Title: Helmsley Cottage Rentals from $119 | Expedia.com

[Helmsley Travel Guide](https://expedia.com/Helmsley.dx4373)[Hotels in Helmsley](https://expedia.com/Helmsley-Hotels.d4373.Travel-Guide-Hotels)[Vacation Rentals in Helmsley](https://expedia.com/Helmsley-Vacation-Rentals.d4373.Travel-Guide-VacationRentals)[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 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=4373&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/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 three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=4373&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=4373&startDate=2026-06-12&endDate=2026-06-14&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.com/York-Hotels-Ivy-Cottage.h59647912.Hotel-Information)

York

$463 nightly

$556 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/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)

![Interior](https://images.trvl-media.com/lodging/85000000/84010000/84005800/84005725/b339a666.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.com/York-Hotels-Cliff-House.h84005725.Hotel-Information)

York

$573 nightly

$688 total

Feb 20 - Feb 21

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/76bb8d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/77000000/76030000/76026200/76026116/2802c648.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)

### 29 Bondgate

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

York

$560 nightly

$672 total

Feb 22 - Feb 23

Total with taxes and fees

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

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114110000/114104500/114104406/841fff23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lilac Cottage

[](https://www.expedia.com/York-Hotels-Lilac-Cottage.h114104406.Hotel-Information)

York

$374 nightly

$449 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-Lilac-Cottage.h114104406.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/36000000/35700000/35696000/35695991/00ef485d.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)

![Dining](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695991/df029f27.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.com/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.

$283 nightly

$283 total

Feb 17 - Feb 18

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/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)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103070000/103068200/103068187/731479b3.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)

### Willow Cottage 4 bedroom Cosy stopover, dogs welcome

[](https://www.expedia.com/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.

$276 nightly

$276 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Northallerton-Hotels-Willow-Cottage-Cosy.h103068187.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/c4c48da0.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)

### The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave 

[](https://www.expedia.com/Yarm-Hotels-The-Paddock-Sleeping-2-B-B-Yarm.h35696025.Hotel-Information)

High Leven

8.0/10

Very Good

(13 reviews)

"Clean, well presented "

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

Martin E.

$124 nightly

$124 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Yarm-Hotels-The-Paddock-Sleeping-2-B-B-Yarm.h35696025.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)

![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)

![Dining](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/b43502d8.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)

### Stoney Nook Cottage

[](https://www.expedia.com/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.

$120 nightly

$120 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Guisborough-Hotels-Stoney-Nook-Cottage.h99258990.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/ab35804c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/ac060c25.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)

### Hidden Winds Cottage

[](https://www.expedia.com/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

[](https://www.expedia.com/Guisborough-Hotels-2-Bedroom-Accommodation-In-Guisborough.h76026553.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)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/be235cee.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.com/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.

$283 nightly

$283 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/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)

![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)

![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)

![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.com/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.

$119 nightly

$119 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Yarm-Hotels-Haystacks-Sleeping-3.h35696403.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)

![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/91000000/90310000/90302100/90302087/40db1093.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.com/York-Hotels-Quiet-Cottage.h90302087.Hotel-Information)

Layerthorpe

10/10

Exceptional

(22 reviews)

"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.

$248 nightly

$248 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/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)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35270000/35262500/35262444/4aff3e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/36000000/35270000/35262500/35262444/686aeb7f.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 bedroom accommodation in Upper Poppleton, near York

[](https://www.expedia.com/York-Hotels-2-Bedroom-Accommodation-In-Upper-Poppleton.h35262444.Hotel-Information)

Upper Poppleton, near York

10/10

Exceptional

(2 reviews)

"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

$781 nightly

$781 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-2-Bedroom-Accommodation-In-Upper-Poppleton.h35262444.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)

![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)

![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/103000000/102220000/102210600/102210585/9edd0b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dragonstone Lodge

[](https://www.expedia.com/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

$303 nightly

$363 total

Feb 20 - Feb 21

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/53000000/52110000/52107900/52107854/eabf4ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 bedroom accommodation in Slingsby, near Malton

[](https://www.expedia.com/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

$500 nightly

$500 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-1-Bedroom-Accommodation-In-Slingsby.h52107854.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/41d12e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/b590d351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/86000000/85540000/85530600/85530502/d64225c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher, highchair, 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)

### Keldholme Cottages 2 - UK11488

[](https://www.expedia.com/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85530502.Hotel-Information)

Keldholme, near Kirkbymoorside

10/10

Exceptional

(8 reviews)

"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

$323 nightly

$323 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-2-Bedroom-Accommodation-In-Keldholme.h85530502.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/100000000/99270000/99261300/99261299/3ef76123.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)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/896b1de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cosy, 2 Bedroom Cottage in Guisborough Town Centre

[](https://www.expedia.com/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

$120 nightly

$120 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Guisborough-Hotels-Cosy.h99261299.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/58000000/57230000/57222300/57222208/6c1981ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, offices](https://images.trvl-media.com/lodging/58000000/57230000/57222300/57222208/491234a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/58000000/57230000/57222300/57222208/e3bd2a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/58000000/57230000/57222300/57222208/fdd38645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Portland Apartment - sleeps 3 guests in 2 bedrooms

[](https://www.expedia.com/York-Hotels-Portland-Apartment-Sleeps-3-Guests-In-2-Bedrooms.h57222208.Hotel-Information)

Bootham

10/10

Exceptional

(51 reviews)

"Great apartment really close to the centre with parking. Had everything we needed for a great stay and was very clean"

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

Laura c.

