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Search results; Over 1,000 homes in Helmsley

Guest favourite
Cottage in Helmsley
Cliff Stud Retreat, Helmsley - Cecil Cottage
3 bedrooms, 3 beds, 1 private bathroom
28 Sept – 3 Oct, Business host
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4.86 out of 5 average rating, 154 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
Individual host
7–12 Oct
4.98 out of 5 average rating, 230 reviews
Townhouse in Helmsley
Hyland Cottage
Business host
21–28 Sept
New place to stay
Top guest favourite
Home in Helmsley
Modern spacious fully ensuite house, dog friendly
Individual host
1–6 May
4.99 out of 5 average rating, 94 reviews
Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
Business host
12–18 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
Business host
14–19 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Husthwaite
Spring Cottage, Husthwaite
Individual host
21–26 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Cottage in Little Habton
The Workshop - under 15 minutes to Castle Howard
Individual host
2–9 Oct
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Cabin in Husthwaite
Alpaca Farm, Views Sleeps 4, Parking, 1 small dog
Business host
2–7 Nov
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage between York & Whitby
Individual host
3–8 Oct
5.0 out of 5 average rating, 17 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
Business host
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Easingwold
Honeysuckle Cottage, Easingwold, North Yorkshire
Business host
5–11 Oct
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Wass
Old Bald Peg, North York Moors, character cottage
Individual host
9–14 Oct
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Yearsley
Barn conversion in a beautiful country setting
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
Individual host
7–12 Oct
4.97 out of 5 average rating, 214 reviews
Top guest favourite
Farm stay in Malton
The cottage-luxury barn conversion-Adults only
Business host
2–7 Nov
4.96 out of 5 average rating, 203 reviews
Top guest favourite
Cottage in Oswaldkirk, near Helmsley
Angel Cottage
Business host
6–13 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Barn in Farlington
Holly Brook Barn
Individual host
5–10 Oct
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Barn in Topcliffe
The Parlour, Salmon Hall Barns
Individual host
11–16 Dec
4.97 out of 5 average rating, 154 reviews