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Search results; Over 1,000 places in Helmsley

Guest favorite
Apartment in Helmsley
The Flat @ 2 Castlegate
1 double bed
Apr 13 – 18
4.98 out of 5 average rating, 146 reviews
Guest favorite
Room in Helmsley
Stay with JeanHosting for 6 years,
Pretty gateway town location for North York Moors
Apr 1 – 6
4.97 out of 5 average rating, 256 reviews
Guest favorite
Home in Helmsley
Clothes Prop Cottage, a Helmsley hideaway
2 beds
Jul 13 – 18
4.93 out of 5 average rating, 207 reviews
Guest favorite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
5 beds
Apr 7 – 12
4.99 out of 5 average rating, 75 reviews
Guest favorite
Home in Helmsley
31 Bridge Street
4 beds
Aug 11 – 16
4.91 out of 5 average rating, 117 reviews
Vacation home in Helmsley
Honeysuckle Cottage
3 beds
Apr 1 – 6
4.71 out of 5 average rating, 21 reviews
Superhost
Vacation home in Helmsley
Garden Cottage - Peaceful in the Heart of Helmsley
1 double bed
Apr 14 – 19
4.81 out of 5 average rating, 58 reviews
Guest favorite
Train in Helmsley
Unique Railway Carriage - In the Heart of Helmsley
3 beds
Apr 7 – 12
4.88 out of 5 average rating, 172 reviews
Guest favorite
Home in Helmsley
Idyllic 300 year old bijoux stone country cottage
1 double bed
Apr 15 – 20
4.82 out of 5 average rating, 161 reviews
Guest favorite
Cottage in Helmsley
Holiday cottage in lovely Helmsley
3 beds
Apr 13 – 20
4.83 out of 5 average rating, 12 reviews
Tiny home in Helmsley
Luxury Studio Haven in Helmsley
1 double bed
Apr 1 – 6
New place to stay
Guest favorite
Home in Helmsley
Holiday at 44 - wonderfully situated for all
8 beds
Apr 1 – 6
4.93 out of 5 average rating, 111 reviews
Home in Helmsley
Host & Stay | Willow Cottage
2 beds
Apr 28 – May 3
4.7 out of 5 average rating, 40 reviews
Guest favorite
Home in North Yorkshire
Gorgeous country cottage in a stunning location
4 beds
Apr 18 – 23
4.99 out of 5 average rating, 92 reviews
Home in Helmsley
Bay tree Cottage Helmsley North Yorkshire
2 king beds
Apr 17 – 22
4.63 out of 5 average rating, 8 reviews
Guest favorite
Cottage in Helmsley
Pretty Yorkshire Stone Cottage Harome
3 beds
Apr 14 – 19
4.94 out of 5 average rating, 85 reviews
Superhost
Cottage in Helmsley
Cliff Stud Retreat, Helmsley - Cecil Cottage
3 beds
Apr 13 – 18
4.88 out of 5 average rating, 115 reviews
Guest favorite
Home in Harome
Luxurious idyllic country cottage North Yorkshire
3 beds
Apr 28 – May 3
4.96 out of 5 average rating, 28 reviews