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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
21–26 Sept
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4.98 out of 5 average rating, 116 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
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
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, 88 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
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
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
Top guest favourite
Hut in Stillington
The Shepherds Hut at Stillington Mill, N Yorkshire
1 bedroom, 1 double bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 281 reviews
Top guest favourite
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
1 bedroom, 1 double bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 58 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
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
4.97 out of 5 average rating, 208 reviews
Top guest favourite
Cottage in Castleton
Cheerful & Quaint 18th Century cottage
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 287 reviews
Superhost
Tent in Coxwold
Sora Bell Tent
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
New place to stay
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, 11 reviews
Top guest favourite
Cottage in Wass
Old Bald Peg, North York Moors, character cottage
2 bedrooms, 3 beds, 1 bathroom
6–11 Oct
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Religious building in Great Habton
The Old Chapel - Luxury Retreat
2 bedrooms, 5 beds, 2.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Cottage in Thirsk
Manor House Cottage self catering rural location
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 162 reviews