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 Ripon
4.99 out of 5 average rating, 182 reviewsCottage with beautiful views
Cottage in Goathland
4.98 out of 5 average rating, 179 reviewsThe Smithy at Cross Pipes, Goathland
Cottage in Kilburn
4.94 out of 5 average rating, 236 reviewsKilburn Chicken Cottage
Cottage in Grewelthorpe
5.0 out of 5 average rating, 175 reviewsLuxury cottage with views in beautiful Yorkshire
Cottage in Swainby
4.9 out of 5 average rating, 157 reviewsStreamside Swainby, North Yorkshire National Park.
Cottage in Osmotherley
4.98 out of 5 average rating, 198 reviewsStanley Cottage, in the heart of Osmotherley
Cottage in North Yorkshire
4.94 out of 5 average rating, 241 reviewsThe Stud - near the heart of Bedale High Street
Cottage in Old Malton
4.96 out of 5 average rating, 138 reviewsBrook Farm Cottage, Old Malton
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
Cottage in Malton
4.96 out of 5 average rating, 170 reviewsThe Ham and Cheese Retreat
Cottage in Duggleby
4.91 out of 5 average rating, 231 reviewsHighbury Farm Cottage with Hot Tub. Pet friendly
Cottage in Burythorpe
4.99 out of 5 average rating, 107 reviewsRural Grade II listed cottage - salt water hot tub
Cottage in North Yorkshire
5.0 out of 5 average rating, 140 reviewsAnnex in Bedale with Private Hot Tub
Cottage in Broxa
5.0 out of 5 average rating, 107 reviewsThe View Broxa - Luxury Lodge - Yorkshire Coast
Cottage in Scotton
4.98 out of 5 average rating, 110 reviewsFamily/Dog friendly cottage & hot tub
Cottage in West Yorkshire
4.93 out of 5 average rating, 318 reviews‘The Nook’ & Hot Tub - Hebden Bridge
Pet-friendly cottage rentals
Cottage in North Yorkshire
4.78 out of 5 average rating, 161 reviewsCosy ‘Cobblers Cottage’ - Pickering
Cottage in Staithes
4.8 out of 5 average rating, 140 reviews17th Century fisherman's cottage + stunning view
Cottage in Castleton
4.97 out of 5 average rating, 157 reviewsCheerful & Quaint 18th Century cottage
Cottage in North Yorkshire
4.99 out of 5 average rating, 120 reviewsBancroft Cottage: Luxury Holidays Yorkshire
Cottage in Stillington
4.85 out of 5 average rating, 203 reviewsThe Shepherds Cottage, Stillington, York
Cottage in North Yorkshire
4.97 out of 5 average rating, 152 reviewsA cosy cottage in the heart of the Yorkshire Dales
Cottage in North Yorkshire
4.97 out of 5 average rating, 110 reviewsKatiann's Cottage
Cottage in Stokesley
4.9 out of 5 average rating, 210 reviewsApple Tree Cottage. Stokesley.North Yorkshire.
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
$120 before taxes and fees
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