$389 nightly

$389 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-Portland-Apartment-Sleeps-3-Guests-In-2-Bedrooms.h57222208.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)

![Dining](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/f5039035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher, highchair](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/bfb29d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/66000000/65710000/65708800/65708712/646dfd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bedroom accommodation in Pickering

[](https://www.expedia.com/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h65708712.Hotel-Information)

Pickering

9.2/10

Wonderful

(9 reviews)

"Lovely cottage, excellent location, very quiet neighbours."

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

George Strike

$285 nightly

$285 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Pickering-Hotels-2-Bedroom-Accommodation-In-Pickering.h65708712.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)

![Fireplace](https://images.trvl-media.com/lodging/96000000/95930000/95927600/95927599/3d97c98d.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)

### A charming, three-bedroom cottage nestled in a hidden gem of a village.

[](https://www.expedia.com/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

$485 nightly

$485 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Saltburn-By-The-Sea-Hotels-3-Bedroom-Accommodation-In-Skinningrove.h95927599.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.

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## Find vacation rentals that suit your style

Cabins

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Cottages

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Apartments

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Private vacation homes

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Chalets

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Aparthotels

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Condos

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Residences

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## Top Helmsley Hotel Reviews

![Hampton by Hilton Stockton on Tees](https://images.trvl-media.com/lodging/34000000/33690000/33685400/33685346/a3ce808b_y.jpg)

### Hampton by Hilton Stockton on Tees

10/10 Excellent

"Clean, Great staff and great atmosphere "

[](https://expedia.com/Stockton-On-Tees-Hotels-Hampton-By-Hilton-Stockton-On-Tees.h33685346.Hotel-Information)

![Moxy York](https://images.trvl-media.com/lodging/37000000/36770000/36762100/36762017/da3c8297_y.jpg)

### Moxy York

10/10 Excellent

"Very clean room and attentive staff"

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

![Dean Court Hotel](https://images.trvl-media.com/lodging/1000000/10000/7500/7413/3ef64605_y.jpg)

### Dean Court Hotel

10/10 Excellent

"Exactly as excellent and convenient as expected. Unbeatable location for the old town / town centre. Spacious and well appointed room and bathroom. And the valet parking was the clincher."

[](https://expedia.com/York-Hotels-Dean-Court-Hotel.h7413.Hotel-Information)

![Clementine's Guest House](https://images.trvl-media.com/lodging/2000000/1510000/1501400/1501378/c02018c1_y.jpg)

### Clementine's Guest House

10/10 Excellent

"The room was very clean and the staff were very helpful "

[](https://expedia.com/York-Hotels-Clementines-Town-House-Hotel.h1501378.Hotel-Information)

![Judges Lodgings York](https://images.trvl-media.com/lodging/6000000/5830000/5823500/5823498/03f0a136_y.jpg)

### Judges Lodgings York

10/10 Excellent

"Very friendly staff, spacious clean rooms, well furnished and comfortable bed. This is definitely a do over if we return to York."

[](https://expedia.com/York-Hotels-Judges-Lodgings-York.h5823498.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

"very friendly helpfull staff"

[](https://expedia.com/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 staff, the cleanliness and the free breakfast… yes FREE BREAKFAST..! I’ve stayed here several times and every time the staff knock it out of the park. Thanks again for a great stay"

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

"Friendly staff, clean room"

[](https://expedia.com/York-Hotels-The-Feathers-Hotel.h14889397.Hotel-Information)

![Burn Hall Hotel](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753368/8728b720_y.jpg)

### Burn Hall Hotel

10/10 Excellent

"Receptionist and restaurant staff are friendly and good manner. Double room with king size bed is very spacious, clean bedroom, plenty toilet rolls, full size kettle with tea/coffee and good quality cotton bath sheets. Slept well. Quiet location. English breakfast is good and a good selection of cereals. Wow! Their chef cooked perfect poached eggs. Clean restaurant. The only thing I don't like is their tiny soap for washing hands and no hair conditioner. I just used my own shower gel to wash hands. Hairdryer is a bit slow but we will still stay there again. Overall is good value for money. "

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

## Find out more about Helmsley

## Helmsley Cottages information

| Number of reviews | 49           |
| ----------------- | ------------ |
| Accommodation     | 910 Cottages |
| Lowest Price      | $119         |
| Highest Price     | $781         |