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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Helmsley holiday 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
The price is HK$3,678
HK$4,196 total
includes taxes & fees
4 Sept - 5 Sept
Beautiful stone cottage in the heart of Helmsley - sleeps 2
Fireplace

2. The Old Dairy, is near Thirsk.

The Old Dairy, is near Thirsk.
Thirsk
The price is HK$5,967
HK$5,967 total
includes taxes & fees
16 Aug - 17 Aug
The Old Dairy, is near Thirsk.
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, (43 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$1,942
HK$4,727 total
includes taxes & fees
1 Sept - 2 Sept
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Fridge, microwave, oven, stovetop

4. 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$944
HK$1,578 total
includes taxes & fees
9 Aug - 10 Aug
The Great Ayton Hideaway
Smart TV

5. Home and Away

Home and Away
Eaglescliffe
The price is HK$1,140
HK$1,308 total
includes taxes & fees
8 Aug - 9 Aug
Home and Away
Exterior

6. Daisy Cottage - an enchanting cottage

Daisy Cottage - an enchanting cottage
Scarborough
The price is HK$1,310
HK$1,680 total
includes taxes & fees
31 Aug - 1 Sept
Daisy Cottage - an enchanting cottage
Exterior

7. Vas's York House

Vas's York House
2.0 star property
Clifton
6.8 out of 10, (5 reviews)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is HK$572
HK$686 total
includes taxes & fees
9 Aug - 10 Aug
Vas's York House
TV, fireplace

8. 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, (14 reviews)
"Lovely accommodation. Would recommend. "
United Kingdom
Debbie M.
The price is HK$921
HK$1,417 total
includes taxes & fees
16 Aug - 17 Aug
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
Interior

9. Buckingham House - York Retreat 3 Bedroom Home

Buckingham House - York Retreat 3 Bedroom Home
Holgate
The price is HK$1,351
HK$2,670 total
includes taxes & fees
12 Aug - 13 Aug
Buckingham House - York Retreat 3 Bedroom Home
3 bedrooms, iron/ironing board, free WiFi, bed sheets

10. Beautiful Haxby Cottage - Close to Historic York - Pass the Keys

Beautiful Haxby Cottage - Close to Historic York - Pass the Keys
Haxby
Beautiful Haxby Cottage - Close to Historic York - Pass the Keys
4 bedrooms, WiFi

11. Hillsover Cottage in Ainthorpe

Hillsover Cottage in Ainthorpe
Whitby
The price is HK$44,551
HK$44,551 total
includes taxes & fees
12 Aug - 13 Aug
Hillsover Cottage in Ainthorpe
Smart TV, fireplace

12. The Bungalow, Lingdale

The Bungalow, Lingdale
Lingdale
4.0 out of 10, (1 review)
"Does the job if you just need a place to sleep in the area but it needs some TLC and the garden is over grown, not sure if the heating is working. I'd hace still rated it as average as lomg as your not taking the family on holiday but communication feom the host was dreadful. I shluld have tp asl a half dozen times for access info, its not necessary and it adds to the stress. No one wants to make a three hour drive without knowing they will be able to get in when they get there "
United Kingdom
Michael
The price is HK$1,055
HK$1,224 total
includes taxes & fees
4 Sept - 5 Sept
The Bungalow, Lingdale
2 bedrooms, desk, iron/ironing board, free WiFi

13. Portman House

Portman House
Middlesbrough
The price is HK$570
HK$950 total
includes taxes & fees
31 Aug - 1 Sept
Portman House
2 bedrooms, desk, iron/ironing board, travel cot

14. 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$844
HK$1,013 total
includes taxes & fees
30 Aug - 31 Aug
2 Bedroom House with Garden next to the River Tees
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

Moxy York

Moxy York

10/10 Excellent
"Great hotel, well located and we had a lovely stay there."
Amanda 4-night trip
Posted 15 hours ago
Moxy York

Find out more about Helmsley

Helmsley Vacation Homes information

Number of reviews
53
Accommodation
864 Vacation Homes
Lowest Price
HK$686
Highest Price
HK$44,551