Title: Helmsley Cottages from CA $161 | Expedia.ca [Helmsley Travel Guide](https://expedia.ca/Helmsley.dx4373)[Hotels in Helmsley](https://expedia.ca/Helmsley-Hotels.d4373.Travel-Guide-Hotels)[Vacation Rentals in Helmsley](https://expedia.ca/Helmsley-Vacation-Rentals.d4373.Travel-Guide-VacationRentals)[Things to do in Helmsley](https://expedia.ca/Things-To-Do-In-Helmsley.d4373.Travel-Guide-Activities)[Helmsley Car Rentals](https://expedia.ca/Car-Rentals-In-Helmsley.d4373.Car-Rental-Guide)[Helmsley Vacation Packages](https://expedia.ca/Helmsley.d4373.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/4373/8704ad01-7733-45a2-83a2-610ef1c2c51c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Mark Sage ![](https://images.trvl-media.com/place/4373/8704ad01-7733-45a2-83a2-610ef1c2c51c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-07-24&endDate=2026-07-26&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 ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/9a22331d.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 | Property grounds](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/9cd3d045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/b55bb02e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ivy Cottage [](https://www.expedia.ca/York-Hotels-Ivy-Cottage.h59647912.Hotel-Information) York CA $637 CA $764 total includes taxes & fees Apr 18 - Apr 19 [](https://www.expedia.ca/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 | 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 | Private kitchen](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/4c64fd54.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 [](https://www.expedia.ca/York-Hotels-29-Bondgate.h76026116.Hotel-Information) York CA $770 CA $924 total includes taxes & fees Apr 18 - Apr 19 [](https://www.expedia.ca/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/aef0d0e1.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) ![3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/e64d476f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cliff House [](https://www.expedia.ca/York-Hotels-Cliff-House.h84005725.Hotel-Information) York CA $789 CA $946 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/York-Hotels-Cliff-House.h84005725.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114110000/114104500/114104406/1d2bbdda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114104500/114104406/af6fffbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114110000/114104500/114104406/f1a49666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114110000/114104500/114104406/552039d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lilac Cottage [](https://www.expedia.ca/York-Hotels-Lilac-Cottage.h114104406.Hotel-Information) York CA $515 CA $618 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/York-Hotels-Lilac-Cottage.h114104406.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) ![Interior](https://images.trvl-media.com/lodging/104000000/103070000/103068200/103068187/668f1d3f.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) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103070000/103068200/103068187/24defb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Willow Cottage 4 bedroom Cosy stopover, dogs welcome [](https://www.expedia.ca/Northallerton-Hotels-Willow-Cottage-Cosy.h103068187.Hotel-Information) Thornton-le-Beans 10/10 Exceptional (4 reviews) "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. CA $363 CA $411 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Northallerton-Hotels-Willow-Cottage-Cosy.h103068187.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/5f7427f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/4a37141c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/54749800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/df4fcd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM [](https://www.expedia.ca/Yarm-Hotels-Haylofthaystacks-Sleeping-5.h35695993.Hotel-Information) High Leven 10/10 Exceptional (2 reviews) "It's a quirky place but it was as described and Angie was welcoming and accommodating." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Simon N. CA $341 CA $387 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Yarm-Hotels-Haylofthaystacks-Sleeping-5.h35695993.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/2fa49998.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) ![Food and drink](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/96615725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM [](https://www.expedia.ca/Yarm-Hotels-Haystacks-Sleeping-3.h35696403.Hotel-Information) High Leven 9.0/10 Wonderful (2 reviews) "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. CA $131 CA $161 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Yarm-Hotels-Haystacks-Sleeping-3.h35696403.