Title: Best Cottages in Helmsley in 2026 | 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) ![Helmsley Castle](https://images.trvl-media.com/place/4373/d7a2d2f9-f33f-4525-8337-f66dec4c9fb8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Paul Lakin # 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 [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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 one month [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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 | 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) ![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 | 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 in York [](https://www.expedia.co.uk/York-Hotels-29-Bondgate.h76026116.Hotel-Information) £493 includes taxes & fees 3 Jan - 4 Jan 2026 [](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/e441cab6.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/b69bfe0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in York [](https://www.expedia.co.uk/York-Hotels-Ivy-Cottage.h59647912.Hotel-Information) £415 includes taxes & fees 6 Jan - 7 Jan 2026 [](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/aef0d0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/0d15256b.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) ### Cottage in York [](https://www.expedia.co.uk/York-Hotels-Cliff-House.h84005725.Hotel-Information) £514 includes taxes & fees 5 Jan - 6 Jan 2026 [](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 | 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) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44520000/44510700/44510642/7fcafe38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Malton [](https://www.expedia.co.uk/Malton-Hotels-Sykes-Lodge.h44510642.Hotel-Information) £2,927 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Malton-Hotels-Sykes-Lodge.h44510642.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35700000/35696100/35696025/e4ca18a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35696100/35696025/e4dd65e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/36000000/35700000/35696100/35696025/ece96cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35700000/35696100/35696025/3b11b6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in High Leven [](https://www.expedia.co.uk/Yarm-Hotels-The-Paddock-Sleeping-2-B-B-Yarm.h35696025.Hotel-Information) 8.0/10 Very good (13) "Clean, well presented " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Martin E. £94 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Yarm-Hotels-The-Paddock-Sleeping-2-B-B-Yarm.h35696025.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/4d0062e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/deb4c05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/8838bc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/w1080h1681x0y0-1a48b4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in High Leven [](https://www.expedia.co.uk/Yarm-Hotels-Haystacks-Sleeping-3.h35696403.Hotel-Information) 9.0/10 Wonderful (2) "Enjoyed our stay in the homely Haystack Cottage, dogs enjoyed it too (some nice walks nearby). All very comfortable and cosy!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Edward M. £90 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Yarm-Hotels-Haystacks-Sleeping-3.h35696403.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/988f8354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/921e74f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/ea3cfb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/3ef76123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in North Yorkshire [](https://www.expedia.co.uk/Guisborough-Hotels-Cosy.h99261299.Hotel-Information) 10/10 Exceptional (2) "It’s well situated and a nice place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jane £91 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Guisborough-Hotels-Cosy.h99261299.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/14000000/13180000/13172500/13172438/1dd4f775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Cottage, 2 Bedrooms, Ground Floor (Boothferry) | Private kitchen | Fridge, microwave, oven, electric kettle](https://images.trvl-media.com/lodging/14000000/13180000/13172500/13172438/bb865734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Cottage, 3 Bedrooms (Valencourt) | Bathroom | Hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/14000000/13180000/13172500/13172438/d5bfcfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Cottage, 2 Bedrooms (Trevena Star) | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13180000/13172500/13172438/1b30b34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Pickering [](https://www.expedia.co.uk/Pickering-Hotels-Craven-Garth-Cottages.h13172438.Hotel-Information) 9.4/10 Exceptional (46) "Really nice place,friendly landlord and very helpful" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Corin £219 includes taxes & fees 10 Jan - 11 Jan 2026 [](https://www.expedia.co.uk/Pickering-Hotels-Craven-Garth-Cottages.h13172438.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/3e317dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video game console](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/40d6f974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/495b0c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/b87a02c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Guisborough [](https://www.expedia.co.uk/Guisborough-Hotels-Stoney-Nook-Cottage.h99258990.Hotel-Information) 9.2/10 Wonderful (5) "Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shelley & J. £99 includes taxes & fees 12 Jan - 13 Jan 2026 [](https://www.expedia.co.uk/Guisborough-Hotels-Stoney-Nook-Cottage.h99258990.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) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18780000/18771300/18771239/0b5d2eb5.