Title: Best Cottages in Helmsley in 2025 | Expedia.co.uk [Helmsley Travel Guide](https://expedia.co.uk/Helmsley.dx4373)[Hotels in Helmsley](https://expedia.co.uk/Helmsley-Hotels.d4373.Travel-Guide-Hotels)[Holiday Rentals in Helmsley](https://expedia.co.uk/Helmsley-Holiday-Rentals.d4373.Travel-Guide-HolidayRentals)[Flights to Helmsley](https://expedia.co.uk/Cheap-Flights-To-Helmsley.d4373.Travel-Guide-Flights)[Helmsley Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Helmsley.d4373.Car-Hire-Guide)[Helmsley Holidays](https://expedia.co.uk/Helmsley.d4373.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/5bc6137115bf83b549ffde7d696d1808.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ron Jnr # Search Helmsley Cottages ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Helmsley Cottages ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/87b3a7a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/95b80546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/e441cab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/acece1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ivy Cottage York £397 includes taxes & fees 1 Nov - 2 Nov [](https://www.expedia.co.uk/York-Hotels-Ivy-Cottage.h59647912.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/76bb8d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/3680af94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Balcony](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/3e9faea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/058ace81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 29 Bondgate York £483 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/York-Hotels-29-Bondgate.h76026116.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/2112b193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/86468c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/aef0d0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/4ba62cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cliff House York £491 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/York-Hotels-Cliff-House.h84005725.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18750000/18747600/18747584/d2440b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, hypo-allergenic bedding, blackout curtains](https://images.trvl-media.com/lodging/19000000/18750000/18747600/18747584/9081d67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18750000/18747600/18747584/56e98eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18750000/18747600/18747584/20b33913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Granary - Holiday Cottage York 9.4/10 Exceptional (3) "We really enjoyed our stay here, the property was well equipped with everything you needed for a comfortable stay. I do think the property does need updating a little and it would have been nice if the hot tub had been filled on arrival, the hot tub also needs a cover as unless you like cold feb rain wouldn’t have been enjoyable. " £216 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/York-Hotels-The-Old-Granary-Holiday-Cottage.h18747584.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/31000000/31000000/30995900/30995884/718017fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen | Fridge, stovetop, high chair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/31000000/31000000/30995900/30995884/2245de80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/31000000/31000000/30995900/30995884/30c5f63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | 2 bedrooms, individually decorated, individually furnished, bed sheets](https://images.trvl-media.com/lodging/31000000/31000000/30995900/30995884/bf96cb62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Croft Granary York 10/10 Exceptional (5) "We had a really good stay. The cottage is beautiful and equipped with absolutely everything you could ever need. Our son really enjoyed the garden, in particular the Wendy House which was also kitted out with toys, which was a lovely bonus. The village is peaceful but perfect for a nice walk. We would thoroughly recommend the property and would stay again. " £307 includes taxes & fees 17 Oct - 18 Oct [](https://www.expedia.co.uk/York-Hotels-Croft-Granary.h30995884.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/e51e0597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/a7723601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/ee1c052f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/61b5f78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Dairy Thirsk 10/10 Exceptional (1) "Good experience " £400 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Thirsk-Hotels-The-Old-Dairy.h95259169.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/96000000/95010000/95001800/95001714/a04584cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/96000000/95010000/95001800/95001714/37ce9914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/96000000/95010000/95001800/95001714/af75642b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/96000000/95010000/95001800/95001714/8d4a90f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheep Cote Shepherds Hut Middlesbrough 10/10 Exceptional (1) "Very beautiful surroundings, the shepherd’s hut is well situated for travelling around the moors. The hut is perfect, very clean and well designed space. It had everything I needed and more " £396 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Middlesbrough-Hotels-Sheep-Cote-Shepherds-Hut.h95001714.