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Our top choices for Helmsley cottages
1. HELMSLEY COTTAGE - sleeps 6 guests in 3 bedrooms
HELMSLEY COTTAGE - sleeps 6 guests in 3 bedroomsHELMSLEY
$650 nightly
The price is $650
Nov 24 - Nov 25
Total with taxes and fees
2. 29 Bondgate
29 BondgateYork
$610 nightly
The price is $731
Nov 18 - Nov 19
Total with taxes and fees
3. Eighteen Pottergate - Beautiful cottage with garden central location
Eighteen Pottergate - Beautiful cottage with garden central locationHELMSLEY
$908 nightly
The price is $908
Nov 16 - Nov 17
Total with taxes and fees
4. Hyland Cottage - sleeps 6 guests in 3 bedrooms
Hyland Cottage - sleeps 6 guests in 3 bedroomsHelmsley
$1,513 nightly
The price is $1,513
Nov 15 - Nov 16
Total with taxes and fees
5. Cliff House
Cliff HouseYork
$624 nightly
The price is $749
Nov 18 - Nov 19
Total with taxes and fees
6. Lilac Cottage
Lilac CottageYork
9.0 out of 10, Wonderful, (2 reviews)
"Lovely cottage in a quiet village."
Kevin
$414 nightly
The price is $497
Nov 17 - Nov 18
Total with taxes and fees
7. Keldholme Cottage 1 - UK10992
Keldholme Cottage 1 - UK10992Keldholme, near Kirkbymoorside
9.8 out of 10, Exceptional, (10 reviews)
"Excellent for get away from it all beautiful countryside and walks."
John Kelly
$269 nightly
The price is $269
Nov 17 - Nov 18
Total with taxes and fees
8. 1 bedroom accommodation in Slingsby, near Malton
1 bedroom accommodation in Slingsby, near MaltonSlingsby, near Malton
10.0 out of 10, Exceptional, (9 reviews)
"Lovely cottage. Welcoming and homely with everything provided that we needed. Good place for a relax and good walking for the dog."
Carol Horne
$461 nightly
The price is $461
Nov 13 - Nov 14
Total with taxes and fees
9. Heather Cottage - a beautiful cosy cottage
Heather Cottage - a beautiful cosy cottageSnainton
9.0 out of 10, Wonderful, (2 reviews)
"Clean, organised flat in a lovely area. The hosts communication was great throughout, and there was a great guest book containing recommendations for the local area."
Luigi
$114 nightly
The price is $114
Nov 19 - Nov 20
Total with taxes and fees
10. Keldholme Cottages 2 - UK11488
Keldholme Cottages 2 - UK11488Keldholme, near Kirkbymoorside
10.0 out of 10, Exceptional, (9 reviews)
"Lovely and cosy cottage. Ideal for holiday stay. We thoroughly enjoyed our stay there."
Kevin Jones
$323 nightly
The price is $323
Nov 23 - Nov 24
Total with taxes and fees
11. 4 bedroom accommodation in Pickering
4 bedroom accommodation in PickeringPickering
10.0 out of 10, Exceptional, (6 reviews)
"Fabulous location in Pickering and yet so peaceful. Beautifully maintained property and gardens. Warm and cozy with everything that you need for cooking etc.
Fabulous places to visit within 30 mins - 1 hour drive - spoilt for choice.
Review independently collected and verified by Reevoo"
Maria
$819 nightly
The price is $819
Nov 13 - Nov 14
Total with taxes and fees
12. 2 bedroom accommodation in Pickering
2 bedroom accommodation in PickeringPickering
10.0 out of 10, Exceptional, (4 reviews)
"Surprisingly roomy cottage, ideal for solo travellers or families up to four. Great location for exploring wonderful North Yorkshire, lots to see and do. Cottage is cosy with beautiful finishes. I can highly recommend 4 Smiddy Hill for a short break or longer stay."
Jean L.
$461 nightly
The price is $461
Nov 13 - Nov 14
Total with taxes and fees
13. 2 bedroom accommodation in Pickering
2 bedroom accommodation in PickeringPickering
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."
Peter J.
$296 nightly
The price is $296
Dec 10 - Dec 11
Total with taxes and fees
14. 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)
"It’s well situated and a nice place to stay. "
jane
$109 nightly
The price is $109
Nov 15 - Nov 16
Total with taxes and fees
15. Hungate Garden Cottage
Hungate Garden CottagePickering
10.0 out of 10, Exceptional, (7 reviews)
"Great accommodation as advertised. "
simon g.
$1,256 nightly
The price is $1,256
Nov 19 - Nov 20
Total with taxes and fees
16. Holly Cottage
Holly CottageYork
$815 nightly
The price is $978
Nov 16 - Nov 17
Total with taxes and fees
17. Stoney Nook Cottage
Stoney Nook CottageGuisborough
9.2 out of 10, Wonderful, (5 reviews)
"Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with."
Shelley & J.
$109 nightly
The price is $109
Nov 16 - Nov 17
Total with taxes and fees
18. Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* Gold
Dalby Cottage | sleeps 6 - Hot Tub, Dog Friendly - 5* GoldPickering
10.0 out of 10, Exceptional, (4 reviews)
"Great place and especially good if you have dogs"
Peter W.
$1,005 nightly
The price is $1,005
Nov 13 - Nov 14
Total with taxes and fees
19. Lovebird Lodge - UK51939
Lovebird Lodge - UK51939Yarm
$404 nightly
The price is $404
Nov 16 - Nov 17
Total with taxes and fees
20. Kingfisher Lodge - UK51933
Kingfisher Lodge - UK51933Yarm
$404 nightly
The price is $404
Nov 16 - Nov 17
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