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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Helmsley holiday homes

A cozy living room with a fireplace, a television, and comfortable seating.

1. Beautiful stone cottage in the heart of Helmsley - sleeps 2

Beautiful stone cottage in the heart of Helmsley - sleeps 2
Helmsley
"Very happy with our stay. The accommodation was just right for 2, in a really excellent location"
United States
Helen H.
The price is HK$3,657
HK$4,181 total
includes taxes & fees
23 Sept - 24 Sept
Beautiful stone cottage in the heart of Helmsley - sleeps 2
A beach with rocks and people walking.

2. WEST END - a holiday cottage that sleeps 9 guests in 5 bedrooms

WEST END - a holiday cottage that sleeps 9 guests in 5 bedrooms
KIRBYMOORSIDE
WEST END - a holiday cottage that sleeps 9 guests in 5 bedrooms
A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.

3. Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Glaisdale
10.0 out of 10, Exceptional, (44 reviews)
"The property was excellent, beautiful throughout. We enjoyed our stay and the hosts were very welcoming and friendly. We would highly recommend "
United Kingdom
Catherine C.
The price is HK$1,521
HK$4,227 total
includes taxes & fees
12 Oct - 13 Oct
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
A modern living room with a black sofa, a glass coffee table, a TV, and a dining area with a small table and four chairs.

4. Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi

Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
Holgate
8.8 out of 10, Excellent, (15 reviews)
"Everything was as explained.Great location, great communication with the host, the property had everything you would need for a short stay and was exceptionaly clean"
United Kingdom
David H.
The price is HK$840
HK$1,323 total
includes taxes & fees
24 Sept - 25 Sept
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
A stone building with a white door, two windows with white frames, and a tiled roof.

5. Daisy Cottage - an enchanting cottage

Daisy Cottage - an enchanting cottage
Scarborough
The price is HK$913
HK$1,280 total
includes taxes & fees
23 Sept - 24 Sept
Daisy Cottage - an enchanting cottage
A modern kitchen with grey cabinets, a built-in oven, and a sink.

6. The Great Ayton Hideaway

The Great Ayton Hideaway
Great Ayton
8.0 out of 10, Very good, (1 review)
"Did what it said on the tin"
United Kingdom
Nick L.
The price is HK$864
HK$1,493 total
includes taxes & fees
13 Oct - 14 Oct
The Great Ayton Hideaway
A bedroom with a bed, a chair, a television mounted on the wall, and a door leading to another room.

7. Coney Cottage, sleeps 5

Coney Cottage, sleeps 5
York
The price is HK$2,990
HK$3,409 total
includes taxes & fees
24 Sept - 25 Sept
Coney Cottage, sleeps 5
A wooden deck with a hot tub, wicker basket, and outdoor furniture.

8. Host Stay Finch House

Host Stay Finch House
2.0 star property
Middlesbrough
The price is HK$4,171
HK$5,228 total
includes taxes & fees
23 Sept - 24 Sept
Host Stay Finch House
A narrow hallway with a blue door and patterned floor tiles.

9. Vas's York House

Vas's York House
2.0 star property
Clifton
7.4 out of 10, Good, (6 reviews)
"Big, clean room that was everything I needed for three nights in York. Was able to store my luggage after check-out. Smooth stay :)"
Australia
Joshua
The price is HK$568
HK$682 total
includes taxes & fees
19 Oct - 20 Oct
Vas's York House
A modern living room with a glass coffee table, a grey sofa, and a decorative clock on the wall.

10. Entire house 🏠. suitable for families and workers.

Entire house 🏠. suitable for families and workers.
Middlesbrough
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and a good area"
United Kingdom
Marek
The price is HK$1,059
HK$1,332 total
includes taxes & fees
24 Sept - 25 Sept
Entire house 🏠. suitable for families and workers.
A stone house with a red-tiled roof, two visible windows, and a chimney.

11. Manor Cottage

Manor Cottage
4.0 star property
Pickering
The price is HK$3,959
HK$4,751 total
includes taxes & fees
6 Oct - 7 Oct
Manor Cottage
A modern living room with a wooden door, a sofa with cushions, a metal shelf with plants, and a view into the kitchen and dining area.

12. Walpole Retreat - Hot Tub, Games Room, Sleeps 4

Walpole Retreat - Hot Tub, Games Room, Sleeps 4
The Groves
The price is HK$1,227
HK$2,696 total
includes taxes & fees
23 Sept - 24 Sept
Walpole Retreat - Hot Tub, Games Room, Sleeps 4
A modern kitchen with white cabinetry, a gas stove, and a view into a dining area with a table and chairs.

13. Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York

Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York
Holgate
The price is HK$1,343
HK$1,899 total
includes taxes & fees
11 Oct - 12 Oct
Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York
A living room with a beige sofa, a white rug, a chandelier, a mirror, and a framed picture of the Colosseum.

14. Home and Away

Home and Away
Eaglescliffe
The price is HK$1,133
HK$1,301 total
includes taxes & fees
23 Sept - 24 Sept
Home and Away

15. Garden Gazebo. Free Parking. 20 mins walk to City and train station.

Garden Gazebo. Free Parking. 20 mins walk to City and train station.
Holgate
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely brulliant property.. a home away from home"
United Kingdom
John
The price is HK$1,059
HK$1,838 total
includes taxes & fees
2 Oct - 3 Oct
Garden Gazebo. Free Parking. 20 mins walk to City and train station.
A hot tub on a wooden deck with stone walls and a tiled roof in the background.

16. The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award

The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"Eight friends (5 of whom were at uni together in the 70s) meet every year. Yorkshire was this year’s choice. We couldn’t have stayed in a better location. We loved everything: the house; the swim spa; the area; the weather. We would love to come back. Thank you!"
United Kingdom
Deborah H.
The price is HK$20,948
HK$20,948 total
includes taxes & fees
23 Sept - 24 Sept
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
A modern kitchen with white cabinetry, a double oven, a sink, and a window with blinds.

17. Modern 4-bed home near Thirsk| Ideal for Groups, Families & Work Stays

Modern 4-bed home near Thirsk| Ideal for Groups, Families & Work Stays
Rainton
9.0 out of 10, Wonderful, (2 reviews)
"Family friendly , just as described on the booking, very clean and spacious we had no complaints, we paid 10 for earlier check in which was fantastic thank you!"
United States
Emily B.
The price is HK$1,888
HK$2,161 total
includes taxes & fees
19 Oct - 20 Oct
Modern 4-bed home near Thirsk| Ideal for Groups, Families & Work Stays
A modern dining area with teal chairs, a wooden table, and a kitchen in the background.

18. The Dodsworth modern 4 bedroom house, sleeps 8

The Dodsworth modern 4 bedroom house, sleeps 8
York
9.0 out of 10, Wonderful, (2 reviews)
"Enjoyed our stay in this beautifully decorated, comfortable & clean house. Great location for getting into the city centre, ideal for our weekend break in the run-up to Christmas"
United Kingdom
Rachel G.
The price is HK$1,364
HK$3,147 total
includes taxes & fees
27 Sept - 28 Sept
The Dodsworth modern 4 bedroom house, sleeps 8
A bedroom with a bed, a television, a window, and a door leading to a bathroom.

19. 2 Bedroom House with Garden next to the River Tees

2 Bedroom House with Garden next to the River Tees
Stockton on Tees
10.0 out of 10, Exceptional, (3 reviews)
"Good location, host was very responsive, property had everything we needed. Good check-in/out process "
United Kingdom
David R.
The price is HK$755
HK$923 total
includes taxes & fees
27 Sept - 28 Sept
2 Bedroom House with Garden next to the River Tees
A neatly made bed with a grey textured blanket, two white towels, and a remote control on it. There are two bedside tables with lamps, a painting of a forest on the wall, and a white door in the background.

20. 18 Horner Street York

18 Horner Street York
3.0 star property
Clifton
9.2 out of 10, Wonderful, (9 reviews)
"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "
Australia
Christina
The price is HK$1,447
HK$1,737 total
includes taxes & fees
27 Sept - 28 Sept
18 Horner Street York
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

Mercure York Fairfield Manor Hotel

Mercure York Fairfield Manor Hotel

10/10 Excellent
"It's true it is a bit dated if that worries you, certainly didn't worry me, perfectly functional very clean, the only thing that bugged me was the Ruddy lift, second floor going down aagh first floor going up that voice done my head in I'm joking of course great location loads of parking, great staff, I'd stay here again."
Gavin 6-night trip
Posted 5 hours ago
Mercure York Fairfield Manor Hotel

Find out more about Helmsley

Helmsley Vacation Homes information

Number of reviews
91
Accommodation
840 Vacation Homes
Lowest Price
HK$682
Highest Price
HK$20,948