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Search results; Over 1,000 homes in Helmsley

Superhost
Cottage in Helmsley
Cliff Stud Retreat, Helmsley, Frankel Cottage
3 bedrooms, 3 beds, 1 private bathroom
28 Sept – 3 Oct
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4.89 out of 5 average rating, 155 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 226 reviews
Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Oct
4.98 out of 5 average rating, 117 reviews
Top guest favourite
Home in Helmsley
Tykes Cottage Helmsley
2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 7 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
3 bedrooms, 4 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
3–8 Oct
Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
4 bedrooms, 5 beds, 3.5 bathrooms
28 Sept – 4 Oct
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Oct
4.98 out of 5 average rating, 90 reviews
Top guest favourite
Cabin in Helmsley
Waters Edge Cabin @ Helmsley Meadows
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Place to stay in Slingsby
The Garden Room
1 bedroom, 1 sofa bed, 1 bathroom
5–10 Sept
4.97 out of 5 average rating, 144 reviews
Top guest favourite
Barn in Farlington
Holly Brook Barn
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near The Coast & York
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Bungalow in North Yorkshire
Cosy modern home in Ampleforth village
2 bedrooms, 3 beds, 1 bathroom
25–30 Sept
4.98 out of 5 average rating, 204 reviews
Top guest favourite
Guest house in Faceby
Cottage with a View
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 163 reviews
Top guest favourite
Cottage in Castleton
Cheerful & Quaint 18th Century cottage
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 289 reviews
Top guest favourite
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
1 bedroom, 1 double bed, 1 bathroom
11–16 Oct
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Cottage in Stearsby
Two bed barn in the North Yorkshire hills no fees
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 82 reviews
Top guest favourite
Cottage in Wass
Old Bald Peg, North York Moors, character cottage
2 bedrooms, 3 beds, 1 bathroom
6–11 Oct
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Barn in Yearsley
Herriot Country peaceful retreat
1 bedroom, 1 king bed, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 171 reviews