Title: Helmsley Vacation Home Rentals from CA $111: Search Top Private Vacation Homes for Rent | Expedia.ca

[Helmsley Travel Guide](https://expedia.ca/Helmsley.dx4373)[Hotels in Helmsley](https://expedia.ca/Helmsley-Hotels.d4373.Travel-Guide-Hotels)[Vacation Rentals in Helmsley](https://expedia.ca/Helmsley-Vacation-Rentals.d4373.Travel-Guide-VacationRentals)[Things to do in Helmsley](https://expedia.ca/Things-To-Do-In-Helmsley.d4373.Travel-Guide-Activities)[Helmsley Car Rentals](https://expedia.ca/Car-Rentals-In-Helmsley.d4373.Car-Rental-Guide)[Helmsley Vacation Packages](https://expedia.ca/Helmsley.d4373.Destination-Travel-Guides)

![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 homes

![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)

![Business centre](https://images.trvl-media.com/lodging/124000000/123790000/123788700/123788664/7be386d3.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)

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

### Beautiful stone cottage in the heart of Helmsley - sleeps 2

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

Helmsley

CA $931

CA $1,048 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/York-Hotels-Beautiful-Stone-Cottage-In-The-Heart-Of-Helmsley-Sleeps-2.h123788664.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) | Private kitchen](https://images.trvl-media.com/lodging/120000000/119070000/119063700/119063605/f01c2ff3.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](https://images.trvl-media.com/lodging/120000000/119070000/119063700/119063605/8cf89214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vas's York House

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

Clifton

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

CA $92

CA $111 total

includes taxes & fees

Feb 24 - Feb 25

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

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111250000/111248200/111248187/c2f564ef.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/112000000/111250000/111248200/111248187/70a14f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire house 🏠. suitable for families and workers. 

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

Middlesbrough

10/10

Exceptional

(2 reviews)

"Very clean and a good area"

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

Marek

CA $166

CA $233 total

includes taxes & fees

Feb 18 - Feb 19

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

![Interior](https://images.trvl-media.com/lodging/123000000/122260000/122258400/122258381/3976e8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122260000/122258400/122258381/eab2f06a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122260000/122258400/122258381/4efd2ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122260000/122258400/122258381/d979a715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.

[](https://www.expedia.ca/York-Hotels-Free-Parking.h122258381.Hotel-Information)

Holgate

10/10

Exceptional

(1 review)

"Absolutely brulliant property.. a home away from home"

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

John

CA $166

CA $285 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/York-Hotels-Free-Parking.h122258381.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116300000/116295900/116295881/9c80daca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116300000/116295900/116295881/af4e6a6c.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/117000000/116300000/116295900/116295881/d70cff18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116300000/116295900/116295881/f7f3aec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi

[](https://www.expedia.ca/York-Hotels-Traditional-Cosy.h116295881.Hotel-Information)

Holgate

8.6/10

Excellent

(9 reviews)

"A great location for a weekend away in York. The property was spotless when we arrived and great communication from the owner. 25 minutes to walk into the centre of York, via the river path and free in street parking was a real bonus."

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

Ian

CA $148

CA $233 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/York-Hotels-Traditional-Cosy.h116295881.Hotel-Information)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261291/0b5d5d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261291/b912aa38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261291/8ee37cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261291/b9e923f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bedroom House with Garden next to the River Tees

[](https://www.expedia.ca/Stockton-On-Tees-Hotels-2-Bedroom-House-With-Garden-Next-To-The-River-Tees.h99261291.Hotel-Information)

Stockton on Tees

10/10

Exceptional

(2 reviews)

"Good location, host was very responsive, property had everything we needed. Good check-in/out process "

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

David R.

CA $133

CA $163 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Stockton-On-Tees-Hotels-2-Bedroom-House-With-Garden-Next-To-The-River-Tees.h99261291.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/121000000/120260000/120256600/120256512/234ed9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120260000/120256600/120256512/df222cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120260000/120256600/120256512/aa0236c3.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/121000000/120260000/120256600/120256512/914d2b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lockwood Cottage, Close to Monk Bar, sleeps 4

[](https://www.expedia.ca/York-Hotels-Lockwood-Cottage.h120256512.Hotel-Information)

The Groves

10/10

Exceptional

(1 review)

"Perfect! Great place, clean and comfortable. Excellent location. Would highly recommend!"

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

Sophie W.

CA $187

CA $427 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/York-Hotels-Lockwood-Cottage.h120256512.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114430000/114427800/114427774/ca168cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114430000/114427800/114427774/c33344ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114430000/114427800/114427774/58d4e02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114430000/114427800/114427774/f8134bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Great Ayton Hideaway

[](https://www.expedia.ca/Middlesbrough-Hotels-The-Great-Ayton-Hideaway.h114427774.Hotel-Information)

Great Ayton

8.0/10

Very good

(1 review)

"Did what it said on the tin"

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

Nick L.

