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 In two weeks [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [6 Feb - 8 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Helmsley Cottages ![Exterior](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/76bb8d6e.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 | Property grounds](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/1fc38116.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) ### 29 Bondgate York £483 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/York-Hotels-29-Bondgate.h76026116.Hotel-Information) ![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/acece1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/b69bfe0d.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) ### Ivy Cottage York £397 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/York-Hotels-Ivy-Cottage.h59647912.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 25 Nov - 26 Nov [](https://www.expedia.co.uk/York-Hotels-Cliff-House.h84005725.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44520000/44510700/44510642/7e29f72c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | 6 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/45000000/44520000/44510700/44510642/ca4ac206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen | Microwave, dishwasher, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/45000000/44520000/44510700/44510642/8c68d984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44520000/44510700/44510642/c176f455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sykes Lodge Malton £3,360 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Malton-Hotels-Sykes-Lodge.h44510642.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18780000/18771300/18771239/90-w2338h1387x0y8-5417784e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18780000/18771300/18771239/e5c99439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18780000/18771300/18771239/87737529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18780000/18771300/18771239/0b5d2eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury couple's country retreat in spectacular location in the North York Moors glaisdale 10/10 Exceptional (93) "lovely property, fantastic hosts with an amazing location. So peaceful." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sian W. £308 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Whitby-Hotels-Luxury-Couples-Country-Retreat-In-Spectacular-Location-In-The-North-York-Moors.h18771239.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103070000/103068200/103068187/3defcbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103070000/103068200/103068187/6e9622ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103070000/103068200/103068187/9b792d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103070000/103068200/103068187/0cb02814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Willow Cottage 4 bedroom Cosy stopover, dogs welcome Thornton-le-Beans 10/10 Exceptional (4) "A most comfortable bungalow in a delightful village. Host kind & welcoming & the bungalow is kept to a good standard. Recommend the Crosby Inn for a meal too. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Colin A. £209 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/Northallerton-Hotels-Willow-Cottage-Cosy.h103068187.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32920000/32915100/32915072/e0cdde1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/33000000/32920000/32915100/32915072/f4a5e023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32920000/32915100/32915072/7452d74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher, high chair, freezer](https://images.trvl-media.com/lodging/33000000/32920000/32915100/32915072/6f5d7759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 bedroom accommodation in Settrington, near Malton Settrington, near Malton 10/10 Exceptional (1) "Beautiful cottage, absolutely huge with a large garden too. Very comfortable for 8 friends, especially with the 4 bathrooms and a single toilet downstairs. We loved having the full dining table that we could all fit around both inside and outside. All of the cottage was spotless and beautifully decorated, with every amenity we could want really. Nothing more we could have wanted! Close to the beach if you fancy a day out, and a trip to Malton for some nice food. It’s not super close to any... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paisley Carter £1,081 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Malton-Hotels-4-Bedroom-Accommodation-In-Settrington.h32915072.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99120000/99114500/99114436/2e15c60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99120000/99114500/99114436/811f0e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher](https://images.trvl-media.com/lodging/100000000/99120000/99114500/99114436/fa2cab02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99120000/99114500/99114436/3650bdd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Pythorn - UK45253 Westerdale, near Castleton 9.4/10 Exceptional (3) "Beautiful cottage, equipped to a high standard, very clean and cosy.Lovely surroundings" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Birgit Lyon £219 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Whitby-Hotels-1-Bedroom-Accommodation-In-Westerdale.h99114436.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/1ed42e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/07f4513b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/54da59e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/dc974274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keldholme Cottages 2 - UK11488 Keldholme, near Kirkbymoorside 10/10 Exceptional (4) "We had a lovely 4 night stay.Everything was perfect.Clean, comfortable bed and cosy evenings in front of the fire.Owners were lovely people. We will definitely return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline Allington £251 includes taxes & fees 3 Dec - 4 Dec [](https://www.expedia.co.uk/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85530502.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/e4277a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher, high chair](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/bfb29d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/2f939a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/f5039035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroom accommodation in Pickering Pickering 9.0/10 Wonderful (8) "I would like to give this 5 stars but I am unable to do so because of the local church which is very close to the cottage.For whatever reason, the bells were ringing out at all sorts of times — including 11pm, 2am and 6am!!The sound of the bells made it impossible to get a decent night’s sleep.Someone needs to report this and get it stopped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob Needham £210 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h65708712.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/53000000/52110000/52106200/52106136/dcc356a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/53000000/52110000/52106200/52106136/54beb91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/53000000/52110000/52106200/52106136/9eddab7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/53000000/52110000/52106200/52106136/aa46d0c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 bedroom accommodation in Goathland Goathland 8.0/10 Very good (1) "Will definitely go back again my family loved it had a power cut made it more adventurous loved every minute off it neighbours across the way gave us some candles next day didn't use them but people made you welcome" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fredrick Dobbs £498 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Whitby-Hotels-4-Bedroom-Accommodation-In-Goathland.h52106136.