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Search results; Over 1,000 homes in Helmsley

Guest favourite
Cottage in Helmsley
Clothes Prop Cottage, a Helmsley hideaway
2 bedrooms, 2 beds, 1 private bathroom
26 Sept – 1 Oct
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4.93 out of 5 average rating, 311 reviews
Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
4.98 out of 5 average rating, 114 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
22–27 Aug
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
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
Superhost
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Cottage in Helmsley
Fox Cottage in lovely Helmsley
4.87 out of 5 average rating, 31 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
5.0 out of 5 average rating, 85 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Sept
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
7–14 Aug
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Oct
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near The Coast & York
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Sept
Top guest favourite
Cottage in Stearsby
Two bed barn in the North Yorkshire hills no fees
5.0 out of 5 average rating, 77 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Aug
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
27 Aug – 1 Sept
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
4.97 out of 5 average rating, 203 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Sept
Top guest favourite
Cottage in Castleton
Cheerful & Quaint 18th Century cottage
4.96 out of 5 average rating, 282 reviews, 3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
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
Cottage in Helmsley
Ridings Cottage
3 bedrooms, 3 beds, 3 bathrooms
12–17 Sept
Top guest favourite
Place to stay in Slingsby
The Garden Room
4.99 out of 5 average rating, 139 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Place to stay in Osgodby
Long Shed Cottage
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug