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Search results; Over 1,000 homes in Helmsley

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Guest favourite
Cottage in Helmsley
Fox Cottage in lovely Helmsley
2 bedrooms, 3 beds, 1.5 private bathrooms
3–8 Jan, Individual host
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4.87 out of 5 average rating, 31 reviews
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Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
Individual host
26–31 Oct
4.98 out of 5 average rating, 230 reviews
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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
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Townhouse in Helmsley
Hyland Cottage
Business host
21–28 Sept
New place to stay
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Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
Business host
12–18 Oct
5.0 out of 5 average rating, 4 reviews
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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
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Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
Individual host
19–24 Oct
4.97 out of 5 average rating, 215 reviews
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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
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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
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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
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Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
Individual host
6–11 Oct
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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
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Top guest favourite
Cottage in Wrelton
Old Forge in Wrelton, North Yorkshire.
Individual host
19–24 Oct
4.98 out of 5 average rating, 443 reviews
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Top guest favourite
Home in Brawby
Charming Yorkshire Cottage between York & Whitby
Individual host
29 Sept – 4 Oct
5.0 out of 5 average rating, 17 reviews
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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
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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
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Top guest favourite
Home in Husthwaite
Spring Cottage, Husthwaite
Individual host
5–10 Oct
5.0 out of 5 average rating, 40 reviews
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Top guest favourite
Barn in Farlington
Holly Brook Barn
Individual host
5–10 Oct
5.0 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Wass
Wass, 3 bed, Cottage near Ampleforth
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews