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Our top choices for Helmsley cottages

Cottage in York

Cliff House
3.5 star property
The price is HK$4,493
HK$5,392 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cliff House

Cottage in York

Ivy Cottage
3.5 star property
The price is HK$3,629
HK$4,354 total
includes taxes & fees
6 Jan - 7 Jan 2026
Ivy Cottage

Cottage in York

29 Bondgate
3.5 star property
The price is HK$4,306
HK$5,168 total
includes taxes & fees
3 Jan - 4 Jan 2026
29 Bondgate

Cottage in Malton

Sykes Lodge
3.0 star property
The price is HK$25,588
HK$30,705 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sykes Lodge

Cottage in Pickering

Craven Garth Cottages
3.0 star property
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is HK$1,910
HK$2,293 total
includes taxes & fees
10 Jan - 11 Jan 2026
Craven Garth Cottages
10.0 out of 10, Exceptional, (2)
"It’s well situated and a nice place to stay. "
United States
jane
The price is HK$755
HK$923 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cottage in Guisborough

Stoney Nook Cottage
9.2 out of 10, Wonderful, (5)
"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."
Canada
Shelley & J.
The price is HK$839
HK$1,007 total
includes taxes & fees
12 Jan - 13 Jan 2026
Stoney Nook Cottage
9.0 out of 10, Wonderful, (2)
"Enjoyed our stay in the homely Haystack Cottage, dogs enjoyed it too (some nice walks nearby). All very comfortable and cosy!"
United Kingdom
Edward M.
The price is HK$747
HK$915 total
includes taxes & fees
30 Dec - 31 Dec
HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM
8.0 out of 10, Very good, (13)
"Clean, well presented "
United Kingdom
Martin E.
The price is HK$787
HK$954 total
includes taxes & fees
30 Dec - 31 Dec
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
10.0 out of 10, Exceptional, (93)
"Property was immaculate. Mark and Moira.where amazing, went way over and above without being asked. We would recommend this wee star of a place to anyone. Views are amazing, and the peace and quiet, just wow. "
United Kingdom
Pau K.
The price is HK$1,007
HK$3,052 total
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury couple's country retreat in spectacular location in the North York Moors
10.0 out of 10, Exceptional, (4)
"A most comfortable bungalow in a delightful village. Host kind & welcoming & the bungalow is kept to a good standard. Recommend the Crosby Inn for a meal too. "
United Kingdom
Colin A.
The price is HK$2,045
HK$2,329 total
includes taxes & fees
30 Dec - 31 Dec
Willow Cottage 4 bedroom Cosy stopover, dogs welcome

Cottage in Keldholme, near Kirkbymoorside

Keldholme Cottages 2 - UK11488
10.0 out of 10, Exceptional, (4)
"We had a lovely 4 night stay.Everything was perfect.Clean, comfortable bed and cosy evenings in front of the fire.Owners were lovely people. We will definitely return."
United States
Jacqueline Allington
The price is HK$2,129
HK$2,129 total
includes taxes & fees
2 Jan - 3 Jan 2026
Keldholme Cottages 2 - UK11488

Cottage in Westerdale, near Castleton

Little Pythorn - UK45253
9.4 out of 10, Exceptional, (3)
"Beautiful cottage, equipped to a high standard, very clean and cosy.Lovely surroundings"
United States
Birgit Lyon
The price is HK$2,496
HK$2,496 total
includes taxes & fees
4 Jan - 5 Jan 2026
Little Pythorn - UK45253

Cottage in York

Croft Granary
2.0 star property
10.0 out of 10, Exceptional, (5)
"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 HK$2,808
HK$3,370 total
includes taxes & fees
23 Jan - 24 Jan 2026
Croft Granary
10.0 out of 10, Exceptional, (22)
"Everything was great and we really appreciated the snacks and beverages that were provided. "
United States
John S.
The price is HK$1,468
HK$1,919 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Hideaway - Quiet cottage, a short walk from the historic centre of York.

Cottage in Upper Poppleton, near York

2 bedroom accommodation in Upper Poppleton, near York
10.0 out of 10, Exceptional, (2)
"The Cottage was exceptionally clean, Very comfortable and had everything we needed for an Enjoyable week.Parking was very handy and the Train Station next door meant the car was not needed for the whole holiday.Would certainly consider staying again."
United States
Stephen Bass
The price is HK$5,874
HK$5,874 total
includes taxes & fees
5 Jan - 6 Jan 2026
2 bedroom accommodation in Upper Poppleton, near York
9.0 out of 10, Wonderful, (8)
"Most enjoyable, well appointed cottage comfortable central to the town. Plenty to do and see with the railway nearby. We are looking forward to coming back next year. The Young family. "
United Kingdom
Sonia Y.
The price is HK$2,203
HK$2,203 total
includes taxes & fees
15 Jan - 16 Jan 2026
2 bedroom accommodation in Pickering

Cottage in Guisborough

Hidden Winds Cottage
10.0 out of 10, Exceptional, (1)
"A great little place to chill out. Location brilliant for accessing beaches/ harbours and forest walks. Good selection of pubs / takeaways and little cafés. Hot tub a real bonus ! Beds very comfy ....perfect !"
United States
Emma
The price is HK$4,290
HK$4,290 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hidden Winds Cottage
8.0 out of 10, Very good, (1)
"Will definitely go back again my family loved it had a power cut made it more adventurous loved every minute off it neighbours across the way gave us some candles next day didn't use them but people made you welcome"
United States
Fredrick Dobbs
The price is HK$5,370
HK$5,370 total
includes taxes & fees
10 Jan - 11 Jan 2026
4 bedroom accommodation in Goathland

Cottage in Keldholme, near Kirkbymoorside

Keldholme Cottage 1 - UK10992
9.8 out of 10, Exceptional, (7)
"Excellent for get away from it all beautiful countryside and walks."
United States
John Kelly
The price is HK$2,738
HK$2,738 total
includes taxes & fees
2 Jan - 3 Jan 2026
Keldholme Cottage 1 - UK10992
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

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Helmsley Cottages information

Number of reviews
89
Accommodation
910 Cottages
Lowest Price
HK$915
Highest Price
HK$30,705