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Search results; Over 1,000 homes in Helmsley

Guest favourite
Cottage in Helmsley
Pretty Yorkshire Stone Cottage Harome
2 bedrooms, 3 beds, 1 private bathroom
12–17 Aug
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4.94 out of 5 average rating, 101 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed, 1 bathroom
1–6 Sept
4.98 out of 5 average rating, 224 reviews
Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
3 bedrooms, 5 beds, 3.5 bathrooms
17–22 Jul
4.98 out of 5 average rating, 113 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms, 3 beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 78 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Helmsley
Tykes Cottage Helmsley
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 201 reviews
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Cottage in Ampleforth
Moorside Cottage -Luxury Cottage in quaint Village
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Ampleforth
Lovely family home with a beautiful view
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.95 out of 5 average rating, 42 reviews
Top guest favourite
Place to stay in Osgodby
Long Shed Cottage
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Barn in Farlington
Holly Brook Barn
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Religious building in Great Habton
The Old Chapel - Luxury Retreat
2 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Cawton
The wheelhouse at Sundial farm
4 bedrooms, 6 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near York & The Coast
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
2 bedrooms, 2 beds, 1.5 bathrooms
7–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Brandsby
Cholmeley Cottage - (see also Fairfax Cottage)
3 bedrooms, 3 beds, 1 bathroom
10–15 Jul
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Home in Keldholme
Highfield Annex with off St Parking in Keldholme
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 109 reviews
Guest favourite
Home in Yearsley
Barn conversion in a beautiful country setting
1 bedroom, 3 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Carlton-in-Cleveland
Old Fire Station Cottage | EV Charger | Opt 2nd BR
1 bedroom, 1 double bed, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 175 reviews