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Search results; Over 1,000 homes in Helmsley

Holiday home in Helmsley
Garden Cottage - Peaceful in the Heart of Helmsley
1 bedroom, 1 bed, 1 private bathroom
8–13 Nov, Individual host
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4.8 out of 5 average rating, 121 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
Individual host
7–12 Oct
4.98 out of 5 average rating, 230 reviews
Top guest favourite
Home in Helmsley
Modern spacious fully ensuite house, dog friendly
Individual host
1–6 May
4.99 out of 5 average rating, 94 reviews
Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
Business host
12–18 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Helmsley
The Coppice Cabin @ Helmsley Meadows
Business host
26 Sept – 1 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Brawby
Charming Yorkshire Cottage near York & The Coast
Individual host
29 Sept – 4 Oct
5.0 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
Business host
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Wass
Old Bald Peg, North York Moors, character cottage
Individual host
9–14 Oct
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Husthwaite
Spring Cottage, Husthwaite
Individual host
5–10 Oct
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
Individual host
7–12 Oct
4.97 out of 5 average rating, 213 reviews
Top guest favourite
Home in Easingwold
Honeysuckle Cottage, Easingwold, North Yorkshire
Business host
5–11 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
Business host
19–24 Oct
4.98 out of 5 average rating, 94 reviews
Top guest favourite
Barn in Farlington
Holly Brook Barn
Individual host
5–10 Oct
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Cabin in Husthwaite
Alpaca Farm, Views Sleeps 4, Parking, 1 small dog
Business host
2–7 Nov
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Pickering
The Barn at Noelle's Cottages
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 61 reviews
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
Individual host
30 Oct – 6 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Thirsk
Manor House Cottage self catering rural location
Individual host
19–24 Sept
4.99 out of 5 average rating, 168 reviews
Top guest favourite
Cottage in Oswaldkirk, near Helmsley
Angel Cottage
Business host
6–13 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Farm stay in Malton
The Granary-luxury barn conversion-Adults only
Business host
12–17 Oct
4.98 out of 5 average rating, 170 reviews