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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Helmsley cottages

Property grounds

Cliff House

Cliff House
3.5 star property
York
The price is ￥93,586
￥112,303 total
includes taxes & fees
Aug 11 - Aug 12
Cliff House
Exterior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is ￥91,248
￥109,498 total
includes taxes & fees
Aug 4 - Aug 5
29 Bondgate
Garden

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 ￥120,181
￥144,217 total
includes taxes & fees
Aug 2 - Aug 3
Auburn House
Fireplace

Meadow Cottage on Working Farm

Meadow Cottage on Working Farm
York
The price is ￥152,408
￥152,408 total
includes taxes & fees
Jul 25 - Jul 26
Meadow Cottage on Working Farm
Exterior

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)
"Homely cottage in a beautiful village- the welcome pack was very useful & the flowers were a lovely touch. Would definitely recommend a stay at Kate's Cottage for a relaxing break."
United States
Christine Blain
The price is ￥131,292
￥131,292 total
includes taxes & fees
Jul 27 - Jul 28
1 bedroom accommodation in Slingsby, near Malton
Exterior

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 ￥87,932
￥87,932 total
includes taxes & fees
Aug 4 - Aug 5
Keldholme Cottages 2 - UK11488
Exterior

Ryedale Country Lodges - A Cozy Escape

Ryedale Country Lodges - A Cozy Escape
York
The price is ￥161,002
￥161,002 total
includes taxes & fees
Jul 24 - Jul 25
Ryedale Country Lodges - A Cozy Escape
Exterior

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 ￥68,294
￥68,294 total
includes taxes & fees
Aug 21 - Aug 22
Keldholme Cottage 1 - UK10992
Exterior

The Cottage, Thornton Dale

The Cottage, Thornton Dale
Pickering
The price is ￥78,582
￥78,582 total
includes taxes & fees
Jul 26 - Jul 27
The Cottage, Thornton Dale
Exterior

Little Pythorn - UK45253

Little Pythorn - UK45253
Westerdale, near Castleton
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful cottage, equipped to a high standard, very clean and cosy.Lovely surroundings"
United States
Birgit Lyon
The price is ￥67,640
￥67,640 total
includes taxes & fees
Aug 13 - Aug 14
Little Pythorn - UK45253
Exterior

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 ￥72,746
￥72,746 total
includes taxes & fees
Aug 15 - Aug 16
2 bedroom accommodation in Pickering
Exterior

Manor Cottage, Levisham

Manor Cottage, Levisham
Pickering
The price is ￥106,565
￥106,565 total
includes taxes & fees
Aug 17 - Aug 18
Manor Cottage, Levisham
Cottage | Exterior

Walnut Cottage

Walnut Cottage
2.5 star property
York
The price is ￥59,348
￥71,218 total
includes taxes & fees
Jul 26 - Jul 27
Walnut Cottage
Exterior

Midsummer Cottage, Thornton Dale

Midsummer Cottage, Thornton Dale
Malton
The price is ￥79,684
￥79,684 total
includes taxes & fees
Aug 4 - Aug 5
Midsummer Cottage, Thornton Dale
Exterior

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 ￥45,166
￥51,494 total
includes taxes & fees
Jul 24 - Jul 25
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Exterior

The Feed Room, Thirsk

The Feed Room, Thirsk
Thirsk
The price is ￥94,565
￥94,565 total
includes taxes & fees
Aug 14 - Aug 15
The Feed Room, Thirsk
Exterior

COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM

COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM
High Leven
10.0 out of 10, Exceptional, (2 reviews)
"It's a quirky place but it was as described and Angie was welcoming and accommodating."
United Kingdom
Simon N.
The price is ￥40,420
￥45,438 total
includes taxes & fees
Jul 22 - Jul 23
COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM
Exterior

Westonby Lodge, Lealholm

Westonby Lodge, Lealholm
Whitby
The price is ￥318,159
￥318,159 total
includes taxes & fees
Aug 6 - Aug 7
Westonby Lodge, Lealholm
Exterior

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 ￥40,420
￥46,311 total
includes taxes & fees
Jul 26 - Jul 27
The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
Exterior

Woodend, Loftus, North Yorkshire

Woodend, Loftus, North Yorkshire
Saltburn-by-the-Sea
The price is ￥129,367
￥129,367 total
includes taxes & fees
Aug 19 - Aug 20
Woodend, Loftus, North Yorkshire
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

8/10 Good
"It was a very lovely stay, we loved it, hotel had an amazing vibe and good selection of food and drinks, the food was overpriced for what it was but it was still very nice. The drinks were very overpriced but its york so you have to expect that, its in a really good location close to the centre, the air-conditioning was either broken or not working correctly in our room but other than that it was an amazing time and would definitely go again."
Ellie 2-night trip
Posted 8 hours ago
Moxy York

Find out more about Helmsley

Helmsley Cottages information

Number of reviews
63
Accommodation
1591 Cottages
Lowest Price
￥45,438
Highest Price
￥318,159