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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
17–22 Jul
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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, 223 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
5.0 out of 5 average rating, 78 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
31 Aug – 5 Sept
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds, 1 bathroom
16–21 Jul
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
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
4.97 out of 5 average rating, 201 reviews, 1 bedroom, 2 beds, 1 bathroom
18–23 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
23–28 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
5–10 Jul
Top guest favourite
Chalet in Thirsk
Lancaster Nissen Hut
4.97 out of 5 average rating, 98 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 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
Guest suite in North Yorkshire
*The Vicarage Annexe, Carlton, North Yorks 1BR S/C
4.98 out of 5 average rating, 378 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Sept
Top guest favourite
Religious building in Great Habton
The Old Chapel - Luxury Retreat
5.0 out of 5 average rating, 36 reviews, 2 bedrooms, 5 beds, 2.5 bathrooms
9–14 Jul
Top guest favourite
Home in North Yorkshire
Swainsea Annex, Pickering
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Place to stay in Slingsby
The Garden Room
4.99 out of 5 average rating, 136 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Guest house in Oldstead
Mill House Annex, Oldstead
5.0 out of 5 average rating, 120 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Top guest favourite
Home in Thirsk
Spacious two bedroom country property
4.99 out of 5 average rating, 132 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Sept
Top guest favourite
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
4.98 out of 5 average rating, 43 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Cabin in Ugthorpe
The Highlander
4.98 out of 5 average rating, 254 reviews, 1 bedroom, 2 beds, 1 bathroom
18–23 Oct
Top guest favourite
Cottage in Brandsby
Cholmeley Cottage - (see also Fairfax Cottage)
5.0 out of 5 average rating, 81 reviews, 3 bedrooms, 3 beds, 1 bathroom
5–10 Jul