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Search results; Over 1,000 homes in Helmsley

Holiday home in Helmsley
Garden Cottage - Peaceful in the Heart of Helmsley
1 bedroom, 1 bed, 1 private bathroom
13–18 Oct
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4.8 out of 5 average rating, 114 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
4.98 out of 5 average rating, 224 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
4.98 out of 5 average rating, 114 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
22–27 Aug
Guest favourite
Home in Helmsley
Tykes Cottage Helmsley
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
Guest favourite
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
5.0 out of 5 average rating, 85 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Sept
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
7–14 Aug
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Oct
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
4.97 out of 5 average rating, 204 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Sept
Top guest favourite
Barn in Yearsley
Herriot Country peaceful retreat
4.98 out of 5 average rating, 166 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Cottage in Laskill
The Forge - A charming 3 bed barn conversion sleeping up to 6 guests
4.94 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
Cottage in Helmsley
2 Bed in Helmsley (oc-g0037)
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Place to stay in Slingsby
The Garden Room
4.99 out of 5 average rating, 139 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Cabin in Old Byland
Beck- Luxury, off grid, woodland cabin-streamside
4.96 out of 5 average rating, 82 reviews, 1 bathroom
9–14 Aug
Top guest favourite
Cottage in Little Habton
The Workshop - under 15 minutes to Castle Howard
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 5 Oct
Top guest favourite
Cottage in North Yorkshire
Lovely comfortable cottage in a relaxing location
5.0 out of 5 average rating, 16 reviews, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Home in Pickering
The Barn at Noelle's Cottages
5.0 out of 5 average rating, 60 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Farm stay in Malton
The Granary-luxury barn conversion-Adults only
4.98 out of 5 average rating, 164 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
14–19 Sept