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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
20–25 Sept
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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
Central Fully Ensuite house sleeps 6 dog friendly
4.98 out of 5 average rating, 113 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
17–22 Jul
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Superhost
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Yearsley
Barn conversion in a beautiful country setting
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
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
31 Aug – 5 Sept
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
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
Guest favourite
Cottage in Cawton
The Cake House
4.96 out of 5 average rating, 188 reviews, 3 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Barn in Yearsley
Herriot Country peaceful retreat
4.98 out of 5 average rating, 164 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 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
Top guest favourite
Home in Husthwaite
Spring Cottage, Husthwaite
5.0 out of 5 average rating, 32 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
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
Cottage in Wass
Old Bald Peg, North York Moors, character cottage
5.0 out of 5 average rating, 69 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Oct
Top guest favourite
Home in Easingwold
Honeysuckle Cottage, Easingwold, North Yorkshire
5.0 out of 5 average rating, 19 reviews, 2 bedrooms, 2 beds, 2 bathrooms
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
Top guest favourite
Home in Keldholme
Highfield Annex with off St Parking in Keldholme
5.0 out of 5 average rating, 109 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
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