Vacation rentals in Helmsley
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Top-rated vacation rentals in Helmsley
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Helmsley vacation rentals
Other great vacation rentals in Helmsley
Condo in North Yorkshire
4.98 out of 5 average rating, 218 reviews2 Chiltern Place Malton-Stylish boutique apartment
Feb. 20 – 27
Home in Helmsley
4.93 out of 5 average rating, 111 reviewsHoliday at 44 - wonderfully situated for all
May 24 – 31
Cottage in Coxwold
4.99 out of 5 average rating, 162 reviewsFabulous cottage in Coxwold, the perfect bolthole!
Dec. 12 – 19
Cottage in Wrelton
4.98 out of 5 average rating, 309 reviewsOld Forge in Wrelton, North Yorkshire.
Aug. 16 – 23
Barn in Kirby Wiske
4.98 out of 5 average rating, 190 reviewsAn entire barn conversion in stunning location
Sep. 16 – 23
Barn in Aislaby, Pickering
4.96 out of 5 average rating, 228 reviewsStunning views, 4 acres, dog friendly, Yorkshire
Jan. 24 – 31
Barn in Aislaby
4.97 out of 5 average rating, 197 reviewsHidden Gem On The Edge Of The North York Moors
Sep. 11 – 18
Cottage in Helmsley
4.91 out of 5 average rating, 134 reviewsCliff Stud Retreat, Helmsley, Frankel Cottage
Nov. 22 – 29
Quick stats about vacation rentals in Helmsley
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
$97 CAD before taxes and fees
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