys, which was a lovely bonus. The village is peaceful but perfect for a nice walk. We would thoroughly recommend the property and would stay again. "
United Kingdom
Leslie
The price is AU$609
includes taxes & fees
31 Oct - 1 Nov
Croft Granary
A stone house with a glass conservatory, surrounded by snow.

10. The Granary

The Granary
3.5 star property
York
10.0 out of 10, Exceptional, (1 review)
"Great relaxing stay, lovely house and lovely quiet area."
United Kingdom
Steven
The price is AU$665
includes taxes & fees
4 Nov - 5 Nov
The Granary
A stone house with a tiled roof, a green door, and potted plants in front.

11. Owl's Nest

Owl's Nest
3.5 star property
York
10.0 out of 10, Exceptional, (1 review)
The price is AU$777
includes taxes & fees
8 Nov - 9 Nov
Owl's Nest
A stone building with a red-tiled roof, a central entrance, and a small outdoor seating area.

12. Brewers Cottage

Brewers Cottage
3.0 star property
Pickering
10.0 out of 10, Exceptional, (1 review)
"Great location for what we needed. New inn hotel on doorstep book early dinners to ensure all menu available, very popular for meals. Cottage homely, clean and had all amenities."
United Kingdom
Jackie
The price is AU$622
includes taxes & fees
24 Oct - 25 Oct
Brewers Cottage
A compact kitchen with grey cabinets, a wooden dining table set for four, and a blue sofa with cushions.

13. The Hayloft

The Hayloft
2.5 star property
York
10.0 out of 10, Exceptional, (1 review)
The price is AU$887
includes taxes & fees
19 Oct - 20 Oct
The Hayloft
A stone building with a red-tiled roof and a solar panel array.

14. Calf House

Calf House
3.5 star property
Thirsk
The price is AU$688
includes taxes & fees
7 Nov - 8 Nov
Calf House
Exterior

15. The Cosy Caravan

The Cosy Caravan
3.0 star property
Thirsk
10.0 out of 10, Exceptional, (1 review)
"lovely caravan had everything you could need and more!! the welcome hamper was lovely after a long drive from kent. lovely location. will definitely be back"
United Kingdom
Bethany
The price is AU$648
includes taxes & fees
30 Oct - 31 Oct
The Cosy Caravan
A hot tub in a wooden cabin with a view of the countryside.

16. Ghyll Crest

Ghyll Crest
3.0 star property
Thirsk
The price is AU$3,814
includes taxes & fees
1 Nov - 2 Nov
Ghyll Crest
A traditional brick cottage with a white door, a sign reading "Spring Cottage," and a small garden with potted plants and a metal chair.

17. Spring Cottage

Spring Cottage
3.0 star property
York
The price is AU$980
includes taxes & fees
14 Oct - 15 Oct
Spring Cottage
A modern, curved, dark-colored building with a door and windows, surrounded by a gravel driveway and a grassy lawn.

18. Bumblebee Glamping Pod

Bumblebee Glamping Pod
2.0 star property
Malton
The price is AU$613
includes taxes & fees
14 Oct - 15 Oct
Bumblebee Glamping Pod
A stone house with a tiled roof, a patio with a table and chairs, and a stack of firewood.

19. The Byre

The Byre
3.0 star property
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"I had a wonderful 5-day stay at Byre Cottage in North Yorkshire. The cottage is beautiful, cosy, and full of character, with a lovely fireplace that made the evenings especially relaxing and warm. The location is absolutely stunning, set between peaceful farmland and rolling hills, surrounded by nature and wildlife. Waking up to the fresh countryside air and quiet views each morning was truly refreshing. It’s the perfect place to relax, unwind, and enjoy the beauty of the Yorkshire countryside"
United Kingdom
Edyta
The price is AU$524
includes taxes & fees
25 Oct - 26 Oct
The Byre
A modern building with a stone facade, large windows, and a brick entrance.

20. The Cabin

The Cabin
3.0 star property
Malton
The price is AU$727
includes taxes & fees
20 Oct - 21 Oct
The Cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Helmsley Hotel Reviews

Burn Hall Hotel

Burn Hall Hotel

10/10 Excellent
"Had an amazing stay weather really good hotel was lovely the only thing is we would have liked some drawers there is not sufficient storage stay otherwise everything else was good"
Peter 3-night trip
Posted 3 hours ago
Burn Hall Hotel

Find out more about Helmsley

Helmsley Cottages information

Number of reviews
9
Accommodation
1670 Cottages
Lowest Price
AU$524
Highest Price
AU$3,814