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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 vacation homes

Smart TV, offices

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 AED 1,696
AED 1,818 total
includes taxes & fees
30 Sep - 1 Oct
Beautiful stone cottage in the heart of Helmsley - sleeps 2
Beach

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
Interior

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 AED 704
AED 1,952 total
includes taxes & fees
15 Oct - 16 Oct
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
TV, fireplace

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, (16 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 AED 389
AED 612 total
includes taxes & fees
28 Sep - 29 Sep
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
2 bedrooms, iron/ironing board, travel crib, WiFi (free)

5. Boutique Barn Secure Parking between York & Harrogate

Boutique Barn Secure Parking between York & Harrogate
York, North Yorkshire
10.0 out of 10, Exceptional, (3 reviews)
"Lovely property, friendly host and fantastic location to explore York and surrounding area. Cattal station just up the road with trains into York, Harrogate, Knaresborough and Leeds. Would return again."
United Kingdom
Sarah
Boutique Barn Secure Parking between York & Harrogate
Exterior

6. Dove Cottage - Hot Tub, sleeps 2

Dove Cottage - Hot Tub, sleeps 2
York
The price is AED 1,248
AED 1,442 total
includes taxes & fees
27 Sep - 28 Sep
Dove Cottage - Hot Tub, sleeps 2
A heated pool

7. 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 AED 9,695
AED 9,695 total
includes taxes & fees
28 Sep - 29 Sep
The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5* Gold Award
2 bedrooms, desk, iron/ironing board, travel crib

8. 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, (4 reviews)
"Good location, host was very responsive, property had everything we needed. Good check-in/out process "
United Kingdom
David R.
The price is AED 350
AED 427 total
includes taxes & fees
27 Sep - 28 Sep
2 Bedroom House with Garden next to the River Tees
Exterior

9. Daisy Cottage - an enchanting cottage

Daisy Cottage - an enchanting cottage
Scarborough
The price is AED 422
AED 592 total
includes taxes & fees
29 Sep - 30 Sep
Daisy Cottage - an enchanting cottage
Fridge, microwave, oven, stovetop

10. 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 AED 405
AED 697 total
includes taxes & fees
4 Oct - 5 Oct
The Great Ayton Hideaway
TV

11. Lockwood Cottage, Close to Monk Bar, sleeps 4

Lockwood Cottage, Close to Monk Bar, sleeps 4
The Groves
10.0 out of 10, Exceptional, (3 reviews)
"Cannot recommend Lockwood Cottage highly enough. Perfect location, really high-quality accomodation and a great price. We were so happy with our choice and would 100% stay again"
United Kingdom
Nick P.
The price is AED 437
AED 1,068 total
includes taxes & fees
27 Sep - 28 Sep
Lockwood Cottage, Close to Monk Bar, sleeps 4
Microwave, oven

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

Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York
Holgate
Beautifully Refurbished Terrace – Just a 15-Minute Riverside Walk into York
Terrace/patio

13. Host & Stay | Finch House

Host & Stay | Finch House
Stokesley
9.0 out of 10, Wonderful, (2 reviews)
"A perfect stay in a beautiful property. I always say you get what you pay for, so while it seemed expensive when I booked it, it was so worth the money. Everything was spot on, the furnishings were sumptuous, furniture and beds were top quality, bedrooms and bathrooms were luxurious. Host was great and left a lovely welcome hamper with wine, chocolate etc. All in all, I couldn't fault Finch House"
United States
jeanette w.
The price is AED 1,723
AED 2,160 total
includes taxes & fees
28 Sep - 29 Sep
Host & Stay | Finch House
Microwave, oven, stovetop, dishwasher

14. 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 AED 876
AED 954 total
includes taxes & fees
19 Oct - 20 Oct
Modern 4-bed home near Thirsk| Ideal for Groups, Families & Work Stays
Smart TV

15. Home and Away

Home and Away
Eaglescliffe
The price is AED 524
AED 602 total
includes taxes & fees
27 Sep - 28 Sep
Home and Away
Interior

16. 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 AED 495
AED 861 total
includes taxes & fees
27 Sep - 28 Sep
Garden Gazebo. Free Parking. 20 mins walk to City and train station.
Cottage | Interior

17. Manor Cottage

Manor Cottage
4.0 star property
Pickering
The price is AED 1,832
AED 2,199 total
includes taxes & fees
6 Oct - 7 Oct
Manor Cottage
Smart TV

18. 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 AED 534
AED 660 total
includes taxes & fees
27 Sep - 28 Sep
Entire house 🏠. suitable for families and workers.
Exterior

19. 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 AED 263
AED 316 total
includes taxes & fees
19 Oct - 20 Oct
Vas's York House
Terrace/patio

20. Wonderful villa for 5 people with WIFI and terrace

Wonderful villa for 5 people with WIFI and terrace
Bugthorpe
The price is AED 1,350
AED 1,512 total
includes taxes & fees
9 Oct - 10 Oct
Wonderful villa for 5 people with WIFI and terrace
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

DoubleTree by Hilton York

DoubleTree by Hilton York

8/10 Good
"Parking not enough spaces at hotel charges were too expensive £25 per day stayed Friday 18:00 until 09:00 Sunday charged £50 not happy"
Sandra 2-night trip
Posted 15 hours ago
DoubleTree by Hilton York

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