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

Our top choices for Helmsley cottages

Exterior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is CA $784
CA $940 total
includes taxes & fees
Jul 3 - Jul 4
29 Bondgate
Cottage | Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is CA $788
CA $946 total
includes taxes & fees
Jul 3 - Jul 4
Ivy Cottage
Property grounds

Cliff House

Cliff House
3.5 star property
York
The price is CA $803
CA $963 total
includes taxes & fees
Jul 12 - Jul 13
Cliff House
Outdoor dining

The Byre is in Great Broughton

The Byre is in Great Broughton
Middlesbrough
The price is CA $533
CA $533 total
includes taxes & fees
Jun 29 - Jun 30
The Byre is in Great Broughton
Exterior

The Cottage, Thornton Dale

The Cottage, Thornton Dale
Pickering
The price is CA $675
CA $675 total
includes taxes & fees
Jul 24 - Jul 25
The Cottage, Thornton Dale
Exterior

Manor House Farm Cottage, Staithes

Manor House Farm Cottage, Staithes
Saltburn-by-the-Sea
The price is CA $635
CA $635 total
includes taxes & fees
Jul 19 - Jul 20
Manor House Farm Cottage, Staithes
Exterior

The Feed Room, Thirsk

The Feed Room, Thirsk
Thirsk
The price is CA $775
CA $775 total
includes taxes & fees
Jul 20 - Jul 21
The Feed Room, Thirsk
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 CA $140
CA $170 total
includes taxes & fees
Jun 28 - Jun 29
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
Exterior

Midsummer Cottage, Thornton Dale

Midsummer Cottage, Thornton Dale
Malton
The price is CA $653
CA $653 total
includes taxes & fees
Jul 9 - Jul 10
Midsummer Cottage, Thornton Dale
Exterior

Gatekeepers near to Easington

Gatekeepers near to Easington
Saltburn-by-the-Sea
The price is CA $877
CA $877 total
includes taxes & fees
Jul 10 - Jul 11
Gatekeepers near to Easington
Exterior

Dragonstone Lodge

Dragonstone Lodge
3.0 star property
Northallerton
10.0 out of 10, Exceptional, (1 review)
"We loved this property. The owners obviously have an eye for decor as it is a really stylish place and beautifully finished. We loved how peaceful the property was and the owners had thought of everything . We really appreciated the tea, coffee and milk after a 5 hour drive and the muffins, biscuits and crisps were a lovely touch. All the information you needed was in a folder and we visited lots of the places recommenced in it. It’s a fantastic property and we hope to stay there again."
United Kingdom
Mark
The price is CA $424
CA $508 total
includes taxes & fees
Jul 1 - Jul 2
Dragonstone Lodge
Exterior

Willow Nook, Lealholm

Willow Nook, Lealholm
Whitby
The price is CA $813
CA $813 total
includes taxes & fees
Jul 11 - Jul 12
Willow Nook, Lealholm
Exterior detail

Crumbles Hideaway, Kirkbymoorside

Crumbles Hideaway, Kirkbymoorside
York
The price is CA $719
CA $719 total
includes taxes & fees
Jul 18 - Jul 19
Crumbles Hideaway, Kirkbymoorside
Exterior

Manor Cottage, Levisham

Manor Cottage, Levisham
Pickering
The price is CA $873
CA $873 total
includes taxes & fees
Jun 29 - Jun 30
Manor Cottage, Levisham
Exterior

Charming Chestnut Cottage Retreat

Charming Chestnut Cottage Retreat
York
The price is CA $864
CA $864 total
includes taxes & fees
Jul 18 - Jul 19
Charming Chestnut Cottage Retreat
Living area

Chimes Cottage, Guisborough

Chimes Cottage, Guisborough
Guisborough
The price is CA $607
CA $607 total
includes taxes & fees
Jul 1 - Jul 2
Chimes Cottage, Guisborough
Dining

Brewers Cottage, Pickering

Brewers Cottage, Pickering
Pickering
10.0 out of 10, Exceptional, (1 review)
"It was a lovely peaceful setting. Everything we required. We will definitely stay again if in the area."
United Kingdom
Ann
The price is CA $633
CA $633 total
includes taxes & fees
Jul 2 - Jul 3
Brewers Cottage, Pickering
Exterior

Sea-u-Soon, Runswick Bay

Sea-u-Soon, Runswick Bay
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (2 reviews)
"We have stayed here in numerous occasions and love the location and where we like to spend our time."
United Kingdom
Mark F.
The price is CA $622
CA $622 total
includes taxes & fees
Jul 14 - Jul 15
Sea-u-Soon, Runswick Bay
Exterior

Woodend, Loftus, North Yorkshire

Woodend, Loftus, North Yorkshire
Saltburn-by-the-Sea
The price is CA $1,060
CA $1,060 total
includes taxes & fees
Jul 12 - Jul 13
Woodend, Loftus, North Yorkshire
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)
"Great place, thanks Angie!"
United Kingdom
Harry C.
The price is CA $347
CA $396 total
includes taxes & fees
Jul 8 - Jul 9
The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
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

The Minster Hotel York

The Minster Hotel York

10/10 Excellent
"Is easy to miss as satnav takes you to the carpark behind so beware its on the main road, staff directed us into the hotel via a phone call and opened the gate to parking, there were about 3 spaces left which were a little tight but managed it ( we didn't realise if booked direct it's free, £10 booking through 3rd party site ) but after checking in with the lovely receptionist was told as it was a Saturday and no check in on the Sunday we could leave our car as long as we wanted rather than at check out on the Sunday. Room was on 2nd floor it was quite warmup there as it was in at the top of the building but it was very clean and adequate for our one night stay, unfortunately only one cup was there for a double room and I'm sure if we had asked we could have another but we managed as we had bottled water due to the heat . The hotel was a very short walk into York and the minister an absolute ideal location, we loved York with its history and great shops and restaurants. The breakfast next morning was great , plenty full and the continental variety was fantastic . The staff were so friendly and your refillable coffee/ tea was never empty , Richard the server was just so lovely we had a good giggle with him when I got our room number wrong giving him 81 ( which was actually the table number at the pub the night before and had stuck in my head 😀) . I'd highly recommend the hotel on the grounds of location, friendliness, cleanliness and food , I would book again"
Joanne 1-night trip
Posted 4 hours ago
The Minster Hotel York

Find out more about Helmsley

Helmsley Cottages information

Number of reviews
26
Accommodation
1591 Cottages
Lowest Price
CA $170
Highest Price
CA $1,060