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/bd5a4d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/c0513652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/3649cadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/416e4f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Winds Cottage [](https://www.expedia.ca/Guisborough-Hotels-2-Bedroom-Accommodation-In-Guisborough.h76026553.Hotel-Information) Guisborough 10/10 Exceptional (1 review) "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 CA $525 CA $525 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Guisborough-Hotels-2-Bedroom-Accommodation-In-Guisborough.h76026553.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) ![Dining](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/b43502d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/495b0c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/3e00e47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stoney Nook Cottage [](https://www.expedia.ca/Guisborough-Hotels-Stoney-Nook-Cottage.h99258990.Hotel-Information) Guisborough 9.2/10 Wonderful (5 reviews) "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. CA $147 CA $177 total includes taxes & fees May 4 - May 5 [](https://www.expedia.ca/Guisborough-Hotels-Stoney-Nook-Cottage.h99258990.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85536500/85536493/68f5a257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/86000000/85540000/85536500/85536493/6b0c1f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/86000000/85540000/85536500/85536493/3682abdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/86000000/85540000/85536500/85536493/db6f60b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keldholme Cottage 1 - UK10992 [](https://www.expedia.ca/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85536493.Hotel-Information) Keldholme, near Kirkbymoorside 9.8/10 Exceptional (8 reviews) "Very good holiday lovely cottage nice and clean but needs a bit of a refurbishment in some areas." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne Arthur CA $542 CA $542 total includes taxes & fees May 4 - May 5 [](https://www.expedia.ca/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85536493.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35696100/35696025/e4dd65e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave [](https://www.expedia.ca/Yarm-Hotels-The-Paddock-Sleeping-2-B-B-Yarm.h35696025.Hotel-Information) High Leven 8.0/10 Very good (14 reviews) "Clean, well presented " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Martin E. CA $138 CA $168 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Yarm-Hotels-The-Paddock-Sleeping-2-B-B-Yarm.h35696025.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) ![Dining](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/df029f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/5aa9feca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/6b5f7f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite [](https://www.expedia.ca/Yarm-Hotels-The-Byrepaddock-Sleeping-6.h35695991.Hotel-Information) High Leven 8.0/10 Very good (6 reviews) "Great place, thanks Angie!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Harry C. CA $341 CA $387 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Yarm-Hotels-The-Byrepaddock-Sleeping-6.h35695991.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) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90310000/90302100/90302087/14e87783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90310000/90302100/90302087/40db1093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/91000000/90310000/90302100/90302087/037ccbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaway - Quiet cottage, a short walk from the historic centre of York. [](https://www.expedia.ca/York-Hotels-Quiet-Cottage.h90302087.Hotel-Information) Layerthorpe 10/10 Exceptional (22 reviews) "We loved our stay it was clean cozy had everything we needed and the communication was spot on " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Fiona CA $258 CA $333 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/York-Hotels-Quiet-Cottage.h90302087.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102220000/102210600/102210585/faa39ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102220000/102210600/102210585/fa19e8f7.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/103000000/102220000/102210600/102210585/a8551e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102220000/102210600/102210585/9edd0b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dragonstone Lodge [](https://www.expedia.ca/Northallerton-Hotels-Dragonstone-Lodge.h102210585.Hotel-Information) Northallerton 10/10 Exceptional (1 review) "We loved this property. The owners obviously have an eye for decor as it is a really stylish place and beautifully finished. We loved how peaceful the property was and the owners had thought of everything . We really appreciated the tea, coffee and milk after a 5 hour drive and the muffins, biscuits and crisps were a lovely touch. All the information you needed was in a folder and we visited lots of the places recommenced in it. It’s a fantastic property and we hope to stay there again." