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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
7–12 Oct, Individual host
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4.98 out of 5 average rating, 230 reviews
Top guest favourite
Home in Helmsley
Modern spacious fully ensuite house, dog friendly
Individual host
1–6 May
4.99 out of 5 average rating, 94 reviews
Townhouse in Helmsley
Hyland Cottage
Business host
21–28 Sept
New place to stay
Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
Business host
12–18 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
Individual host
7–12 Oct
4.97 out of 5 average rating, 214 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
Business host
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
Business host
14–19 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
Business host
15–20 Nov
4.98 out of 5 average rating, 96 reviews
Top guest favourite
Cottage in Wrelton
Old Forge in Wrelton, North Yorkshire.
Individual host
27 Sept – 2 Oct
4.98 out of 5 average rating, 443 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
Individual host
6–11 Oct
Top guest favourite
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
Individual host
4–9 Oct
4.99 out of 5 average rating, 71 reviews
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
Individual host
30 Oct – 6 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Husthwaite
Spring Cottage, Husthwaite
Individual host
21–26 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Cottage in Castleton
Cheerful & Quaint 18th Century cottage
Individual host
4–9 Oct
4.96 out of 5 average rating, 299 reviews
Top guest favourite
Cottage in Little Habton
The Workshop - under 15 minutes to Castle Howard
Individual host
2–9 Oct
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Home in Yearsley
Barn conversion in a beautiful country setting
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Ampleforth
Lovely family home with a beautiful view
Individual host
2–7 Oct
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Barn in Farlington
Holly Brook Barn
Individual host
5–10 Oct
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Home in Thorgill
The Dovecote in Rosedale, NY
Individual host
28 Sept – 3 Oct
5.0 out of 5 average rating, 71 reviews