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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
4–9 Oct
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4.79 out of 5 average rating, 112 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
Modern spacious fully ensuite house, dog friendly
4.99 out of 5 average rating, 88 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
1–6 May
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
5.0 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Sept
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
Superhost
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
19–24 Jul
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
23–28 Aug
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
4.97 out of 5 average rating, 202 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Sept
Top guest favourite
Cottage in Ampleforth
Moorside Cottage -Luxury Cottage in quaint Village
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in Thorgill
The Dovecote in Rosedale, NY
5.0 out of 5 average rating, 62 reviews, 2 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Home in Ampleforth
Lovely family home with a beautiful view
4.95 out of 5 average rating, 42 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Chalet in Thirsk
Lancaster Nissen Hut
4.97 out of 5 average rating, 99 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Sept
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near York & The Coast
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
Top guest favourite
Barn in Farlington
Holly Brook Barn
5.0 out of 5 average rating, 60 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
Cottage in Helmsley
Ridings Cottage
3 bedrooms, 3 beds, 3 bathrooms
19–24 Aug
Top guest favourite
Cottage in Castleton
Cheerful & Quaint 18th Century cottage
4.96 out of 5 average rating, 281 reviews, 3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Cottage in Wrelton
Old Forge in Wrelton, North Yorkshire.
4.98 out of 5 average rating, 430 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
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