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Search results; Over 1,000 homes in Helmsley

Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
3 bedrooms, 5 beds, 3.5 private bathrooms
22–27 Aug
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4.98 out of 5 average rating, 113 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
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
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, 30 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
22–27 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
1–6 Aug
Home in Harome
Grange Cottage
3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Bungalow in North Yorkshire
Cosy modern home in Ampleforth village
4.98 out of 5 average rating, 197 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Cottage in Coxwold
Fabulous cottage in Coxwold, the perfect bolthole!
4.99 out of 5 average rating, 192 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Mar
Top guest favourite
Room in Brandsby
Welcoming rural BnB with ensuite & private lounge
5.0 out of 5 average rating, 39 reviews, 1 king bed, 1 bathroom
1–6 Feb
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
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
18–23 Sept
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
Flat in York
Quirky flat tucked away in a Yorkshire village
New place to stay, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
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 Wrelton
Old Forge in Wrelton, North Yorkshire.
4.98 out of 5 average rating, 431 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Cottage in Carlton-in-Cleveland
Old Fire Station Cottage | EV Charger | Opt 2nd BR
4.97 out of 5 average rating, 177 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Home in Ampleforth
Lovely family home with a beautiful view
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept