Title: Helmsley Vacation Rentals from $66: Search Short-Term Rentals | Expedia.com

[Helmsley Travel Guide](https://expedia.com/Helmsley.dx4373)[Hotels in Helmsley](https://expedia.com/Helmsley-Hotels.d4373.Travel-Guide-Hotels)[Flights to Helmsley](https://expedia.com/Cheap-Flights-To-Helmsley.d4373.Travel-Guide-Flights)[Car Rentals in Helmsley](https://expedia.com/Car-Rentals-In-Helmsley.d4373.Car-Rental-Guide)[Helmsley Vacation Packages](https://expedia.com/Helmsley.d4373.Destination-Travel-Guides)

![Late afternoon at lovely Helmsley](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)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=4373&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=4373&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/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 four months

[Jun 26 - Jun 28](https://www.expedia.com/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)

## Our top choices for Helmsley vacation rentals

![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/f197f188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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 | Property grounds](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/9cd3d045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in York

[](https://www.expedia.com/York-Hotels-Ivy-Cottage.h59647912.Hotel-Information)

$459 nightly

$551 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-Ivy-Cottage.h59647912.Hotel-Information)

![Smart TV, offices](https://images.trvl-media.com/lodging/124000000/123790000/123788700/123788664/80d8a7d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123790000/123788700/123788664/866f3021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123790000/123788700/123788664/c89b8606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/124000000/123790000/123788700/123788664/ff59257d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Helmsley

[](https://www.expedia.com/York-Hotels-Beautiful-Stone-Cottage-In-The-Heart-Of-Helmsley-Sleeps-2.h123788664.Hotel-Information)

$771 nightly

$771 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-Beautiful-Stone-Cottage-In-The-Heart-Of-Helmsley-Sleeps-2.h123788664.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/b425e438.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 | Private kitchen | Fridge, dishwasher, electric kettle, toaster](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/77000000/76030000/76026200/76026116/2802c648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in York

[](https://www.expedia.com/York-Hotels-29-Bondgate.h76026116.Hotel-Information)

$555 nightly

$666 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-29-Bondgate.h76026116.Hotel-Information)

![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)

![Interior](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/b339a666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/2112b193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in York

[](https://www.expedia.com/York-Hotels-Cliff-House.h84005725.Hotel-Information)

$569 nightly

$683 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-Cliff-House.h84005725.Hotel-Information)

![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/30000000/29100000/29090500/29090463/7bb406c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/30000000/29100000/29090500/29090463/aed66061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/30000000/29100000/29090500/29090463/9b29757f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/30000000/29100000/29090500/29090463/5f0cd7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Thirsk

[](https://www.expedia.com/Thirsk-Hotels-Morndyke-Shepherds-Huts.h29090463.Hotel-Information)

9.8/10

Exceptional

(20 reviews)

"Lovely place to stay, very relaxing"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

John

$159 nightly

$191 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Thirsk-Hotels-Morndyke-Shepherds-Huts.h29090463.Hotel-Information)

![Studio | Dining](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044385/f19870c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Outdoor dining](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044385/b0e25c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Interior](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044385/7c1b7ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Bathroom | Shower, towels, toilet paper](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044385/158fbf1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Northallerton

[](https://www.expedia.com/Northallerton-Hotels-Welbury-Studio-Retreat.h111044385.Hotel-Information)

9.0/10

Wonderful

(2 reviews)

"Very helpful, we were going to be later than anticipated arriving, phoned to let them know, they reassured us it was no problem, everything was ready for our stay. Check-in at the bar was easy, staff showed us to our studio, staff very cheerful. Food in the pub was great, not just pub grub. Only downside, studio was small."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Gillian

$71 nightly

$85 total

Mar 13 - Mar 14

Total with taxes and fees

[](https://www.expedia.com/Northallerton-Hotels-Welbury-Studio-Retreat.h111044385.Hotel-Information)

![Superior Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/119000000/118700000/118698600/118698546/e1d6a6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/119000000/118700000/118698600/118698546/53f4a7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/119000000/118700000/118698600/118698546/6db67ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/119000000/118700000/118698600/118698546/18b56e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Middlesbrough

[](https://www.expedia.com/Middlesbrough-Hotels-OYO-Costays-Studios.h118698546.Hotel-Information)

