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Search results; Over 1,000 homes in Helmsley

Top guest favourite
Home in Helmsley
31 Bridge Street
3 bedrooms, 4 beds, 2.5 private bathrooms
20–25 Sept
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4.92 out of 5 average rating, 174 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed
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
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
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
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
4 bedrooms, 5 beds
28 Sept – 4 Oct
Top guest favourite
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
1 bedroom, 1 king bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds
3–8 Oct
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms, 3 beds
19–24 Oct
4.98 out of 5 average rating, 90 reviews
Top guest favourite
Guest suite in North Yorkshire
*The Vicarage Annexe, Carlton, North Yorks 1BR S/C
1 bedroom, 1 double bed
17–22 Sept
4.98 out of 5 average rating, 392 reviews
Top guest favourite
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
1 bedroom, 1 double bed
11–16 Oct
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds
30 Sept – 5 Oct
4.97 out of 5 average rating, 210 reviews
Cottage in Helmsley
Ridings Cottage
3 bedrooms, 3 beds
25–30 Sept
Top guest favourite
Cottage in Castleton
Cheerful & Quaint 18th Century cottage
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 289 reviews
Guest favourite
Place to stay in Slingsby
The Garden Room
1 bedroom, 1 sofa bed
5–10 Sept
4.97 out of 5 average rating, 144 reviews
Top guest favourite
Barn in Scagglethorpe
The Coach House
1 bedroom, 1 bed
13–18 Sept
5.0 out of 5 average rating, 82 reviews
Top guest favourite
Place to stay in Osgodby
Long Shed Cottage
1 bedroom, 1 bed
20–25 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Hut in Stillington
The Shepherds Hut at Stillington Mill, N Yorkshire
1 bedroom, 1 double bed
1–6 Sept
4.99 out of 5 average rating, 282 reviews
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near The Coast & York
2 bedrooms, 3 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 12 reviews