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Compare 185 Vacation Homes in Helmsley with updated reviews, rates, and availability.

Cottage in village location with lovely views to the Hambleton Hills and White H
Cottage in village location with lovely views to the Hambleton Hills and White H
9.8 out of 10, Exceptional, (83)

Host Stay Park View
Host Stay Park View
8.0 out of 10, Very Good, (3)

Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
9.8 out of 10, Exceptional, (27)

Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner
10.0 out of 10, Exceptional, (161)

Host Stay Fawcett Cottage
Host Stay Fawcett Cottage

Host Stay Grange Cottage
Host Stay Grange Cottage

Spacious period property on historic, private estate with seasonal, outdoor pool
Spacious period property on historic, private estate with seasonal, outdoor pool
10.0 out of 10, Exceptional, (50)

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
10.0 out of 10, Exceptional, (33)
The price is AED 557
AED 1,717 total
includes taxes & fees
17 Mar - 18 Mar
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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Other property types in Helmsley

Rye Court Cottages sleeps 20
Rye Court Cottages sleeps 20
10.0 out of 10, Exceptional, (1)

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
10.0 out of 10, Exceptional, (70)

The Old Post Office - Central Helmsley with parking
The Old Post Office - Central Helmsley with parking
8.0 out of 10, Very Good, (1)
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.
Recent reviews of Helmsley hotels
Recent reviews of Helmsley hotels

Grantham Arms
5/5 Excellent
"My 4th year using the Grantham Arms as a stopping point for client visits in Yorkshire and they never disappoint. Lovely people, fantastic rooms and good value."
A verified traveler stayed at Grantham Arms
Posted 1 day ago