Our top choices for Helmsley cottages

2. HELMSLEY COTTAGE - sleeps 6 guests in 3 bedrooms
HELMSLEY COTTAGE - sleeps 6 guests in 3 bedroomsHELMSLEY
$667 nightly
The price is $667
Nov 25 - Nov 26
Total with taxes and fees

3. Eighteen Pottergate - Beautiful cottage with garden central location
Eighteen Pottergate - Beautiful cottage with garden central locationHELMSLEY
$872 nightly
The price is $872
Nov 18 - Nov 19
Total with taxes and fees

4. Hyland Cottage - sleeps 6 guests in 3 bedrooms
Hyland Cottage - sleeps 6 guests in 3 bedroomsHelmsley
$1,451 nightly
The price is $1,451
Nov 18 - Nov 19
Total with taxes and fees

5. 29 Bondgate
29 BondgateYork
$613 nightly
The price is $736
Nov 18 - Nov 19
Total with taxes and fees

6. Cliff House
Cliff HouseYork
$628 nightly
The price is $754
Nov 18 - Nov 19
Total with taxes and fees

7. Holly Cottage
Holly CottageYork
$820 nightly
The price is $984
Nov 13 - Nov 14
Total with taxes and fees

8. Keldholme Cottages 2 - UK11488
Keldholme Cottages 2 - UK11488Keldholme, near Kirkbymoorside
10.0 out of 10, Exceptional, (9 reviews)
$324 nightly
The price is $324
Dec 8 - Dec 9
Total with taxes and fees

9. 1 bedroom accommodation in Slingsby, near Malton
1 bedroom accommodation in Slingsby, near MaltonSlingsby, near Malton
10.0 out of 10, Exceptional, (9 reviews)
$463 nightly
The price is $463
Nov 13 - Nov 14
Total with taxes and fees

10. Keldholme Cottage 1 - UK10992
Keldholme Cottage 1 - UK10992Keldholme, near Kirkbymoorside
9.8 out of 10, Exceptional, (10 reviews)
$271 nightly
The price is $271
Nov 18 - Nov 19
Total with taxes and fees

11. Heather Cottage - a beautiful cosy cottage
Heather Cottage - a beautiful cosy cottageSnainton
9.0 out of 10, Wonderful, (2 reviews)
$132 nightly
The price is $132
Nov 11 - Nov 12
Total with taxes and fees

12. Hungate Garden Cottage
Hungate Garden CottagePickering
10.0 out of 10, Exceptional, (7 reviews)
$1,263 nightly
The price is $1,263
Nov 26 - Nov 27
Total with taxes and fees

13. 2 bedroom accommodation in Pickering
2 bedroom accommodation in PickeringPickering
10.0 out of 10, Exceptional, (4 reviews)
$463 nightly
The price is $463
Nov 23 - Nov 24
Total with taxes and fees

14. 4 bedroom accommodation in Pickering
4 bedroom accommodation in PickeringPickering
10.0 out of 10, Exceptional, (6 reviews)
$824 nightly
The price is $824
Nov 26 - Nov 27
Total with taxes and fees

15. 2 bedroom accommodation in Pickering
2 bedroom accommodation in PickeringPickering
9.2 out of 10, Wonderful, (12 reviews)
$298 nightly
The price is $298
Dec 10 - Dec 11
Total with taxes and fees

16. Stoney Nook Cottage
Stoney Nook CottageGuisborough
9.2 out of 10, Wonderful, (5 reviews)
$100 nightly
The price is $100
Nov 23 - Nov 24
Total with taxes and fees

17. Lilac Cottage
Lilac CottageYork
9.0 out of 10, Wonderful, (2 reviews)
$435 nightly
The price is $522
Nov 15 - Nov 16
Total with taxes and fees

18. Cosy, 2 Bedroom Cottage in Guisborough Town Centre
Cosy, 2 Bedroom Cottage in Guisborough Town CentreNorth Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
$100 nightly
The price is $100
Nov 23 - Nov 24
Total with taxes and fees

19. 3 bedroom accommodation in Pickering
3 bedroom accommodation in PickeringPickering
10.0 out of 10, Exceptional, (7 reviews)
$658 nightly
The price is $658
Nov 26 - Nov 27
Total with taxes and fees

20. Lovebird Lodge - UK51939
Lovebird Lodge - UK51939Yarm
$406 nightly
The price is $406
Nov 18 - Nov 19
Total with taxes and fees
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.
Learn more about Helmsley
Nestled in North Yorkshire, this charming market town invites exploration of its medieval castle ruins and the National Centre for Birds of Prey. Wander cobblestone streets lined with independent shops before hiking scenic trails through the surrounding North York Moors.

Photo by Paul Lakin
Open Photo by Paul Lakin



































































