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Search results; Over 1,000 homes in Helmsley

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Top guest favourite
Cottage in Helmsley
Romantic Cottage with Hot Tub & Countryside Views
2 bedrooms, 2 beds, 1 private bathroom
18–23 Oct
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5.0 out of 5 average rating, 60 reviews
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Home in Helmsley
Modern spacious fully ensuite house, dog friendly
3 bedrooms, 4 beds
1–6 May
4.99 out of 5 average rating, 94 reviews
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Flat in Helmsley
The Flat @ 2 Castlegate
1 bedroom, 1 double bed
26–31 Oct
4.98 out of 5 average rating, 230 reviews
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Townhouse in Helmsley
Hyland Cottage
3 bedrooms, 4 beds
2–9 Oct
New place to stay
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Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
4 bedrooms, 5 beds
12–18 Oct
5.0 out of 5 average rating, 4 reviews
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Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
3 bedrooms, 4 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
1 bedroom, 1 king bed
14–19 Oct
5.0 out of 5 average rating, 15 reviews
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Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
1 bedroom, 2 beds
26–31 Oct
4.97 out of 5 average rating, 215 reviews
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Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
2 bedrooms, 2 beds
30 Oct – 6 Nov
5.0 out of 5 average rating, 6 reviews
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Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
4 bedrooms, 3 beds
13–18 Oct
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Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
2 bedrooms, 3 beds
15–20 Nov
4.98 out of 5 average rating, 97 reviews
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Top guest favourite
Home in Ampleforth
Lovely family home with a beautiful view
3 bedrooms, 4 beds
2–7 Oct
4.96 out of 5 average rating, 57 reviews
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Home in Thorgill
The Dovecote in Rosedale, NY
2 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 72 reviews
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Cottage in Little Habton
The Workshop - under 15 minutes to Castle Howard
2 bedrooms, 3 beds
2–9 Oct
5.0 out of 5 average rating, 68 reviews
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Home in Wass
Wass, 3 bed, Cottage near Ampleforth
3 bedrooms, 4 beds
11–16 Oct
5.0 out of 5 average rating, 8 reviews
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Cottage in Castleton
Cheerful & Quaint 18th Century cottage
3 bedrooms, 3 beds
4–9 Oct
4.96 out of 5 average rating, 300 reviews
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Cottage in Oswaldkirk, near Helmsley
Angel Cottage
2 bedrooms, 4 beds
6–13 Nov
5.0 out of 5 average rating, 15 reviews
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Guest house in Nether Silton
The Dog House, double en-suite
1 bedroom, 1 bed
4–9 Oct
4.98 out of 5 average rating, 115 reviews
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Top guest favourite
Cabin in Husthwaite
Alpaca Farm, Views Sleeps 4, Parking, 1 small dog
2 bedrooms, 3 beds
16–21 Oct
5.0 out of 5 average rating, 23 reviews