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83230000/83225300/83225261/c51819d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/84000000/83230000/83225300/83225261/a80d2c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/84000000/83230000/83225300/83225261/ec11d2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/84000000/83230000/83225300/83225261/68b6f858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stables Luxury House! - sleeps 18 guests in 7 bedrooms York 9.8/10 Exceptional (53) "Gorgeous house and loved the hot tub and the grounds! The house was nice and clean and gorgeous! can't wait to come back again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura c. [](https://www.expedia.co.uk/York-Hotels-The-Stables-Luxury-House-Sleeps-18-Guests-In-7-Bedrooms.h83225261.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113890000/113881400/113881304/3f3e4591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113890000/113881400/113881304/29f3957a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/114000000/113890000/113881400/113881304/a05311e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/114000000/113890000/113881400/113881304/8b777751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Farm Cottage with Hot Tub in Yorkshire Northallerton £180 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Northallerton-Hotels-Luxury-Farm-Cottage-With-Hot-Tub-In-Yorkshire.h113881304.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) ![Dining](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/cd0556fb.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) ![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) ### The Old Dairy Thirsk 10/10 Exceptional (1) "Good experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd £400 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Thirsk-Hotels-The-Old-Dairy.h95259169.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106400000/106390200/106390158/ae05ff36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106400000/106390200/106390158/5e65738a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106400000/106390200/106390158/39797224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/107000000/106400000/106390200/106390158/ee5af725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful North Yorkshire Stone Cottage YORK £685 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/York-Hotels-Beautiful-North-Yorkshire-Stone-Cottage.h106390158.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 | Outdoor dining](https://images.trvl-media.com/lodging/31000000/31000000/30995900/30995884/1a5fea78.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 | 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) ### 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. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Leslie £307 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/York-Hotels-Croft-Granary.h30995884.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/27000000/27000000/26992000/26991944/851d48f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992000/26991944/0c412d25.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) ### Owl's Nest York 10/10 Exceptional (1) £358 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/York-Hotels-Hobbits.h26991944.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) ![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/96000000/95010000/95001800/95001714/3578124e.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 " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jennifer £396 includes taxes & fees 15 Nov - 16 Nov [](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/79000000/78360000/78351000/78350923/4f37674f.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/79000000/78360000/78351000/78350923/9db8b23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Church View Pickering 10/10 Exceptional (1) £328 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Pickering-Hotels-5-Church-View.h78350923.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31001100/31001064/41ed6a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room | TV, DVD player](https://images.trvl-media.com/lodging/32000000/31010000/31001100/31001064/4d39d220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31001100/31001064/ead59428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Dining](https://images.trvl-media.com/lodging/32000000/31010000/31001100/31001064/841e8173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy Cottage Northallerton 10/10 Exceptional (1) "Ideal base for visiting North Yorkshire. Lovely quiet location within easy walking distance to 2 pubs. Plenty of walks nearby. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Yvonne £291 includes taxes & fees 21 Nov - 22 Nov [](https://www.expedia.co.uk/Northallerton-Hotels-Cosy-Cottage.h31001064.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=2025-11-26&endDate=2025-11-27®ionId=4373&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=COTTAGE) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=APARTMENT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=CABIN) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=VACATION_HOME) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=CONDO) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=CHALET) ![](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 ![Sandburn Hall Hotel](//images.trvl-media.com/lodging/68000000/67370000/67360200/67360173/28adf5fc_y.jpg) ### Sandburn Hall Hotel 10/10 Excellent "Staff very friendly and the hotel was clean The food was excellent in both the restaurant and the sports bar with the service efficient " [](https://expedia.co.uk/York-Hotels-Sandburn-Hall-Hotel.h67360173.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 "Staff are exceptional and go above and beyond to ensure you have a great stay. The room was spacious and the shower amazing. " [](https://expedia.co.uk/Malton-Hotels-The-Talbot-Hotel.h2400134.Hotel-Information) ![The Old Lodge](//images.trvl-media.com/lodging/19000000/18270000/18267900/18267823/18d74347_y.jpg) ### The Old Lodge 10/10 Excellent "The rooms are always clean, the staff are always friendly and the food is stunning. Always my go to hotel in Malton." [](https://expedia.co.uk/Malton-Hotels-The-Old-Lodge.h18267823.Hotel-Information) ![Mercure York Fairfield Manor Hotel](//images.trvl-media.com/lodging/1000000/20000/18000/17905/845c1184_y.jpg) ### Mercure York Fairfield Manor Hotel 10/10 Excellent "Yes" [](https://expedia.co.uk/York-Hotels-Mercure-York-Fairfield-Manor-Hotel.h17905.Hotel-Information) ![Grantham Arms](//images.trvl-media.com/lodging/32000000/31860000/31856800/31856778/55792a5f_y.jpg) ### Grantham Arms 10/10 Excellent "Despite a couple of minor issues the staff were apologetic and immediately came up with a solution that we were impressed with. The food is great! And the rooms are lovely (amazing showers)!! We live staying here and will be back." [](https://expedia.co.uk/York-Hotels-Grantham-Arms.h31856778.Hotel-Information) ![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 "All of the staff were wonderful. My father has some mobility issues and the receptionist noticed this and switched our room for one on the ground floor, all before I could ask. The room was spotless and quiet, couldn't ask for more." [](https://expedia.co.uk/York-Hotels-Holiday-Inn-Express-York.h436086.Hotel-Information) ![Burn Hall Hotel](//images.trvl-media.com/lodging/2000000/1760000/1753400/1753368/8728b720_y.jpg) ### Burn Hall Hotel 10/10 Excellent "Excellent as normal , staff lovely & helpful . Food in the restaurant really nice very tasty . Rooms lovely ,bed very comfortable ." [](https://expedia.co.uk/York-Hotels-Burn-Hall-Hotel.h1753368.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 "We didnt have breakfast so cant comment, but everything else was lovely " [](https://expedia.co.uk/York-Hotels-The-Feathers-Hotel.h14889397.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 "Good old English hospitality " [](https://expedia.co.uk/Pickering-Hotels-White-Horse-Farm-Inn.h43992034.Hotel-Information) ## Find out more about Helmsley ## Helmsley Cottages information | Number of reviews | 14 | | --- | --- | | Accommodation | 906 Cottages | | Lowest Price | £180 | | Highest Price | £3,360 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - 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