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18780000/18771300/18771239/a9cf7d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in glaisdale [](https://www.expedia.co.uk/Whitby-Hotels-Luxury-Couples-Country-Retreat-In-Spectacular-Location-In-The-North-York-Moors.h18771239.Hotel-Information) 10/10 Exceptional (93) "Property was immaculate. Mark and Moira.where amazing, went way over and above without being asked. We would recommend this wee star of a place to anyone. Views are amazing, and the peace and quiet, just wow. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Pau K. £295 includes taxes & fees 5 Jan - 6 Jan 2026 [](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) ![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) ![Dining](https://images.trvl-media.com/lodging/104000000/103070000/103068200/103068187/df7b51e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Thornton-le-Beans [](https://www.expedia.co.uk/Northallerton-Hotels-Willow-Cottage-Cosy.h103068187.Hotel-Information) 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. £227 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Northallerton-Hotels-Willow-Cottage-Cosy.h103068187.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) ![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/54da59e0.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) ![Dishwasher, high chair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/444b7c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Keldholme, near Kirkbymoorside [](https://www.expedia.co.uk/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85530502.Hotel-Information) 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 £203 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85530502.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/c71de92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/5478f140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/30e40392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/df029f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in High Leven [](https://www.expedia.co.uk/Yarm-Hotels-The-Byrepaddock-Sleeping-6.h35695991.Hotel-Information) 8.0/10 Very good (6) "Great place, thanks Angie!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Harry C. £206 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Yarm-Hotels-The-Byrepaddock-Sleeping-6.h35695991.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 | 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 | 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) ### Cottage in York [](https://www.expedia.co.uk/York-Hotels-Croft-Granary.h30995884.Hotel-Information) 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 £321 includes taxes & fees 23 Jan - 24 Jan 2026 [](https://www.expedia.co.uk/York-Hotels-Croft-Granary.h30995884.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99120000/99114500/99114436/af5ec5ef.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) ![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) ### Cottage in Westerdale, near Castleton [](https://www.expedia.co.uk/Whitby-Hotels-1-Bedroom-Accommodation-In-Westerdale.h99114436.Hotel-Information) 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 £238 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Whitby-Hotels-1-Bedroom-Accommodation-In-Westerdale.h99114436.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90302100/90302087/30f83822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/91000000/90310000/90302100/90302087/9c876f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/91000000/90310000/90302100/90302087/634461cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90310000/90302100/90302087/5796b799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Layerthorpe [](https://www.expedia.co.uk/York-Hotels-Quiet-Cottage.h90302087.Hotel-Information) 10/10 Exceptional (22) "Everything was great and we really appreciated the snacks and beverages that were provided. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John S. £188 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/York-Hotels-Quiet-Cottage.h90302087.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35270000/35262500/35262444/c5d09a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35270000/35262500/35262444/32148aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35270000/35262500/35262444/ca740108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35270000/35262500/35262444/350410fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Upper Poppleton, near York [](https://www.expedia.co.uk/York-Hotels-2-Bedroom-Accommodation-In-Upper-Poppleton.h35262444.Hotel-Information) 10/10 Exceptional (2) "The Cottage was exceptionally clean, Very comfortable and had everything we needed for an Enjoyable week.Parking was very handy and the Train Station next door meant the car was not needed for the whole holiday.Would certainly consider staying again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen Bass £560 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/York-Hotels-2-Bedroom-Accommodation-In-Upper-Poppleton.h35262444.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/86000000/85540000/85536500/85536493/3682abdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85536500/85536493/8ba8d7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher](https://images.trvl-media.com/lodging/86000000/85540000/85536500/85536493/e38c3eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/86000000/85540000/85536500/85536493/45069021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Keldholme, near Kirkbymoorside [](https://www.expedia.co.uk/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85536493.Hotel-Information) 9.8/10 Exceptional (7) "Excellent for get away from it all beautiful countryside and walks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Kelly £261 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85536493.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) ![Living area](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/aef49505.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) ![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) ### Cottage in Pickering [](https://www.expedia.co.uk/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h65708712.Hotel-Information) 9.0/10 Wonderful (8) "Most enjoyable, well appointed cottage comfortable central to the town. Plenty to do and see with the railway nearby. We are looking forward to coming back next year. The Young family. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sonia Y. £210 includes taxes & fees 15 Jan - 16 Jan 2026 [](https://www.expedia.co.uk/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h65708712.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/a690bee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/63eba5d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/4d5a14ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/c8c70c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Guisborough [](https://www.expedia.co.uk/Guisborough-Hotels-2-Bedroom-Accommodation-In-Guisborough.h76026553.Hotel-Information) 10/10 Exceptional (1) "A great little place to chill out. Location brilliant for accessing beaches/ harbours and forest walks. Good selection of pubs / takeaways and little cafés. Hot tub a real bonus ! Beds very comfy ....perfect !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma £409 includes taxes & fees 9 Jan - 10 Jan 2026 [](https://www.expedia.co.uk/Guisborough-Hotels-2-Bedroom-Accommodation-In-Guisborough.h76026553.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=2026-01-10&endDate=2026-01-11®ionId=4373&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=APART_HOTEL) 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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=CABIN) 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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=COTTAGE) 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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=CHALET) Residences [](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=2026-03-27&d1=2026-03-27&endDate=2026-03-30&d2=2026-03-30&lodging=RESIDENCE) ![](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 ![The Minster Hotel York](https://images.trvl-media.com/lodging/2000000/1230000/1223400/1223344/1529869f_y.jpg) ### The Minster Hotel York 10/10 Excellent "Small traditional family run hotel. Comfortable and convenient. On site parking and short walk to city centre. Friendly and accommodating staff. Great breakfasts." [](https://expedia.co.uk/York-Hotels-The-Minster-Hotel-York.h1223344.Hotel-Information) ![The Golden Fleece Hotel, Thirsk, North Yorkshire](https://images.trvl-media.com/lodging/1000000/40000/34200/34191/704fdfdf_y.jpg) ### The Golden Fleece Hotel, Thirsk, North Yorkshire 10/10 Excellent "Great stay. The room was clean and quiet, comfy bed. " [](https://expedia.co.uk/Thirsk-Hotels-The-Golden-Fleece-Hotel.h34191.Hotel-Information) ![Holiday Inn Express York by IHG](https://images.trvl-media.com/lodging/1000000/440000/436100/436086/ef0064da_y.jpg) ### Holiday Inn Express York by IHG 10/10 Excellent "The room was clean and the staff very friendly and welcoming. " [](https://expedia.co.uk/York-Hotels-Holiday-Inn-Express-York.h436086.Hotel-Information) ![Moxy York](https://images.trvl-media.com/lodging/37000000/36770000/36762100/36762017/da3c8297_y.jpg) ### Moxy York 10/10 Excellent "Great atmosphere and amenities. Really enjoyed breakfast! Rooms clean and comfortable. Easy access to the centre. Definately coming back!" [](https://expedia.co.uk/York-Hotels-Moxy-York.h36762017.Hotel-Information) ![DoubleTree by Hilton York](https://images.trvl-media.com/lodging/1000000/440000/430200/430141/0f89a04d_y.jpg) ### DoubleTree by Hilton York 10/10 Excellent "The hotel is fine for a couple of nights although it could do with updating in many areas (having to walk up outside stairs to reach your room is not ideal). The footfall noise from the upstairs room was terrible on both nights, even with a change of occupants. Needs some sort of sound proofing. The staff member we complained to was great and offered to change our room, but it was after midnight. The electrics blew in our room when we switched something off; again the staff were fantastic. Breakfast was fine; normal buffet staples and it was kept well supplied. Bathrooms need a complete refurbishment with easier access than climbing in to a narrow bath to have your shower. Summary: The staff are wonderful but the hotel, which years ago was excellent is now merely a convenience." [](https://expedia.co.uk/York-Hotels-DoubleTree-By-Hilton-York.h430141.Hotel-Information) ![The Churchill Hotel](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/86f49598_y.jpg) ### The Churchill Hotel 10/10 Excellent "The hotel is just outside the city walls and has its own car park which was great! The staff was very friendly and helpful!" [](https://expedia.co.uk/York-Hotels-The-Churchill-Hotel.h1779789.Hotel-Information) ![Mercure York Fairfield Manor Hotel](https://images.trvl-media.com/lodging/1000000/20000/18000/17905/845c1184_y.jpg) ### Mercure York Fairfield Manor Hotel 10/10 Excellent "Staff friendly and helpful Pleasant clean room" [](https://expedia.co.uk/York-Hotels-Mercure-York-Fairfield-Manor-Hotel.h17905.Hotel-Information) ![Grantham Arms](https://images.trvl-media.com/lodging/32000000/31860000/31856800/31856778/55792a5f_y.jpg) ### Grantham Arms 10/10 Excellent "Just really cosy, homely and welcoming. Delightful" [](https://expedia.co.uk/York-Hotels-Grantham-Arms.h31856778.Hotel-Information) ![No.1 by GuestHouse, York](https://images.trvl-media.com/lodging/1000000/20000/11800/11750/a82be83d_y.jpg) ### No.1 by GuestHouse, York 10/10 Excellent "An awesome boutique hotel. Perfect rooms, friendly, professional staff, great location. Couldn’t be bettered. " [](https://expedia.co.uk/York-Hotels-The-Grange-Hotel.h11750.Hotel-Information) ## Find out more about Helmsley ## Helmsley Cottages information | Number of reviews | 95 | | ----------------- | ------------ | | Accommodation | 910 Cottages | | Lowest Price | £90 | | Highest Price | £2,927 | ## 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) - [5 Star Hotels in Nawton ](https://www.expedia.co.uk/5Star-Nawton-Hotels.s50-0-d6337620.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Old Byland ](https://www.expedia.co.uk/5Star-Old-Byland-Hotels.s50-0-d3000010305.Travel-Guide-Filter-Hotels) - 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