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Search results; Over 1,000 homes in Helmsley

Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 bed, 1 private bathroom
1–6 Sept
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4.98 out of 5 average rating, 224 reviews
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, 83 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
The Coppice Cabin @ Helmsley Meadows
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 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 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
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, 203 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 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
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
4–9 Aug
Top guest favourite
Cabin in Old Byland
Beck- Luxury, off grid, woodland cabin-streamside
4.96 out of 5 average rating, 81 reviews, 1 bathroom
7–12 Aug
Top guest favourite
Guest suite in North Yorkshire
*The Vicarage Annexe, Carlton, North Yorks 1BR S/C
4.98 out of 5 average rating, 385 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Sept
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near York & The Coast
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Sept
Superhost
Home in North Yorkshire
NEW! Cosy Stone Cottage With Free Parking & Wifi
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
Top guest favourite
Cottage in Brandsby
Cholmeley Cottage - (see also Fairfax Cottage)
5.0 out of 5 average rating, 82 reviews, 3 bedrooms, 3 beds, 1 bathroom
11–16 Aug
Top guest favourite
Cottage in Thirsk
Manor House Cottage self catering rural location
4.99 out of 5 average rating, 158 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
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 no fees
5.0 out of 5 average rating, 77 reviews, 2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug