A view of Helmsley, a market town and civil parish in the Ryedale district of North Yorkshire, England

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Helmsley cottages

Cottage | Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is AED 2,045
AED 2,454 total
includes taxes & fees
27 Jun - 28 Jun
Ivy Cottage
Exterior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is AED 2,033
AED 2,439 total
includes taxes & fees
3 Jul - 4 Jul
29 Bondgate
Property grounds

Cliff House

Cliff House
3.5 star property
York
The price is AED 2,082
AED 2,499 total
includes taxes & fees
28 Jun - 29 Jun
Cliff House
Outdoor dining

The Byre is in Great Broughton

The Byre is in Great Broughton
Middlesbrough
The price is AED 1,383
AED 1,383 total
includes taxes & fees
29 Jun - 30 Jun
The Byre is in Great Broughton
Exterior

Manor House Farm Cottage, Staithes

Manor House Farm Cottage, Staithes
Saltburn-by-the-Sea
The price is AED 1,648
AED 1,648 total
includes taxes & fees
19 Jul - 20 Jul
Manor House Farm Cottage, Staithes
Exterior

Midsummer Cottage, Thornton Dale

Midsummer Cottage, Thornton Dale
Malton
The price is AED 1,694
AED 1,694 total
includes taxes & fees
28 Jun - 29 Jun
Midsummer Cottage, Thornton Dale
Exterior

Pheasant Cottage, Danby

Pheasant Cottage, Danby
Whitby
The price is AED 2,419
AED 2,419 total
includes taxes & fees
25 Jun - 26 Jun
Pheasant Cottage, Danby
Exterior

Harrington Cottage, Marske-By-The-Sea

Harrington Cottage, Marske-By-The-Sea
Redcar
The price is AED 2,577
AED 2,577 total
includes taxes & fees
25 Jun - 26 Jun
Harrington Cottage, Marske-By-The-Sea
Exterior

The Feed Room, Thirsk

The Feed Room, Thirsk
Thirsk
The price is AED 2,011
AED 2,011 total
includes taxes & fees
3 Jul - 4 Jul
The Feed Room, Thirsk
Exterior

Willow Nook, Lealholm

Willow Nook, Lealholm
Whitby
The price is AED 2,108
AED 2,108 total
includes taxes & fees
11 Jul - 12 Jul
Willow Nook, Lealholm
Exterior

Manor Cottage, Levisham

Manor Cottage, Levisham
Pickering
The price is AED 2,266
AED 2,266 total
includes taxes & fees
29 Jun - 30 Jun
Manor Cottage, Levisham
Exterior

Charming Chestnut Cottage Retreat

Charming Chestnut Cottage Retreat
York
The price is AED 2,240
AED 2,240 total
includes taxes & fees
18 Jul - 19 Jul
Charming Chestnut Cottage Retreat
Highchair

Brewers Cottage, Pickering

Brewers Cottage, Pickering
Pickering
The price is AED 1,643
AED 1,643 total
includes taxes & fees
3 Jul - 4 Jul
Brewers Cottage, Pickering
Exterior

Gatekeepers near to Easington

Gatekeepers near to Easington
Saltburn-by-the-Sea
The price is AED 2,276
AED 2,276 total
includes taxes & fees
29 Jun - 30 Jun
Gatekeepers near to Easington
Fireplace

Crumbles Hideaway, Kirkbymoorside

Crumbles Hideaway, Kirkbymoorside
York
The price is AED 1,868
AED 1,868 total
includes taxes & fees
26 Jun - 27 Jun
Crumbles Hideaway, Kirkbymoorside
Exterior

Pippin Cottage

Pippin Cottage
3.0 star property
Ripon
The price is AED 1,244
AED 1,492 total
includes taxes & fees
3 Jul - 4 Jul
Pippin Cottage
Exterior

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 365
AED 442 total
includes taxes & fees
23 Jun - 24 Jun
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
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)
"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 AED 958
AED 1,089 total
includes taxes & fees
23 Jun - 24 Jun
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Exterior

Woodend, Loftus, North Yorkshire

Woodend, Loftus, North Yorkshire
Saltburn-by-the-Sea
The price is AED 2,751
AED 2,751 total
includes taxes & fees
28 Jun - 29 Jun
Woodend, Loftus, North Yorkshire
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 AED 1,429
AED 1,429 total
includes taxes & fees
23 Jun - 24 Jun
Little Pythorn - UK45253
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

Gisborough Hall

Gisborough Hall

10/10 Excellent
"The staff were very well trained, being attentive and request were dealt with in a timely manner. We singled out Noah for his help during breakfast, a charming and attentive young man. Small problem with the shower, however the room was fine. No A/C but not expected in a building of this age."
Tim 1-night trip
Posted 5 hours ago
Gisborough Hall