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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Helmsley cottages

Property grounds

1. Cliff House

Cliff House
3.5 star property
York
Cliff House
Exterior

2. Eighteen Pottergate - Beautiful cottage with garden central location

Eighteen Pottergate - Beautiful cottage with garden central location
HELMSLEY
The price is NZ$1,566
includes taxes & fees
24 Sept - 25 Sept
Eighteen Pottergate - Beautiful cottage with garden central location
Exterior

3. 29 Bondgate

29 Bondgate
3.5 star property
York
The price is NZ$1,146
includes taxes & fees
12 Sept - 13 Sept
29 Bondgate
Cottage | Interior

4. Ivy Cottage

Ivy Cottage
4.0 star property
York
The price is NZ$1,577
includes taxes & fees
12 Sept - 13 Sept
Ivy Cottage
Exterior

5. Lilac Cottage

Lilac Cottage
3.0 star property
York
10.0 out of 10, Exceptional, (1 review)
"Lovely cottage in a quiet village."
United States
Kevin
Lilac Cottage
Exterior

6. 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
Keldholme Cottage 1 - UK10992
Exterior

7. 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)
"Fantastic cosy cottage well equipped and lovely welcome pack provided.Stayed at a few cottages in Slingsby and this one is by far the best.Lovely quaint village with amazing pub only 100 meters away.Highly recommended and I will surely return again soon"
United States
Jonathan Stewart
The price is NZ$952
includes taxes & fees
19 Sept - 20 Sept
1 bedroom accommodation in Slingsby, near Malton
Exterior

8. 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 NZ$715
includes taxes & fees
6 Sept - 7 Sept
Keldholme Cottages 2 - UK11488
Exterior

9. 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 NZ$523
includes taxes & fees
27 Aug - 28 Aug
Willow Cottage 4 bedroom Cosy stopover, dogs welcome
Exterior

10. Between Coast & Moors • Pickering 2BR • Sleeps 4

Between Coast & Moors • Pickering 2BR • Sleeps 4
Pickering
8.0 out of 10, Very good, (5 reviews)
"We were so pleased with this cottage. It was clean, modern and very well equipped. Would certainly recommend it to my friends. "
United Kingdom
Brenda
The price is NZ$516
includes taxes & fees
12 Sept - 13 Sept
Between Coast & Moors • Pickering 2BR • Sleeps 4
Exterior

11. Little Pythorn - UK45253

Little Pythorn - UK45253
Westerdale, near Castleton
9.8 out of 10, Exceptional, (6 reviews)
"A wonderful stay in a beautiful cottage. A really good relaxing break. Some excellent places to eat but remember you’re in the North YorkshireMoors. Lots of lovely walks around and places to visit.We will be back!"
United States
Kath W.
The price is NZ$578
includes taxes & fees
24 Sept - 25 Sept
Little Pythorn - UK45253
Exterior

12. 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 NZ$208
includes taxes & fees
27 Aug - 28 Aug
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
Exterior

13. Heather Cottage - a beautiful cosy cottage

Heather Cottage - a beautiful cosy cottage
Snainton
The price is NZ$253
includes taxes & fees
14 Sept - 15 Sept
Heather Cottage - a beautiful cosy cottage
Exterior

14. Stoney Nook Cottage

Stoney Nook Cottage
Guisborough
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."
Canada
Shelley & J.
The price is NZ$201
includes taxes & fees
31 Aug - 1 Sept
Stoney Nook Cottage
Exterior

15. Tuft House

Tuft House
2.0 star property
York
The price is NZ$5,617
includes taxes & fees
31 Aug - 1 Sept
Tuft House
Exterior

16. 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 NZ$600
includes taxes & fees
4 Sept - 5 Sept
2 bedroom accommodation in Pickering
Exterior

17. 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 NZ$478
includes taxes & fees
27 Aug - 28 Aug
The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
Private kitchen

18. Little Esklets - UK45252

Little Esklets - UK45252
Westerdale, near Castleton
10.0 out of 10, Exceptional, (2 reviews)
"This is a little gem hidden away in the Yorkshire moors. In a fabulous location with stunning views of the surrounding fields and moors.The cottage has everything you would need and more."
United States
Maria Godby
The price is NZ$667
includes taxes & fees
22 Sept - 23 Sept
Little Esklets - UK45252
Property grounds

19. Dove Lodge - UK51935

Dove Lodge - UK51935
Yarm
The price is NZ$694
includes taxes & fees
2 Sept - 3 Sept
Dove Lodge - UK51935
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

Burn Hall Hotel

Burn Hall Hotel

10/10 Excellent
"Really friendly staff, always someone at the reception if you need it. Plenty of parking spaces. Spacious room, quiet during the night and clean,"
D 2-night trip
Posted 4 hours ago
Burn Hall Hotel

Find out more about Helmsley

Helmsley Cottages information

Number of reviews
86
Accommodation
1591 Cottages
Lowest Price
NZ$201
Highest Price
NZ$5,617

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