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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
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
Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
4.98 out of 5 average rating, 113 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
22–27 Aug
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
5.0 out of 5 average rating, 82 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
19–24 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
Waters Edge Cabin @ Helmsley Meadows
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
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
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
19–24 Jul
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
18–23 Sept
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
4.97 out of 5 average rating, 202 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Sept
Top guest favourite
Place to stay in Osgodby
Long Shed Cottage
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near York & The Coast
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
Top guest favourite
Cottage in Carlton-in-Cleveland
Old Fire Station Cottage | EV Charger | Opt 2nd BR
4.97 out of 5 average rating, 176 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Superhost
Guest house in Laskill
The Coach House
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Guest favourite
Cabin in Old Byland
Beck- Luxury, off grid, woodland cabin-streamside
4.96 out of 5 average rating, 80 reviews, 1 bathroom
7–12 Aug
Top guest favourite
Guest house in Faceby
Cottage with a View
4.95 out of 5 average rating, 152 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Cottage in Helmsley
2 Bed in Helmsley (oc-g0037)
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Cottage in Stearsby
Two bed barn in the North Yorkshire hills
5.0 out of 5 average rating, 77 reviews, 2 bedrooms, 2 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Cottage in Thirsk
Manor House Cottage self catering rural location
4.99 out of 5 average rating, 156 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Sept