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Search results; Over 1,000 homes in Helmsley

Guest favourite
Cottage in Sproxton
Kirkdale Cottage
3 bedrooms, 3 beds, 1 private bathroom
11–16 Oct, Business host
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4.98 out of 5 average rating, 42 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
Central Fully Ensuite house sleeps 6 dog friendly
Individual host
8–13 Oct
4.98 out of 5 average rating, 119 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
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
Home in Husthwaite
Spring Cottage, Husthwaite
Individual host
21–26 Sept
5.0 out of 5 average rating, 40 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
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
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
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
Home in Yearsley
Barn conversion in a beautiful country setting
Individual host
20–25 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Easingwold
Honeysuckle Cottage, Easingwold, North Yorkshire
Business host
5–11 Oct
5.0 out of 5 average rating, 26 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
Farm stay in Malton
The cottage-luxury barn conversion-Adults only
Business host
12–17 Oct
4.96 out of 5 average rating, 203 reviews
Top guest favourite
Home in Thorgill
The Dovecote in Rosedale, NY
Individual host
28 Sept – 3 Oct
5.0 out of 5 average rating, 71 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
Business host
15–20 Nov
4.98 out of 5 average rating, 96 reviews
Top guest favourite
Home in Pickering
The Barn at Noelle's Cottages
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 61 reviews