7.4/10

Good

(3 reviews)

"The hotel was still being built on arrival. I had not been sent any instructions on how to access the building so could not get in for the first hour. When I left my room during the afternoon and returned, workers from the hotel were in my room removing a fridge. They accepted they should have checked with me first but this meant I left the hotel a night early as I did not feel safe in my room."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Joanne

$55 nightly

$66 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Middlesbrough-Hotels-OYO-Costays-Studios.h118698546.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114130000/114123200/114123165/b389d449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114130000/114123200/114123165/11bdc301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114130000/114123200/114123165/ebfb6d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114130000/114123200/114123165/50284cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Thirsk

[](https://www.expedia.com/Thirsk-Hotels-Ensuite-Family-Cabin-With-Private-Hot-Tub.h114123165.Hotel-Information)

10/10

Exceptional

(3 reviews)

"The property exceeded what we were expecting. Very clean, fully equipped with kitchen cutlery, plates, cups etc. Cannot fault the property, area, or hospitality shown by the owners. We are looking forward to booking again, this time for a little longer. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Tara

$233 nightly

$233 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Thirsk-Hotels-Ensuite-Family-Cabin-With-Private-Hot-Tub.h114123165.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112530000/112527500/112527445/686c942c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112530000/112527500/112527445/3eec5285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib](https://images.trvl-media.com/lodging/113000000/112530000/112527500/112527445/73852e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112530000/112527500/112527445/a76a4e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Northallerton

[](https://www.expedia.com/Northallerton-Hotels-Cosy-Cabin-With-Hot-Tub-In-North-Yorkshire.h112527445.Hotel-Information)

9.6/10

Exceptional

(21 reviews)

"Highly recommend! Such a lovely place to stay, and we really enjoyed our time with the children. Everything was perfect, and the hot tub was definitely a highlight, especially with the privacy it offered."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ahamed Suhail

$204 nightly

$204 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Northallerton-Hotels-Cosy-Cabin-With-Hot-Tub-In-North-Yorkshire.h112527445.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/00ef485d.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)

### Cottage in High Leven

[](https://www.expedia.com/Yarm-Hotels-The-Byrepaddock-Sleeping-6.h35695991.Hotel-Information)

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.

$283 nightly

$283 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Yarm-Hotels-The-Byrepaddock-Sleeping-6.h35695991.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115700000/115691800/115691725/b435a310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115700000/115691800/115691725/27179243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/116000000/115700000/115691800/115691725/a64eb165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115700000/115691800/115691725/w2047h1365x0y0-4bc7cc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in York

[](https://www.expedia.com/York-Hotels-The-Chalet-In-York-Has-1-Bedroom.h115691725.Hotel-Information)

9.4/10

Exceptional

(48 reviews)

"The kitchen setup was well thought out, We made several meals during our stay and found everything we needed,"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$404 nightly

$404 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-The-Chalet-In-York-Has-1-Bedroom.h115691725.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102220000/102210600/102210585/0ae1a6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102220000/102210600/102210585/faa39ae0.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)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102220000/102210600/102210585/fa19e8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Northallerton

[](https://www.expedia.com/Northallerton-Hotels-Dragonstone-Lodge.h102210585.Hotel-Information)

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

$300 nightly

$360 total

Mar 13 - Mar 14

Total with taxes and fees

[](https://www.expedia.com/Northallerton-Hotels-Dragonstone-Lodge.h102210585.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110340000/110337000/110336935/d203382d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110340000/110337000/110336935/a5b9a517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110340000/110337000/110336935/565d78c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110340000/110337000/110336935/637240c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eaglescliffe

[](https://www.expedia.com/Stockton-On-Tees-Hotels-Home-And-Away.h110336935.Hotel-Information)

$166 nightly

$166 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Stockton-On-Tees-Hotels-Home-And-Away.h110336935.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111250000/111248200/111248187/0404f0fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111250000/111248200/111248187/45ac7ac4.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/112000000/111250000/111248200/111248187/96cd8ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111250000/111248200/111248187/6ea05f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middlesbrough

[](https://www.expedia.com/Middlesbrough-Hotels-Rays-Home-Away-From-Home.h111248187.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Very clean and a good area"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Marek