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78351000/78350923/9e8730fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78360000/78351000/78350923/9db8b23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78360000/78351000/78350923/79041da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78360000/78351000/78350923/4f37674f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Church View Pickering 10/10 Exceptional (1) £328 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Pickering-Hotels-5-Church-View.h78350923.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000304/217a54b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen | Cookware/dishes/utensils](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000304/030a4b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | 2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000304/b39ca0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000304/2c8ee497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chapel Cottage York 9.4/10 Exceptional (3) "The property was beautiful and the owner, David, was very welcoming." £420 includes taxes & fees 27 Oct - 28 Oct [](https://www.expedia.co.uk/York-Hotels-Chapel-Cottage.h31000304.Hotel-Information) ![Cottage | Front of property](https://images.trvl-media.com/lodging/27000000/27000000/26992000/26991944/71f25ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992000/26991944/e1e58872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992000/26991944/851d48f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992000/26991944/eea0fcea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Owl's Nest York 10/10 Exceptional (1) £358 includes taxes & fees 31 Oct - 1 Nov [](https://www.expedia.co.uk/York-Hotels-Hobbits.h26991944.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114100000/114093700/114093700/0bcea5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114100000/114093700/114093700/ccbd37a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114093700/114093700/3e9a4380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114100000/114093700/114093700/0e130def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Horseshoe Cottage Middlesbrough £332 includes taxes & fees 24 Oct - 25 Oct [](https://www.expedia.co.uk/Middlesbrough-Hotels-Horseshoe-Cottage.h114093700.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114092500/114092439/f49aa905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower](https://images.trvl-media.com/lodging/115000000/114100000/114092500/114092439/3cec34a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114100000/114092500/114092439/12f7cc5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114092500/114092439/12ab9aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Endeavour Lodge 4 Middlesbrough £639 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Middlesbrough-Hotels-Endeavour-Lodge-4.h114092439.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649300/59649264/b00da000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | 2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/60000000/59650000/59649300/59649264/4df85039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649300/59649264/e44cb461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649300/59649264/35a7d4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wood Cottage Middlesbrough £579 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Middlesbrough-Hotels-Wood-Cottage.h59649264.Hotel-Information) ![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114100000/114091800/114091783/4d33341f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114091800/114091783/21800b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114100000/114091800/114091783/a464e1f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114100000/114091800/114091783/a05f17f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elm Tree Cottage Thirsk £322 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Thirsk-Hotels-Elm-Tree-Cottage.h114091783.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114092500/114092438/4df26737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![DVD player](https://images.trvl-media.com/lodging/115000000/114100000/114092500/114092438/d33c4bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![DVD player](https://images.trvl-media.com/lodging/115000000/114100000/114092500/114092438/1ad72215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114092500/114092438/62cad651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baysdale Lodge 5 Middlesbrough £639 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Middlesbrough-Hotels-Baysdale-Lodge-5.h114092438.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114092900/114092872/15b02a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area](https://images.trvl-media.com/lodging/115000000/114100000/114092900/114092872/9730df39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114092900/114092872/ee0262ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114092900/114092872/1b337d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cosy Caravan Thirsk £313 includes taxes & fees 17 Oct - 18 Oct [](https://www.expedia.co.uk/Thirsk-Hotels-The-Cosy-Caravan.h114092872.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102640000/102633600/102633551/0ad34792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102640000/102633600/102633551/102883a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/103000000/102640000/102633600/102633551/b839ac22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/103000000/102640000/102633600/102633551/428a4226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ghyll Crest Thirsk £1,918 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Thirsk-Hotels-Ghyll-Crest.h102633551.