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark CA $416 CA $499 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Northallerton-Hotels-Dragonstone-Lodge.h102210585.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122150000/122140500/122140492/53a9af2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122150000/122140500/122140492/148d03c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122150000/122140500/122140492/89e8dd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122150000/122140500/122140492/cc655862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bedroom accommodation in Malton [](https://www.expedia.ca/Malton-Hotels-3-Bedroom-Accommodation-In-Malton.h122140492.Hotel-Information) Malton CA $635 CA $635 total includes taxes & fees Apr 17 - Apr 18 [](https://www.expedia.ca/Malton-Hotels-3-Bedroom-Accommodation-In-Malton.h122140492.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95930000/95927600/95927599/56a7037b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95930000/95927600/95927599/51674099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95930000/95927600/95927599/b1885673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/96000000/95930000/95927600/95927599/a041ac7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A charming, three-bedroom cottage nestled in a hidden gem of a village. [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-3-Bedroom-Accommodation-In-Skinningrove.h95927599.Hotel-Information) Skinningrove, near Saltburn-by-the-Sea 10/10 Exceptional (1 review) "We’re repeat visitors to Beachcomber. It’s the best equipped cottage we’ve stayed in. Its setting is unusual: post-industrial landscape in beautiful countryside. If you want something a little different, this is the place for you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $920 CA $920 total includes taxes & fees Apr 16 - Apr 17 [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-3-Bedroom-Accommodation-In-Skinningrove.h95927599.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/128000000/127160000/127156900/127156869/13202317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/128000000/127160000/127156900/127156869/2e3a302c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/128000000/127160000/127156900/127156869/41a1502e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/128000000/127160000/127156900/127156869/77133eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 bedroom accommodation in Hinderwell, near Staithes [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-5-Bedroom-Accommodation-In-Hinderwell.h127156869.Hotel-Information) Hinderwell, near Staithes CA $1,003 CA $1,003 total includes taxes & fees Apr 17 - Apr 18 [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-5-Bedroom-Accommodation-In-Hinderwell.h127156869.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105090000/105081600/105081536/ce6dc3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/106000000/105090000/105081600/105081536/1462f110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Highchair](https://images.trvl-media.com/lodging/106000000/105090000/105081600/105081536/f7ae1270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105090000/105081600/105081536/da7ee2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroom accommodation in East Heslerton [](https://www.expedia.ca/Malton-Hotels-2-Bedroom-Accommodation-In-East-Heslerton.h105081536.Hotel-Information) East Heslerton 9.8/10 Exceptional (8 reviews) "Great stay very clean and modern.Hot tub was great after a day of walking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason Smith CA $851 CA $851 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Malton-Hotels-2-Bedroom-Accommodation-In-East-Heslerton.h105081536.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/53000000/52110000/52107900/52107854/95bfa0f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/53000000/52110000/52107900/52107854/ccecfbe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/53000000/52110000/52107900/52107854/b68a9db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/53000000/52110000/52107900/52107854/5a37ab82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 bedroom accommodation in Slingsby, near Malton [](https://www.expedia.ca/York-Hotels-1-Bedroom-Accommodation-In-Slingsby.h52107854.Hotel-Information) Slingsby, near Malton 10/10 Exceptional (6 reviews) "Homely cottage in a beautiful village- the welcome pack was very useful & the flowers were a lovely touch. Would definitely recommend a stay at Kate's Cottage for a relaxing break." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine Blain CA $675 CA $675 total includes taxes & fees Apr 22 - Apr 23 [](https://www.expedia.ca/York-Hotels-1-Bedroom-Accommodation-In-Slingsby.h52107854.