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Search results; Over 1,000 homes in Helmsley

Holiday home in Helmsley
Garden Cottage - Peaceful in the Heart of Helmsley
1 bedroom, 1 bed, 1 private bathroom
13–18 Oct
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4.8 out of 5 average rating, 115 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed
23–28 Oct
4.98 out of 5 average rating, 225 reviews
Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
3 bedrooms, 5 beds
21–26 Sept
4.98 out of 5 average rating, 115 reviews
Guest favourite
Home in Helmsley
Tykes Cottage Helmsley
2 bedrooms, 3 beds
19–24 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms, 3 beds
19–24 Oct
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Cabin in Helmsley
Meadow Spa Cabin @ Helmsley Meadows
1 bedroom, 1 king bed
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
2 bedrooms, 2 beds
9–16 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
3 bedrooms, 4 beds
9–14 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Wrelton
Old Forge in Wrelton, North Yorkshire.
1 bedroom, 1 double bed
14–19 Sept
4.98 out of 5 average rating, 436 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds
21–26 Sept
4.97 out of 5 average rating, 206 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds
3–8 Oct
Top guest favourite
Cottage in Laskill
The Forge - A charming 3 bed barn conversion sleeping up to 6 guests
3 bedrooms, 5 beds
31 Aug – 5 Sept
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Barn in Yearsley
Herriot Country peaceful retreat
1 bedroom, 1 king bed
7–12 Sept
4.98 out of 5 average rating, 168 reviews
Cottage in Helmsley
2 Bed in Helmsley (oc-g0037)
2 bedrooms, 2 beds
28 Sept – 3 Oct
Top guest favourite
Religious building in Great Habton
The Old Chapel - Luxury Retreat
2 bedrooms, 5 beds
16–21 Aug
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Cabin in Old Byland
Beck- Luxury, off grid, woodland cabin-streamside
26–31 Aug
4.96 out of 5 average rating, 84 reviews
Superhost
Home in Wass
Cottage in Wass, Near Ampleforth
3 bedrooms, 4 beds
1–6 Sept
New place to stay
Superhost
Guest house in Laskill
The Coach House
2 bedrooms, 3 beds
13–18 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Oldstead
Mill House Annex, Oldstead
1 bedroom, 1 bed
13–18 Sept
5.0 out of 5 average rating, 125 reviews