Title: Helmsley Vacation Rentals from CA $102: Short-Term Rentals for 2026 | Expedia.ca

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![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

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=4373&startDate=2026-06-05&endDate=2026-06-07&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)

![Exterior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/b55bb02e.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 | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/9a22331d.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 $631

CA $758 total

includes taxes & fees

Feb 12 - Feb 13

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

![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/aef0d0e1.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 $782

CA $938 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/York-Hotels-Cliff-House.h84005725.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 | 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 $763

CA $916 total

includes taxes & fees

Feb 12 - Feb 13

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

![Studio | Property grounds](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/fcfe7749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Dining](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/f06dfe9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Interior](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/cb37b460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchen](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/258f24f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Studio Cottage at Foot of Yorkshire Wolds

[](https://www.expedia.ca/York-Hotels-Luxury-Studio-Cottage-At-Foot-Of-Yorkshire-Wolds.h91433174.Hotel-Information)

York

10/10

Exceptional

(2 reviews)

"This is a lovely place to stay.."

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

Darren

CA $311

CA $463 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/York-Hotels-Luxury-Studio-Cottage-At-Foot-Of-Yorkshire-Wolds.h91433174.Hotel-Information)

![Apartment, 3 Bedrooms, Patio | Living area](https://images.trvl-media.com/lodging/18000000/17080000/17071400/17071341/12935d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/18000000/17080000/17071400/17071341/427cf129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/18000000/17080000/17071400/17071341/db484cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/18000000/17080000/17071400/17071341/640c7779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverbank View

[](https://www.expedia.ca/York-Hotels-Riverbank-View.h17071341.Hotel-Information)

The Groves

10/10

Exceptional

(25 reviews)

"Great location, lovely owners and a lovely place to stay 👍"

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

chris

[](https://www.expedia.ca/York-Hotels-Riverbank-View.h17071341.Hotel-Information)

![Apartment, Ensuite | Lounge](https://images.trvl-media.com/lodging/30000000/29380000/29371300/29371203/765af875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/30000000/29380000/29371300/29371203/b1013a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Ensuite | Miscellaneous](https://images.trvl-media.com/lodging/30000000/29380000/29371300/29371203/add1669a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Ensuite | Shared kitchen](https://images.trvl-media.com/lodging/30000000/29380000/29371300/29371203/f896b354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Churchill Apartments

[](https://www.expedia.ca/York-Hotels-Churchill-Apartments.h29371203.Hotel-Information)

Bootham

8.6/10

Excellent

(43 reviews)

"Nice flat, great view and location, convenient parking. Only drawback is the communal door between the flat and lift wouldn't open, so we had to use 3 flights of stairs to go through the garage every time."

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

R

[](https://www.expedia.ca/York-Hotels-Churchill-Apartments.h29371203.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/92000000/91350000/91348100/91348027/536b7b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/92000000/91350000/91348100/91348027/e6fc4f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/92000000/91350000/91348100/91348027/de298c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/92000000/91350000/91348100/91348027/eb6e3a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 18 Horner Street York

[](https://www.expedia.ca/York-Hotels-18-Horner-Street-York.h91348027.Hotel-Information)

Clifton

9.2/10

Wonderful

(9 reviews)

"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Christina

[](https://www.expedia.ca/York-Hotels-18-Horner-Street-York.h91348027.Hotel-Information)

![Cottage | Dining](https://images.trvl-media.com/lodging/83000000/82840000/82832000/82831911/69ad1f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/83000000/82840000/82832000/82831911/75434937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/83000000/82840000/82832000/82831911/66e1b691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/83000000/82840000/82832000/82831911/e1de7244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodend

[](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Woodend.h82831911.Hotel-Information)

Saltburn-by-the-Sea

10/10

Exceptional

(1 review)

CA $836

CA $1,003 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Woodend.h82831911.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)

![Property entrance](https://images.trvl-media.com/lodging/30000000/29100000/29090500/29090463/436016e2.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)

### Morndyke Shepherds' Huts

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

Thirsk

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

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

![Apartment, 2 Bedrooms (Triple Sleeper Bunk Bed)](https://images.trvl-media.com/lodging/18000000/17280000/17274300/17274223/88e903b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms (Triple Sleeper Bunk Bed) | Private kitchenette](https://images.trvl-media.com/lodging/18000000/17280000/17274300/17274223/944cf9f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17280000/17274300/17274223/7021c468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms (Triple Sleeper Bunk Bed) | Private kitchen](https://images.trvl-media.com/lodging/18000000/17280000/17274300/17274223/e5d85b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 32

[](https://www.expedia.ca/York-Hotels-Apartment-32.h17274223.Hotel-Information)

Clifton

9.4/10

Exceptional

(13 reviews)

"O apartamento é excelente, muito bom pra estadia da nossa família de cinco pessoas. É central, as camas são boas e, embora tenha apenas um banheiro, como estávamos em família atendeu bem. Apenas dois pontos que não gostei: aqui na descrição constava que havia lavanderia, no entanto, coloquei umas roupas pra lavar e elas não secaram, pois a máquina era apenas lavadora. Outro ponto q não gostei foi o horário do check out, 10 horas. Se tivesse visto isso não teria reservado. Mas de resto o...

![Brazil](https://a.travel-assets.com/egds/marks/flags/br.svg)

Juliana

CA $194

CA $233 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/York-Hotels-Apartment-32.h17274223.Hotel-Information)

![Penthouse (Tower Mews) | Living area](https://images.trvl-media.com/lodging/7000000/6600000/6594800/6594795/9190f01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/7000000/6600000/6594800/6594795/530b61b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (Hadrians Den) | Private kitchen](https://images.trvl-media.com/lodging/7000000/6600000/6594800/6594795/b474107b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (Turpin's Loft)](https://images.trvl-media.com/lodging/7000000/6600000/6594800/6594795/56b1c01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Goodramgate Apartments

[](https://www.expedia.ca/York-Hotels-Goodramgate-Apartments.h6594795.Hotel-Information)

York

9.0/10

Wonderful

(287 reviews)

"Very cute and charming apartment- lots of character. Plenty of space and good location. "

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

Ashley

CA $136

CA $164 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/York-Hotels-Goodramgate-Apartments.h6594795.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/98000000/97560000/97559000/97558974/45115318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/98000000/97560000/97559000/97558974/b0a43d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/98000000/97560000/97559000/97558974/4d96991f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/98000000/97560000/97559000/97558974/ef1a6ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Host Stay The Surfer s Loft Apartment

[](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Host-Stay-The-Surfer-S-Loft-Apartment.h97558974.Hotel-Information)

Saltburn-by-the-Sea

10/10

Exceptional

(1 review)

[](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Host-Stay-The-Surfer-S-Loft-Apartment.h97558974.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123830000/123821200/123821176/6ddc622d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/124000000/123830000/123821200/123821176/63a8c47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Living area](https://images.trvl-media.com/lodging/124000000/123830000/123821200/123821176/c3ffbf2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Living area](https://images.trvl-media.com/lodging/124000000/123830000/123821200/123821176/93d98885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Mill Tiny Homes

[](https://www.expedia.ca/Yarm-Hotels-Old-Mill-Tiny-Homes.h123821176.Hotel-Information)

Yarm

CA $166

CA $200 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Yarm-Hotels-Old-Mill-Tiny-Homes.h123821176.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](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044385/32ffd2d3.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)

### Welbury Studio Retreat

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

Northallerton

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

CA $98

CA $118 total

includes taxes & fees

Feb 11 - Feb 12

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

![Bar (on property)](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/w1982h3000x18y0-9994317c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/03f1e6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/120c8a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/f75730af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Station Suites 

[](https://www.expedia.ca/Middlesbrough-Hotels-Station-Suites.h114566758.Hotel-Information)

Middlesbrough

9.4/10

Exceptional

(26 reviews)

"The staff was very friendly and responsive. Location is great - right across from the Middlesbrough train station."

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

Brett

CA $119

CA $143 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Middlesbrough-Hotels-Station-Suites.h114566758.Hotel-Information)

![Luxury Apartment, Ensuite (23) | Lounge](https://images.trvl-media.com/lodging/71000000/70940000/70935400/70935363/51ace42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, Ensuite (23) | Bathroom](https://images.trvl-media.com/lodging/71000000/70940000/70935400/70935363/c4b9bbcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, Ensuite (23) | Interior](https://images.trvl-media.com/lodging/71000000/70940000/70935400/70935363/03680773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, Ensuite (23) | Lounge](https://images.trvl-media.com/lodging/71000000/70940000/70935400/70935363/6b9a1fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King's 23

[](https://www.expedia.ca/York-Hotels-Kings-23.h70935363.Hotel-Information)

City Centre

10/10

Exceptional

(23 reviews)

"We really enjoyed our stay. The location was perfect for York. Very walkable. Photos are accurate. I would stay here again if I was back in the area. "

