Cottage vacation rentals in Helmsley
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Top-rated cottage rentals in Helmsley
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Helmsley cottage rentals
Cottage rentals with free parking
Cottage in Goathland
4.98 out of 5 average rating, 180 reviewsThe Smithy at Cross Pipes, Goathland
Feb 4 – 11
Cottage in Grewelthorpe
5.0 out of 5 average rating, 175 reviewsLuxury cottage with views in beautiful Yorkshire
Nov 17 – 24
Cottage in Osmotherley
4.98 out of 5 average rating, 198 reviewsStanley Cottage, in the heart of Osmotherley
Nov 24 – Dec 1
Cottage in Lockton
4.95 out of 5 average rating, 124 reviewsJasmine Cottage, North Yorks Moors National Park
Mar 8 – 15
Cottage in Swainby
4.9 out of 5 average rating, 157 reviewsStreamside Swainby, North Yorkshire National Park.
Oct 27 – Nov 3
Cottage in Old Malton
4.96 out of 5 average rating, 138 reviewsBrook Farm Cottage, Old Malton
Mar 1 – 8
Cottage in North Yorkshire
4.99 out of 5 average rating, 190 reviewsThe Barn at Cocker House in the heart of the Dales
Apr 2 – 9
Cottage in Eryholme
5.0 out of 5 average rating, 248 reviewsIdyllic cottage by the River Tees, North Yorkshire
Feb 12 – 19
Cottage rentals with a hot tub
Cottage in Newbridge
4.93 out of 5 average rating, 120 reviews3 Railway Cottage Pickering , Hot Tub, Pets all'd
Jan 14 – 21
Cottage in Malton
4.96 out of 5 average rating, 170 reviewsThe Ham and Cheese Retreat
Oct 4 – 11
Cottage in Duggleby
4.91 out of 5 average rating, 232 reviewsHighbury Farm Cottage with Hot Tub. Pet friendly
Jan 12 – 19
Cottage in North Yorkshire
5.0 out of 5 average rating, 140 reviewsAnnex in Bedale with Private Hot Tub
Apr 26 – May 3
Cottage in Burythorpe
4.99 out of 5 average rating, 107 reviewsRural Grade II listed cottage - salt water hot tub
Mar 27 – Apr 3
Cottage in Broxa
5.0 out of 5 average rating, 107 reviewsThe View Broxa - Luxury Lodge - Yorkshire Coast
Dec 16 – 23
Cottage in West Yorkshire
4.93 out of 5 average rating, 318 reviews‘The Nook’ & Hot Tub - Hebden Bridge
Jan 4 – 11
Cottage in Rookhope
4.94 out of 5 average rating, 262 reviewsNew 2023 mini moon luxe with hot tub copper bath
Oct 2 – 9
Pet-friendly cottage rentals
Cottage in Castleton
4.97 out of 5 average rating, 158 reviewsCheerful & Quaint 18th Century cottage
Mar 8 – 15
Cottage in North Yorkshire
4.78 out of 5 average rating, 161 reviewsCosy ‘Cobblers Cottage’ - Pickering
Dec 10 – 17
Cottage in North Yorkshire
4.99 out of 5 average rating, 120 reviewsBancroft Cottage: Luxury Holidays Yorkshire
Aug 25 – Sep 1
Cottage in North Yorkshire
4.97 out of 5 average rating, 152 reviewsA cosy cottage in the heart of the Yorkshire Dales
Jan 26 – Feb 2
Cottage in Stillington
4.85 out of 5 average rating, 203 reviewsThe Shepherds Cottage, Stillington, York
Aug 17 – 24
Cottage in North Yorkshire
4.93 out of 5 average rating, 423 reviewsEntire Home Cozy little cottage with log burner
Dec 10 – 17
Cottage in North Yorkshire
4.97 out of 5 average rating, 110 reviewsKatiann's Cottage
Apr 2 – 9
Cottage in Stokesley
4.9 out of 5 average rating, 210 reviewsApple Tree Cottage. Stokesley.North Yorkshire.
Jul 20 – 27
Quick stats about cottage rentals in Helmsley
Total rentals
20 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
370 reviews
Nightly prices starting at
R2,225 ZAR before taxes and fees
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- Monthly Rentals Helmsley
- Rentals with a fireplace Helmsley
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- Family-friendly rentals Helmsley
- Pet-friendly rentals Helmsley
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