$169 nightly

$169 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Middlesbrough-Hotels-Rays-Home-Away-From-Home.h111248187.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126880000/126875900/126875864/f0cb9a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/127000000/126880000/126875900/126875864/45a3f31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/127000000/126880000/126875900/126875864/03064623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/127000000/126880000/126875900/126875864/e66acac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Northallerton

[](https://www.expedia.com/Northallerton-Hotels-Luxury-Cosy-Cabin-With-Hot-Tub-In-Rural-Yorkshire.h126875864.Hotel-Information)

$235 nightly

$235 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Northallerton-Hotels-Luxury-Cosy-Cabin-With-Hot-Tub-In-Rural-Yorkshire.h126875864.Hotel-Information)

![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)

![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 crib](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/495b0c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Guisborough

[](https://www.expedia.com/Guisborough-Hotels-Stoney-Nook-Cottage.h99258990.Hotel-Information)

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.

$129 nightly

$129 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Guisborough-Hotels-Stoney-Nook-Cottage.h99258990.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119070000/119063700/119063605/9e616778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Shared Bathroom | 1 bedroom](https://images.trvl-media.com/lodging/120000000/119070000/119063700/119063605/8cf89214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Triple Room, Ensuite (1) | Exterior](https://images.trvl-media.com/lodging/120000000/119070000/119063700/119063605/e6b09e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Shared Bathroom (1) | Private kitchen](https://images.trvl-media.com/lodging/120000000/119070000/119063700/119063605/f01c2ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Clifton

[](https://www.expedia.com/York-Hotels-Vass-York-House.h119063605.Hotel-Information)

8.0/10

Very Good

(2 reviews)

"Clean room and bathroom, lovely and welcoming host"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Breece

$67 nightly

$80 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-Vass-York-House.h119063605.Hotel-Information)

![Studio | 1 bedroom](https://images.trvl-media.com/lodging/107000000/106770000/106764100/106764100/bc91f84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | 1 bedroom](https://images.trvl-media.com/lodging/107000000/106770000/106764100/106764100/6d25c55b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | 1 bedroom](https://images.trvl-media.com/lodging/107000000/106770000/106764100/106764100/e0f6902c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | 1 bedroom](https://images.trvl-media.com/lodging/107000000/106770000/106764100/106764100/w2995h1998x0y0-7b425aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Saltburn-by-the-Sea

[](https://www.expedia.com/Saltburn-By-The-Sea-Hotels-Host-Stay-The-Lobster-Pot.h106764100.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Great 1 night stay, very friendly host, spotlessly clean. Great location only a few minutes walk to nearest pub. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Vicky

$162 nightly

$162 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Saltburn-By-The-Sea-Hotels-Host-Stay-The-Lobster-Pot.h106764100.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/40000000/39530000/39526000/39525977/fcfe26c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/40000000/39530000/39526000/39525977/de607f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39530000/39526000/39525977/95d4bb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/40000000/39530000/39526000/39525977/873ed5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Pickering

[](https://www.expedia.com/Pickering-Hotels-Cowslip-Pod-Glamping-For-4-Guests.h39525977.Hotel-Information)

9.8/10

Exceptional

(7 reviews)

"We absolutely loved our stay here and only wish that it could've been longer. Would definitely recommend to anyone."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Molly H.

$338 nightly

$338 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Pickering-Hotels-Cowslip-Pod-Glamping-For-4-Guests.h39525977.Hotel-Information)

![LCD TV](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421467/b28eb760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421467/44426d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421467/e17f2187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67430000/67421500/67421467/a8b29131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Pickering

[](https://www.expedia.com/Pickering-Hotels-Foxtail-Glamping-Pod-Sleeps-2-Gold-Award-Winning.h67421467.Hotel-Information)

10/10

Exceptional

(7 reviews)

"The pods have everything you need it’s clean modern, outside is kept neat and tidy, so relaxing, would definitely recommend and would come back again"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Joy

$393 nightly

$393 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Pickering-Hotels-Foxtail-Glamping-Pod-Sleeps-2-Gold-Award-Winning.h67421467.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.com/Hotel-Search?startDate=2026-03-22&endDate=2026-03-23&regionId=4373&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APARTMENT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CHALET)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CONDO)

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## Top Helmsley Hotel Reviews

![Moxy York](https://images.trvl-media.com/lodging/37000000/36770000/36762100/36762017/e382e498_y.jpg)

### Moxy York

10/10 Excellent

"Excellent location and polite staff. Wifi was strong and walking distance to the Shambles was the key reason we wanted to be at this location."

