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Search results; Over 1,000 homes in Helmsley

Guest favourite
Cottage in Helmsley
Cliff Stud Retreat, Helmsley - Cecil Cottage
3 bedrooms, 3 beds, 1 private bathroom
26 Sept – 1 Oct
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4.86 out of 5 average rating, 153 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed, 1 bathroom
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, 3.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 116 reviews
Guest favourite
Home in Helmsley
Tykes Cottage Helmsley
2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 7 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
3–8 Oct
Top guest favourite
Cabin in Helmsley
Meadow Spa Cabin @ Helmsley Meadows
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
3 bedrooms, 4 beds, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Oct
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Cabin in Old Byland
Beck- Luxury, off grid, woodland cabin-streamside
1 bathroom
28 Aug – 2 Sept
4.96 out of 5 average rating, 85 reviews
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
2 bedrooms, 2 beds, 1.5 bathrooms
9–16 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Place to stay in Osgodby
Long Shed Cottage
1 bedroom, 1 bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Room in Redcar and Cleveland
Peaceful Double Room in Guisborough
1 double bed, WC
21–26 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in Nether Silton
The Dog House, double en-suite
1 bedroom, 1 bed, 1 bathroom
26 Sept – 1 Oct
4.98 out of 5 average rating, 104 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 208 reviews
Guest favourite
Place to stay in Slingsby
The Garden Room
1 bedroom, 1 sofa bed, 1 bathroom
5–10 Sept
4.96 out of 5 average rating, 142 reviews
Superhost
Tent in Coxwold
Sora Bell Tent
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
New place to stay
Cottage in Helmsley
Mill House
3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 4 Sept
Guest favourite
Home in Yearsley
Barn conversion in a beautiful country setting
1 bedroom, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near The Coast & York
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 10 reviews