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Search results; Over 1,000 homes in Helmsley

Cottage in Helmsley
Rye Court Cottage - Cottage in central Helmsley
3 bedrooms, 7 beds, 1.5 private bathrooms
13–18 Sept
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4.71 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed, 1 bathroom
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
3 bedrooms, 4 beds, 3.5 bathrooms
1–6 May
4.99 out of 5 average rating, 94 reviews
Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
4 bedrooms, 5 beds, 3.5 bathrooms
9–15 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
1 bedroom, 1 king bed, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Little Habton
The Workshop - under 15 minutes to Castle Howard
2 bedrooms, 3 beds, 1.5 bathrooms
2–9 Oct
5.0 out of 5 average rating, 68 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
3 bedrooms, 4 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
5–10 Oct
Top guest favourite
Cabin in Husthwaite
Alpaca Farm, Views Sleeps 4, Parking, 1 small dog
2 bedrooms, 3 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Pickering
The Barn at Noelle's Cottages
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Home in Easingwold
Honeysuckle Cottage, Easingwold, North Yorkshire
2 bedrooms, 2 beds, 2 bathrooms
5–11 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Barn in Yearsley
Herriot Country peaceful retreat
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 175 reviews
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Home in Brawby
Charming Yorkshire Cottage near York & The Coast
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cottage in Wass
Old Bald Peg, North York Moors, character cottage
2 bedrooms, 3 beds, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in North Yorkshire
The Old Post Office pretty village 20min from York
3 bedrooms, 3 beds, 3 bathrooms
4–9 Oct
4.99 out of 5 average rating, 115 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds, 1 bathroom
7–12 Oct
4.97 out of 5 average rating, 213 reviews
Top guest favourite
Cottage in Oswaldkirk, near Helmsley
Angel Cottage
2 bedrooms, 4 beds, 1 bathroom
6–13 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Barn in Farlington
Holly Brook Barn
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Home in Thorgill
The Dovecote in Rosedale, NY
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 71 reviews