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/426a3b81.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) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/57b9d282.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) ### Cosy, 2 Bedroom Cottage in Guisborough Town Centre [](https://www.expedia.ca/Guisborough-Hotels-Cosy.h99261299.Hotel-Information) North Yorkshire 10/10 Exceptional (2 reviews) "It’s well situated and a nice place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jane CA $147 CA $177 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/Guisborough-Hotels-Cosy.h99261299.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.ca/Hotel-Search?startDate=2026-04-18&endDate=2026-04-19®ionId=4373&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cottages [](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=APART_HOTEL) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CHALET) Condos [](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom®ionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CONDO) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHelmsley-Cottages.d4373-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHelmsley-Cottages.d4373-aaCottages.Travel-Guide-Accommodation) ## Top Helmsley Hotel Reviews ![Dean Court Hotel](https://images.trvl-media.com/lodging/1000000/10000/7500/7413/1bdb22c3_y.jpg) ### Dean Court Hotel 10/10 Excellent "Great location, friendly staff, comfortable and clean room. " [](https://expedia.ca/York-Hotels-Dean-Court-Hotel.h7413.Hotel-Information) ![Hampton by Hilton Stockton on Tees](https://images.trvl-media.com/lodging/34000000/33690000/33685400/33685346/f4fe57b6_y.jpg) ### Hampton by Hilton Stockton on Tees 8/10 Good "Breakfast was average. However the hotel was in very good condition. Very clean and staff were great. " [](https://expedia.ca/Stockton-On-Tees-Hotels-Hampton-By-Hilton-Stockton-On-Tees.h33685346.Hotel-Information) ![Leonardo Hotel Middlesbrough](https://images.trvl-media.com/lodging/1000000/550000/544600/544541/745f04cf_y.jpg) ### Leonardo Hotel Middlesbrough 6/10 Okay "Breakfast very standard self service. Bar didn’t open in the morning as advertised " [](https://expedia.ca/Middlesbrough-Hotels-Jurys-Inn-Middlesbrough.h544541.Hotel-Information) ![The Churchill Hotel](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/22996a6e_y.jpg) ### The Churchill Hotel 6/10 Okay "Room smaller than anticipated but clean Staff helpful and pleasant Location ideal Room service was swift Breakfast disappointing and both bought out at different times.value for money was poor. Having to pay for parking and breakfast in addition to room fee's was a little un exepected. " [](https://expedia.ca/York-Hotels-The-Churchill-Hotel.h1779789.Hotel-Information) ![Holiday Inn Express York by IHG](https://images.trvl-media.com/lodging/1000000/440000/436100/436086/717ca688_y.jpg) ### Holiday Inn Express York by IHG 8/10 Good "Lots of choice for breakfast. However the bacon had been cooked and left a while so was like leather. I would rather wait for it to be cooked fresh. Orange juice was watery and bitter. Overall was a pleasent one night stay." [](https://expedia.ca/York-Hotels-Holiday-Inn-Express-York.h436086.Hotel-Information) ![Moxy York](https://images.trvl-media.com/lodging/37000000/36770000/36762100/36762017/e382e498_y.jpg) ### Moxy York 10/10 Excellent "Clean property, comfy bed." [](https://expedia.ca/York-Hotels-Moxy-York.h36762017.Hotel-Information) ![Mercure York Fairfield Manor Hotel](https://images.trvl-media.com/lodging/1000000/20000/18000/17905/ff88db99_y.jpg) ### Mercure York Fairfield Manor Hotel 10/10 Excellent "A very nice hotel. Lovely clean and warm room. A good supply of towels and hot water. Staff were very friendly & helpful. Breakfast was amazing.....such a wonderful choice. Will definitely stay there again. " [](https://expedia.ca/York-Hotels-Mercure-York-Fairfield-Manor-Hotel.h17905.Hotel-Information) ![The Feathers Hotel, Helmsley, North Yorkshire](https://images.trvl-media.com/lodging/15000000/14890000/14889400/14889397/10ef573e_y.jpg) ### The Feathers Hotel, Helmsley, North Yorkshire 10/10 Excellent "Fresh breakfast foods. Room was invitingly clean. Staff very helpful. Bar area - seating needs a clean." [](https://expedia.ca/York-Hotels-The-Feathers-Hotel.h14889397.Hotel-Information) ![Feversham Arms Hotel & Verbena Spa](https://images.trvl-media.com/lodging/9000000/8110000/8107300/8107242/61275af7_y.jpg) ### Feversham Arms Hotel & Verbena Spa 10/10 Excellent "The staff and food really are beyond expectations here. The facilities are also fantastic. Definitely worth a visit and provides great value for money." [](https://expedia.ca/York-Hotels-Feversham-Arms-Hotel-Verbena-Spa.h8107242.Hotel-Information) ## Find out more about Helmsley ## Helmsley Cottages information | Number of reviews | 82 | | ----------------- | ------------- | | Accommodation | 1407 Cottages | | Lowest Price | CA $161 | | Highest Price | CA $1,003 |