
Search Vacation Homes in Helmsley
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Helmsley vacation homes

1. Beautiful stone cottage in the heart of Helmsley - sleeps 2
Beautiful stone cottage in the heart of Helmsley - sleeps 2Helmsley
10.0 out of 10, Exceptional, (1 review)
The price is ¥73,770
¥80,119 total
includes taxes & fees
Nov 12 - Nov 13

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

3. 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 AwardPickering
10.0 out of 10, Exceptional, (3 reviews)
The price is ¥388,140
¥388,140 total
includes taxes & fees
Nov 10 - Nov 11

4. 2-bed House Sleeps 4 - Private Garden - Pets Ok
2-bed House Sleeps 4 - Private Garden - Pets OkMiddlesbrough
The price is ¥10,500
¥24,028 total
includes taxes & fees
Dec 6 - Dec 7

5. 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 MoorsGlaisdale
10.0 out of 10, Exceptional, (44 reviews)
The price is ¥32,166
¥85,705 total
includes taxes & fees
Nov 10 - Nov 11

6. Manor Cottage
Manor CottagePickering
The price is ¥87,694
¥105,233 total
includes taxes & fees
Nov 30 - Dec 1

7. Vas's York House
Vas's York HouseClifton
7.6 out of 10, Good, (7 reviews)
The price is ¥11,463
¥13,756 total
includes taxes & fees
Nov 11 - Nov 12

8. Home and Away
Home and AwayEaglescliffe
The price is ¥22,855
¥24,971 total
includes taxes & fees
Nov 10 - Nov 11

9. Host & Stay | Finch House
Host & Stay | Finch HouseStokesley
9.0 out of 10, Wonderful, (2 reviews)
The price is ¥75,759
¥94,805 total
includes taxes & fees
Nov 10 - Nov 11

10. Roman Cottage - Hot Tub, sleeps 12
Roman Cottage - Hot Tub, sleeps 12York
The price is ¥143,265
¥151,730 total
includes taxes & fees
Nov 11 - Nov 12

11. The Great Ayton Hideaway
The Great Ayton HideawayGreat Ayton
8.0 out of 10, Very good, (1 review)
The price is ¥13,747
¥26,444 total
includes taxes & fees
Nov 30 - Dec 1

12. Modern 4-bed home near Thirsk| Ideal for Groups, Families & Work Stays
Modern 4-bed home near Thirsk| Ideal for Groups, Families & Work StaysRainton
9.0 out of 10, Wonderful, (2 reviews)
The price is ¥31,806
¥34,557 total
includes taxes & fees
Nov 24 - Nov 25

13. The Bungalow, Lingdale
The Bungalow, LingdaleLingdale
6.0 out of 10, (2 reviews)
The price is ¥21,162
¥23,278 total
includes taxes & fees
Nov 10 - Nov 11

14. 1 Bed Flat Sleeps 2 - Pets Welcome - Tv & Wifi
1 Bed Flat Sleeps 2 - Pets Welcome - Tv & WifiMiddlesbrough
The price is ¥8,841
¥18,228 total
includes taxes & fees
Dec 6 - Dec 7

15. Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFiHolgate
8.6 out of 10, Excellent, (17 reviews)
The price is ¥16,951
¥24,146 total
includes taxes & fees
Nov 10 - Nov 11

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)
The price is ¥21,902
¥34,747 total
includes taxes & fees
Nov 11 - Nov 12

17. The Hill - 3-Bed Home with Garden and Parking
The Hill - 3-Bed Home with Garden and ParkingStockton-on-Tees
The price is ¥21,697
¥41,801 total
includes taxes & fees
Nov 11 - Nov 12

18. Portman House
Portman HouseMiddlesbrough
The price is ¥13,332
¥19,681 total
includes taxes & fees
Dec 7 - Dec 8

19. 2 Bedroom House with Garden next to the River Tees
2 Bedroom House with Garden next to the River TeesStockton on Tees
10.0 out of 10, Exceptional, (4 reviews)
The price is ¥15,236
¥17,352 total
includes taxes & fees
Nov 15 - Nov 16

20. 18 Horner Street York
18 Horner Street YorkClifton
9.2 out of 10, Wonderful, (9 reviews)
The price is ¥32,851
¥39,421 total
includes taxes & fees
Nov 15 - Nov 16
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.
Find vacation rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Helmsley Hotel Reviews

Burn Hall Hotel
8/10 Good
Find out more about Helmsley
Helmsley Vacation Homes information
Number of reviews | 96 |
|---|---|
Accommodation | 827 Vacation Homes |
Lowest Price | ¥13,756 |
Highest Price | ¥388,140 |



































