[](https://expedia.com/York-Hotels-Moxy-York.h36762017.Hotel-Information)

![Leonardo Hotel Middlesbrough](https://images.trvl-media.com/lodging/1000000/550000/544600/544541/745f04cf_y.jpg)

### Leonardo Hotel Middlesbrough

4/10 Poor

"Noisy and very cold room. Some outside air condition unit was making noise between 5:30 to 22:10 every single day. Heating the room was a challenge with no chance to win."

[](https://expedia.com/Middlesbrough-Hotels-Jurys-Inn-Middlesbrough.h544541.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

10/10 Excellent

"We had a fantastic two night stay at this hotel which had everything we needed from a comfortable bed, clean and well equipped rooms to a breakfast that could not be faulted. This hotel was well located for us with a Toby Carvery next door, with a huge shopping complex approx 5 minutes drive away, with all your well named high street stores M&S, Primark etc. even a Cinema and bowling alley and a varied choice of restaurants. If travelling into York, leave the car at the hotel, an Uber to York Minster cost less than £9 and took all the hassle out of trying to find a place to park and getting us to where we needed to be. All the staff were extremely friendly nothing was too much trouble for any of them. Thank you for such a huge Yorkshire welcome and would not hesitate with recommending this hotel to family and friends and will definitely be returning."

[](https://expedia.com/York-Hotels-Holiday-Inn-Express-York.h436086.Hotel-Information)

![Impossible Motel](https://images.trvl-media.com/lodging/79000000/78440000/78439200/78439101/cd19d207_y.jpg)

### Impossible Motel

10/10 Excellent

"A great central location and quiet, very quirky rooms! We stayed in the red room and the large bath was amazing, appreciated the later checkout of 11 as standard. Overall great value for money and would stay again. "

[](https://expedia.com/York-Hotels-Impossible-Motel.h78439101.Hotel-Information)

![The Churchill Hotel](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/22996a6e_y.jpg)

### The Churchill Hotel

10/10 Excellent

"Near to centre of York - lovely hotel "

[](https://expedia.com/York-Hotels-The-Churchill-Hotel.h1779789.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

6/10 Okay

"The staff were very helpful. The bed was very comfortable. Room 401 is in the old part of the hotel, right next to a strongly sprung wooden fire door, which banged badly. The plumbing is old and noisy. The room looks out onto a small dingy untidy courtyard. The car park has many non working light bulbs. The hotel is conveniently located near the outer ring road."

[](https://expedia.com/York-Hotels-Mercure-York-Fairfield-Manor-Hotel.h17905.Hotel-Information)

![DoubleTree by Hilton York](https://images.trvl-media.com/lodging/1000000/440000/430200/430141/e5ac54ae_y.jpg)

### DoubleTree by Hilton York

10/10 Excellent

"Well situated to York city center. "

[](https://expedia.com/York-Hotels-DoubleTree-By-Hilton-York.h430141.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

"Lovely facilities and food. Staff very accommodating."

[](https://expedia.com/York-Hotels-Feversham-Arms-Hotel-Verbena-Spa.h8107242.Hotel-Information)

![Burn Hall Hotel](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753368/f7c67bf0_y.jpg)

### Burn Hall Hotel

8/10 Good

"Nice big spacious room. Breakfast was reasonable but could just do with a little bit more choice. "

[](https://expedia.com/York-Hotels-Burn-Hall-Hotel.h1753368.Hotel-Information)

## Find out more about Helmsley

**Everything you need to know about Helmsley vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Helmsley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Helmsley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Helmsley vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Helmsley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Helmsley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $66 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Helmsley rentals**

At Expedia, we put the best Helmsley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Helmsley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Helmsley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Helmsley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [B&B in Helmsley ](https://expedia.com/Helmsley-Bed-And-Breakfast.d4373-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Helmsley ](https://expedia.com/Helmsley-Guest-Houses.d4373-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

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