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Search results; Over 1,000 homes in Helmsley

Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 bed, 1 private bathroom
1–6 Sept
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4.98 out of 5 average rating, 224 reviews
Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
4.98 out of 5 average rating, 113 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
22–27 Aug
Guest favourite
Home in Helmsley
Tykes Cottage Helmsley
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Cottage in Helmsley
Fox Cottage in lovely Helmsley
4.87 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Superhost
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Sept
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 1 bathroom
18–23 Sept
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
7–14 Aug
Top guest favourite
Cottage in Ampleforth
Moorside Cottage -Luxury Cottage in quaint Village
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 2 bathrooms
27 Aug – 1 Sept
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
4.97 out of 5 average rating, 203 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Sept
Top guest favourite
Cottage in Thirsk
Manor House Cottage self catering rural location
4.99 out of 5 average rating, 158 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
Superhost
Guest house in Laskill
The Coach House
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
Top guest favourite
Cottage in Castleton
Cheerful & Quaint 18th Century cottage
4.96 out of 5 average rating, 282 reviews, 3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Place to stay in Osgodby
Long Shed Cottage
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Barn in Yearsley
Herriot Country peaceful retreat
4.98 out of 5 average rating, 164 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Cottage in Wass
Old Bald Peg, North York Moors, character cottage
5.0 out of 5 average rating, 69 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Oct
Top guest favourite
Cottage in North Yorkshire
Lovely comfortable cottage in a relaxing location
5.0 out of 5 average rating, 15 reviews, 1 bed, 1 bathroom
31 Aug – 5 Sept
Cottage in Helmsley
2 Bed in Helmsley (oc-g0037)
2 bedrooms, 2 beds, 1 bathroom
3–10 Oct