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Search results; Over 1,000 homes in Helmsley

Guest favourite
Cottage in Helmsley
Fox Cottage in lovely Helmsley
2 bedrooms, 3 beds, 1.5 private bathrooms
26 Sept – 1 Oct
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4.87 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 225 reviews
Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
3 bedrooms, 5 beds, 3.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 115 reviews
Guest favourite
Home in Helmsley
Tykes Cottage Helmsley
2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 6 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
3–8 Oct
Top guest favourite
Cabin in Helmsley
Meadow Spa Cabin @ Helmsley Meadows
1 bedroom, 1 king bed, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Oct
4.98 out of 5 average rating, 86 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
3 bedrooms, 4 beds, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
2 bedrooms, 2 beds, 1.5 bathrooms
9–16 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Hut in Stillington
The Shepherds Hut at Stillington Mill, N Yorkshire
1 bedroom, 1 double bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 280 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 206 reviews
Top guest favourite
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
1 bedroom, 1 double bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Place to stay in Slingsby
The Garden Room
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 142 reviews
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near The Coast & York
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in Old Byland
Beck- Luxury, off grid, woodland cabin-streamside
1 bathroom
26–31 Aug
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Guest house in Nether Silton
The Dog House, double en-suite
1 bedroom, 1 bed, 1 bathroom
23–28 Sept
4.98 out of 5 average rating, 104 reviews
Top guest favourite
Shepherd’s hut in North Yorkshire
Rural Woodland Retreat in Nature
1 bedroom, 1 double bed, 1 bathroom
8–13 Aug
4.99 out of 5 average rating, 120 reviews
Guest favourite
Flat in North Yorkshire
Luxury Harrogate Penthouse Overlooking The Stray
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Thirsk
Manor House Cottage self catering rural location
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 161 reviews