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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Helmsley cottages

Exterior

1. 29 Bondgate

29 Bondgate
3.5 star property
York
The price is AED 2,069
AED 2,483 total
includes taxes & fees
26 Aug - 27 Aug
29 Bondgate
Property grounds

2. Cliff House

Cliff House
3.5 star property
York
The price is AED 2,117
AED 2,540 total
includes taxes & fees
23 Aug - 24 Aug
Cliff House
Cottage | Exterior

3. Walnut Cottage

Walnut Cottage
2.5 star property
York
The price is AED 1,346
AED 1,615 total
includes taxes & fees
18 Aug - 19 Aug
Walnut Cottage
Exterior

4. Keldholme Cottage 1 - UK10992

Keldholme Cottage 1 - UK10992
Keldholme, near Kirkbymoorside
9.8 out of 10, Exceptional, (10 reviews)
"Excellent for get away from it all beautiful countryside and walks."
United States
John Kelly
The price is AED 1,301
AED 1,301 total
includes taxes & fees
31 Aug - 1 Sep
Keldholme Cottage 1 - UK10992
Exterior

5. Between Coast & Moors • Pickering 2BR • Sleeps 4

Between Coast & Moors • Pickering 2BR • Sleeps 4
Pickering
8.0 out of 10, Very Good, (5 reviews)
"We were so pleased with this cottage. It was clean, modern and very well equipped. Would certainly recommend it to my friends. "
United Kingdom
Brenda
The price is AED 843
AED 1,128 total
includes taxes & fees
8 Aug - 9 Aug
Between Coast & Moors • Pickering 2BR • Sleeps 4
Exterior

6. The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave

The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
High Leven
8.0 out of 10, Very Good, (14 reviews)
"Angie is a lovely warm welcoming lady , nothing was a bother , only staid one night as was having a meal in the Fox Covert next door which is really great place , The cottage was a propped cottage feel , and could sleep upto 6 but was only the two of us , proper kitchen and shower n toilet was compact but everything you needed , lovely place to stay and will be back , also location is good for all local amenities and local attractions, Thank you "
United States
Martin B.
The price is AED 371
AED 450 total
includes taxes & fees
6 Sep - 7 Sep
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
Exterior

7. 1 bedroom accommodation in Slingsby, near Malton

1 bedroom accommodation in Slingsby, near Malton
Slingsby, near Malton
10.0 out of 10, Exceptional, (9 reviews)
"Fantastic cosy cottage well equipped and lovely welcome pack provided.Stayed at a few cottages in Slingsby and this one is by far the best.Lovely quaint village with amazing pub only 100 meters away.Highly recommended and I will surely return again soon"
United States
Jonathan Stewart
The price is AED 2,011
AED 2,011 total
includes taxes & fees
26 Aug - 27 Aug
1 bedroom accommodation in Slingsby, near Malton
Exterior

8. Ryedale Country Lodges - A Cozy Escape

Ryedale Country Lodges - A Cozy Escape
York
The price is AED 2,345
AED 2,345 total
includes taxes & fees
28 Aug - 29 Aug
Ryedale Country Lodges - A Cozy Escape
Exterior

9. Willow Cottage 4 bedroom Cosy stopover, dogs welcome

Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Thornton-le-Beans
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate and cosy home. Quiet village, friendly pub, ideal jumping-off point for exploring the area."
United Kingdom
James C.
The price is AED 1,023
AED 1,166 total
includes taxes & fees
3 Sep - 4 Sep
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Exterior

10. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
The price is AED 356
AED 435 total
includes taxes & fees
17 Aug - 18 Aug
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
Exterior

11. Heather Cottage - a beautiful cosy cottage

Heather Cottage - a beautiful cosy cottage
Snainton
The price is AED 627
AED 800 total
includes taxes & fees
10 Aug - 11 Aug
Heather Cottage - a beautiful cosy cottage
Exterior

12. Little Pythorn - UK45253

Little Pythorn - UK45253
Westerdale, near Castleton
9.8 out of 10, Exceptional, (6 reviews)
"A wonderful stay in a beautiful cottage. A really good relaxing break. Some excellent places to eat but remember you’re in the North YorkshireMoors. Lots of lovely walks around and places to visit.We will be back!"
United States
Kath W.
The price is AED 1,354
AED 1,354 total
includes taxes & fees
3 Sep - 4 Sep
Little Pythorn - UK45253
Exterior

13. Lilac Cottage

Lilac Cottage
3.0 star property
York
10.0 out of 10, Exceptional, (1 review)
"Lovely cottage in a quiet village."
United States
Kevin
The price is AED 1,197
AED 1,436 total
includes taxes & fees
13 Aug - 14 Aug
Lilac Cottage
Exterior

14. Keldholme Cottages 2 - UK11488

Keldholme Cottages 2 - UK11488
Keldholme, near Kirkbymoorside
10.0 out of 10, Exceptional, (9 reviews)
"Lovely and cosy cottage. Ideal for holiday stay. We thoroughly enjoyed our stay there."
United States
Kevin Jones
The price is AED 1,546
AED 1,546 total
includes taxes & fees
6 Sep - 7 Sep
Keldholme Cottages 2 - UK11488
Exterior

15. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
9.2 out of 10, Wonderful, (12 reviews)
"The location and the fact that it included parking were great. The cottage was warm, comfortable and well thought out."
United States
Peter J.
The price is AED 1,546
AED 1,546 total
includes taxes & fees
3 Sep - 4 Sep
2 bedroom accommodation in Pickering
Exterior

16. The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite

The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
High Leven
7.8 out of 10, Good, (8 reviews)
"Quirky. Most comfortable bed we've ever slept in."
United Kingdom
Leigh
The price is AED 916
AED 1,035 total
includes taxes & fees
10 Aug - 11 Aug
The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
Exterior

17. The Hideaway - Quiet cottage, a short walk from the historic centre of York.

The Hideaway - Quiet cottage, a short walk from the historic centre of York.
Layerthorpe
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay! 15 to 20 min easy walk into York. Cozy accommodation with all the mod cons you might need. Great hosts, would highly recommend!"
Canada
Errin L.
The price is AED 791
AED 1,014 total
includes taxes & fees
30 Aug - 31 Aug
The Hideaway - Quiet cottage, a short walk from the historic centre of York.
Property grounds

18. Lovebird Lodge - UK51939

Lovebird Lodge - UK51939
Yarm
The price is AED 1,502
AED 1,502 total
includes taxes & fees
7 Sep - 8 Sep
Lovebird Lodge - UK51939
Property grounds

19. Kingfisher Lodge - UK51933

Kingfisher Lodge - UK51933
Yarm
The price is AED 1,502
AED 1,502 total
includes taxes & fees
17 Aug - 18 Aug
Kingfisher Lodge - UK51933
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

Moxy York

Moxy York

10/10 Excellent
"Great hotel, well located and we had a lovely stay there."
Amanda 4-night trip
Posted 11 hours ago
Moxy York

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