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Search results; Over 1,000 homes in Helmsley

Top guest favourite
Cottage in Helmsley
Romantic Cottage with Hot Tub & Countryside Views
2 bedrooms, 2 beds, 1 private bathroom
18–23 Oct
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5.0 out of 5 average rating, 59 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed, 1 bathroom
7–12 Oct
4.98 out of 5 average rating, 230 reviews
Top guest favourite
Home in Helmsley
Modern spacious fully ensuite house, dog friendly
3 bedrooms, 4 beds, 3.5 bathrooms
1–6 May
4.99 out of 5 average rating, 94 reviews
Townhouse in Helmsley
Hyland Cottage
3 bedrooms, 4 beds, 3 bathrooms
21–28 Sept
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Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
4 bedrooms, 5 beds, 3.5 bathrooms
12–18 Oct
5.0 out of 5 average rating, 4 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
Top guest favourite
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
1 bedroom, 1 king bed, 1 bathroom
14–19 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds, 1 bathroom
7–12 Oct
4.97 out of 5 average rating, 214 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms, 3 beds, 2.5 bathrooms
15–20 Nov
4.98 out of 5 average rating, 96 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
6–11 Oct
Cottage in Helmsley
Ridings Cottage
3 bedrooms, 3 beds, 3 bathrooms
25–30 Sept
Top guest favourite
Home in Yearsley
Barn conversion in a beautiful country setting
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
2 bedrooms, 2 beds, 1.5 bathrooms
30 Oct – 6 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Wass
Wass, 3 bed, Cottage near Ampleforth
3 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Ampleforth
Lovely family home with a beautiful view
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Oct
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Cottage in Stearsby
Little Barn Yorkshire. 2 bed contemporary barn
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Barn in Farlington
Holly Brook Barn
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Cottage in Little Habton
The Workshop - under 15 minutes to Castle Howard
2 bedrooms, 3 beds, 1.5 bathrooms
2–9 Oct
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Home in Thorgill
The Dovecote in Rosedale, NY
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 71 reviews