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

Melinda

CA $299

CA $470 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/York-Hotels-Kings-23.h70935363.Hotel-Information)

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

![Exterior](https://images.trvl-media.com/lodging/119000000/118700000/118698600/118698546/cf34366f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### CoStays Aparthotel - Middlesbrough

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

Middlesbrough

CA $68

CA $82 total

includes taxes & fees

Feb 10 - Feb 11

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

![Flat-screen TV](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/61b5f78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/8e311a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/ee1c052f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95260000/95259200/95259169/cd0556fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Dairy

[](https://www.expedia.ca/Thirsk-Hotels-The-Old-Dairy.h95259169.Hotel-Information)

Thirsk

10/10

Exceptional

(1 review)

"Good experience "

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

Todd

CA $638

CA $765 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Thirsk-Hotels-The-Old-Dairy.h95259169.Hotel-Information)

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

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

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

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

### Host Stay The Lobster Pot

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

Saltburn-by-the-Sea

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

CA $178

CA $236 total

includes taxes & fees

Feb 15 - Feb 16

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

![Studio | Dining](https://images.trvl-media.com/lodging/111000000/110640000/110638400/110638385/0699496e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Interior](https://images.trvl-media.com/lodging/111000000/110640000/110638400/110638385/f830a757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Bar (on property)](https://images.trvl-media.com/lodging/111000000/110640000/110638400/110638385/a4920f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/111000000/110640000/110638400/110638385/43996fff_edited_cfd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard Rooms - Studio - Double Bed - Wifi

[](https://www.expedia.ca/Northallerton-Hotels-Courtyard-Rooms-Studio-Double-Bed-Wifi.h110638385.Hotel-Information)

Northallerton

8.0/10

Very good

(2 reviews)

"Very friendly reception from the landlord Gareth who provided a most enlivening atmosphere in the Duke of Wellington ie a darts match for the men and Easter wreath making for the ladies. No food unfortunately but we found an excellent Italian restaurant in nearby Northallerton. The courtyard room was clean and comfortable, marred only by a very awkward shower - not easy to enter, due to lack of space."

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

Alison

CA $117

CA $117 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Northallerton-Hotels-Courtyard-Rooms-Studio-Double-Bed-Wifi.h110638385.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=2026-02-23&endDate=2026-02-24&regionId=4373&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

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Cabins

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT)

Private vacation homes

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CHALET)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=RESIDENCE)

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## Top Helmsley Hotel Reviews

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

### Clementine's Guest House

10/10 Excellent

"Firstly the staff we amazing . I cannot fault the staff one bit . Nothing is too much for them . The room was spotless and super quirky and cute . We included breakfast in our stay which was also 10/10 !!! We cannot wait for our next stay !!! Thank You Clementines 😊 "

[](https://expedia.ca/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 clean comfortable room with stylish decor and furnishings. First class breakfast and service. "

[](https://expedia.ca/York-Hotels-Judges-Lodgings-York.h5823498.Hotel-Information)

![DoubleTree by Hilton York](https://images.trvl-media.com/lodging/1000000/440000/430200/430141/0f89a04d_y.jpg)

### DoubleTree by Hilton York

10/10 Excellent

"Staff at hotel were amazing . Room was very spacious and clean.. Breakfast was very nice. Hotel is in a great location for exploring York. Would highly recommend this hotel."

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

"Clean room. Love the coffeee machine and shower. "

[](https://expedia.ca/Thirsk-Hotels-The-Golden-Fleece-Hotel.h34191.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

"Excellent room and wonderful staff the whole atmosphere was welcoming and relaxing 😀"

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

![The Churchill Hotel](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/86f49598_y.jpg)

### The Churchill Hotel

10/10 Excellent

"Everything was spotless The staff were friendly and courteous. Very happy."

[](https://expedia.ca/York-Hotels-The-Churchill-Hotel.h1779789.Hotel-Information)

![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

"Was all really good."

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

![The Minster Hotel York](https://images.trvl-media.com/lodging/2000000/1230000/1223400/1223344/1529869f_y.jpg)

### The Minster Hotel York

10/10 Excellent

"Fabulous hotel. Really friendly and helpful staff, super comfortable room, car parking, great breakfast, ideal location to explore York."

[](https://expedia.ca/York-Hotels-The-Minster-Hotel-York.h1223344.Hotel-Information)

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

### Moxy York

10/10 Excellent

"Great location and best breakfast since being vegan, everything clearly labelled and lots of options!"

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

## Find out more about Helmsley

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Helmsley. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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

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