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Apartments

Cottages
Our top choices for Helmsley holiday 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 £373
includes taxes & fees
12 Nov - 13 Nov

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 £1,834
includes taxes & fees
11 Nov - 12 Nov

4. 2-bed House Sleeps 4 - Private Garden - Pets Ok
2-bed House Sleeps 4 - Private Garden - Pets OkMiddlesbrough
The price is £114
includes taxes & fees
6 Dec - 7 Dec

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 £408
includes taxes & fees
11 Nov - 12 Nov

7. Vas's York House
Vas's York HouseClifton
7.6 out of 10, Good, (7 reviews)
The price is £61
includes taxes & fees
24 Nov - 25 Nov

9. Host & Stay | Finch House
Host & Stay | Finch HouseStokesley
9.0 out of 10, Wonderful, (2 reviews)
The price is £448
includes taxes & fees
11 Nov - 12 Nov

10. Roman Cottage - Hot Tub, sleeps 12
Roman Cottage - Hot Tub, sleeps 12York
The price is £713
includes taxes & fees
13 Nov - 14 Nov

11. The Great Ayton Hideaway
The Great Ayton HideawayGreat Ayton
8.0 out of 10, Very good, (1 review)
The price is £125
includes taxes & fees
30 Nov - 1 Dec

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 £162
includes taxes & fees
24 Nov - 25 Nov

13. The Bungalow, Lingdale
The Bungalow, LingdaleLingdale
6.0 out of 10, (2 reviews)
The price is £112
includes taxes & fees
11 Nov - 12 Nov

14. 1 Bed Flat Sleeps 2 - Pets Welcome - Tv & Wifi
1 Bed Flat Sleeps 2 - Pets Welcome - Tv & WifiMiddlesbrough
The price is £86
includes taxes & fees
6 Dec - 7 Dec

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 £115
includes taxes & fees
11 Nov - 12 Nov

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)

17. The Hill - 3-Bed Home with Garden and Parking
The Hill - 3-Bed Home with Garden and ParkingStockton-on-Tees
The price is £198
includes taxes & fees
11 Nov - 12 Nov

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 £84
includes taxes & fees
15 Nov - 16 Nov

20. 18 Horner Street York
18 Horner Street YorkClifton
9.2 out of 10, Wonderful, (9 reviews)
The price is £209
includes taxes & fees
15 Nov - 16 Nov
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.
Learn more about Helmsley
Nestled in North Yorkshire, this charming market town invites exploration of its medieval castle ruins and the National Centre for Birds of Prey. Wander cobblestone streets lined with independent shops before hiking scenic trails through the surrounding North York Moors.

Photo by Paul Lakin
Open Photo by Paul Lakin



































