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995800/30995786/bae562a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995800/30995786/5d382d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995800/30995786/55bd4c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995800/30995786/78abdb5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lanes Barn Whitby 10/10 Exceptional (1) "Tardis like quality of feeling a lot bigger than it looks from the outside. Very clean and homely. Made to feel very welcome. The animals in the nearby fields are great to watch. The village is tiny noticed two shops, the butchers and a general store but all this added to the feeling of calmness. The accommodation was just far enough away from Whitby but close enough to not be a burden. Unless you’re a serious walker you will need to use the car. The nearest pub, The Board Inn, is a short... £391 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Whitby-Hotels-Lanes-Barn.h30995786.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992800/26992766/2717db3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992800/26992766/0c6161b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992800/26992766/e86bf5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992800/26992766/dedb173c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stables, Crayke Lodge York 10/10 Exceptional (1) £279 includes taxes & fees 24 Oct - 25 Oct [](https://www.expedia.co.uk/York-Hotels-The-Stables.h26992766.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114090700/114090663/20d4b0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114090700/114090663/1b248cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114100000/114090700/114090663/e1b05c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114090700/114090663/05cefee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Byre Middlesbrough £266 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Middlesbrough-Hotels-The-Byre.h114090663.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=4373&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHelmsley-Cottages.d4373-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHelmsley-Cottages.d4373-aaCottages.Travel-Guide-Accommodation) ## Top Helmsley Hotel Reviews ![Holiday Inn Express York by IHG](//images.trvl-media.com/lodging/1000000/440000/436100/436086/ef0064da_y.jpg) ### Holiday Inn Express York by IHG 10/10 Excellent "Breakfast lovely fresh and warm staff pleasant and helpful" [](https://expedia.co.uk/York-Hotels-Holiday-Inn-Express-York.h436086.Hotel-Information) ![The Golden Fleece Hotel, Thirsk, North Yorkshire](//images.trvl-media.com/lodging/1000000/40000/34200/34191/704fdfdf_y.jpg) ### The Golden Fleece Hotel, Thirsk, North Yorkshire 10/10 Excellent "Great hotel n" [](https://expedia.co.uk/Thirsk-Hotels-The-Golden-Fleece-Hotel.h34191.Hotel-Information) ![The Talbot Hotel, Malton, North Yorkshire](//images.trvl-media.com/lodging/3000000/2410000/2400200/2400134/1178e080_y.jpg) ### The Talbot Hotel, Malton, North Yorkshire 10/10 Excellent "We love staying here. Even though the hotel was busy the staff take the tile to make you feel welcome and at home. " [](https://expedia.co.uk/Malton-Hotels-The-Talbot-Hotel.h2400134.Hotel-Information) ![Rudby Hall Hotel](//images.trvl-media.com/lodging/113000000/112370000/112360600/112360531/f647f816_y.jpg) ### Rudby Hall Hotel 10/10 Excellent "Very elegant hotel, lovely grounds, friendly and accommodating hosts, very comfortable bed. Will happily stay here again if I can! " [](https://expedia.co.uk/Yarm-Hotels-Rudby-Hall.h112360531.Hotel-Information) ![Sandburn Hall Hotel](//images.trvl-media.com/lodging/68000000/67370000/67360200/67360173/28adf5fc_y.jpg) ### Sandburn Hall Hotel 10/10 Excellent "One of the best hotels I’ve stayed in " [](https://expedia.co.uk/York-Hotels-Sandburn-Hall-Hotel.h67360173.Hotel-Information) ![The Feathers Hotel, Helmsley, North Yorkshire](//images.trvl-media.com/lodging/15000000/14890000/14889400/14889397/10ef573e_y.jpg) ### The Feathers Hotel, Helmsley, North Yorkshire 10/10 Excellent "Great stay in a good location. Breakfast had a limited menu. " [](https://expedia.co.uk/York-Hotels-The-Feathers-Hotel.h14889397.Hotel-Information) ![Grantham Arms](//images.trvl-media.com/lodging/32000000/31860000/31856800/31856778/55792a5f_y.jpg) ### Grantham Arms 10/10 Excellent "Wonderful! Great staff, room was very comfortable, food was exceptional!" [](https://expedia.co.uk/York-Hotels-Grantham-Arms.h31856778.Hotel-Information) ![White Horse Farm Inn](//images.trvl-media.com/lodging/44000000/44000000/43992100/43992034/ae56fb71_y.jpg) ### White Horse Farm Inn 10/10 Excellent "We really enjoyed our stay. Staff were really friendly and accommodating. Views are amazing and for anyone who loves scenery and nature this is a lovely place to stay. " [](https://expedia.co.uk/Pickering-Hotels-White-Horse-Farm-Inn.h43992034.Hotel-Information) ![Aldwark Manor Estate](//images.trvl-media.com/lodging/1000000/800000/796100/796069/e2a3da42_y.jpg) ### Aldwark Manor Estate 10/10 Excellent "Amazing room and amazing food " [](https://expedia.co.uk/York-Hotels-Aldwark-Manor-Estate.h796069.Hotel-Information) ## Find out more about Helmsley ## Helmsley Cottages information | Number of reviews | 3 | | --- | --- | | Accommodation | 904 Cottages | | Lowest Price | £216 | | Highest Price | £1,918 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [3 Star Hotels in Harome](https://www.expedia.co.uk/3Star-Harome-Hotels.s30-0-d3000452777.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Ampleforth](https://www.expedia.co.uk/4Star-Ampleforth-Hotels.s40-0-d3000388919.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Harome](https://www.expedia.co.uk/4Star-Harome-Hotels.s40-0-d3000452777.Travel-Guide-Filter-Hotels) - 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