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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
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
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
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
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
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
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
Business host
26 Sept – 1 Oct
5.0 out of 5 average rating, 14 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
Individual host
5–10 Oct
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
Individual host
30 Oct – 6 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Ampleforth
Lovely family home with a beautiful view
Individual host
2–7 Oct
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Home in Husthwaite
Spring Cottage, Husthwaite
Individual host
21–26 Sept
5.0 out of 5 average rating, 39 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
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
Individual host
4–9 Oct
4.99 out of 5 average rating, 70 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
Home in Wass
Wass, 3 bed, Cottage near Ampleforth
Individual host
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Barn in Yearsley
Herriot Country peaceful retreat
Individual host
27 Sept – 2 Oct
4.98 out of 5 average rating, 176 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, 22 reviews