CA $124

CA $235 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Middlesbrough-Hotels-The-Great-Ayton-Hideaway.h114427774.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50850000/50846100/50846036/7d1c93de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/51000000/50850000/50846100/50846036/b95e5603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/51000000/50850000/50846100/50846036/630411dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/51000000/50850000/50846100/50846036/1e2b86fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Host & Stay | Harbour Cottage

[](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Host-Stay-Harbour-Cottage.h50846036.Hotel-Information)

Staithes

7.4/10

Good

(3 reviews)

"Newly refurbished to high standard. Being a 3 storey cottage space can be an issue and open plan steep stairs may be a problem for some. Location excellent. Would return."

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

Garry C.

CA $155

CA $248 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Host-Stay-Harbour-Cottage.h50846036.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/75000000/74850000/74841300/74841299/4ec3e19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, toaster](https://images.trvl-media.com/lodging/75000000/74850000/74841300/74841299/0e2876d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74850000/74841300/74841299/7cd98a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74850000/74841300/74841299/b226f258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 51 Main Avenue · Luxurious Modern York House with Garden & Parking - Pass the Keys

[](https://www.expedia.ca/York-Hotels-Pass-The-Keys-High-Spec-2-Bed-House-With-Driveway-And-Garden.h74841299.Hotel-Information)

Layerthorpe

10/10

Exceptional

(1 review)

"Very well maintained and clean property. Had everything we needed and a beautiful large garden to enjoy in the sunshine. Easy walk into the centre of York with the option of buses or taxis at very reasonable prices if you choose to use them. We would stay there again. The drive took one car but if you had another there was plenty of parking spaces on the road."

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

Anonymous traveller

CA $320

CA $464 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/York-Hotels-Pass-The-Keys-High-Spec-2-Bed-House-With-Driveway-And-Garden.h74841299.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/107000000/106810000/106803200/106803144/aa62758b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/107000000/106810000/106803200/106803144/5ffc8755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106810000/106803200/106803144/be9a3a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/107000000/106810000/106803200/106803144/0289917b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Burton York 3 bedroom House sleeps 6

[](https://www.expedia.ca/York-Hotels-The-Burton-York-3-Bedroom-House-Sleeps-6.h106803144.Hotel-Information)

Clifton

10/10

Exceptional

(1 review)

"Very comfortable."

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

Evan

CA $216

CA $512 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/York-Hotels-The-Burton-York-3-Bedroom-House-Sleeps-6.h106803144.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/61000000/60520000/60519900/60519854/5ac15bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60520000/60519900/60519854/633a259f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60520000/60519900/60519854/1d6bec6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/61000000/60520000/60519900/60519854/b4f73cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury retreat for 2 couples/ family in spectacular location in North York Moors

[](https://www.expedia.ca/Whitby-Hotels-Luxury-Accommodation-For-2-Couples-Or-Family.h60519854.Hotel-Information)

Glaisdale

10/10

Exceptional

(42 reviews)

"The property was excellent, beautiful throughout. We enjoyed our stay and the hosts were very welcoming and friendly. We would highly recommend "

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

Catherine C.

CA $225

CA $689 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Whitby-Hotels-Luxury-Accommodation-For-2-Couples-Or-Family.h60519854.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/96000000/95490000/95487200/95487149/b11fbb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/96000000/95490000/95487200/95487149/0327b445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95490000/95487200/95487149/7b288b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95490000/95487200/95487149/9fe29de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Dodsworth modern 4 bedroom house, sleeps 8

[](https://www.expedia.ca/York-Hotels-The-Dodsworth-Modern-4-Bedroom-House.h95487149.Hotel-Information)

York

9.0/10

Wonderful

(2 reviews)

"Enjoyed our stay in this beautifully decorated, comfortable & clean house. Great location for getting into the city centre, ideal for our weekend break in the run-up to Christmas"

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

Rachel G.

CA $224

CA $538 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/York-Hotels-The-Dodsworth-Modern-4-Bedroom-House.h95487149.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596318/399442bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596318/ab2dbc92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596318/ff59a926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596318/695f7e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary eco home with a twist!

[](https://www.expedia.ca/Middlesbrough-Hotels-Contemporary-Eco-Home-With-A-Twist.h100596318.Hotel-Information)

Marton-in-Cleveland

CA $222

CA $279 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Middlesbrough-Hotels-Contemporary-Eco-Home-With-A-Twist.h100596318.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/40000000/39420000/39411300/39411258/58c4d175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games](https://images.trvl-media.com/lodging/40000000/39420000/39411300/39411258/9e2dc083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39420000/39411300/39411258/0a9013fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/40000000/39420000/39411300/39411258/30e747c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grange | sleeps 12 - All Ensuite, Swim Spa, Games Room, Dog Friendly - 5\* Gold Award

[](https://www.expedia.ca/Pickering-Hotels-The-Grange-Sleeps-12-All-Ensuite.h39411258.Hotel-Information)

Pickering

10/10

Exceptional

(3 reviews)

"Eight friends (5 of whom were at uni together in the 70s) meet every year. Yorkshire was this year’s choice. We couldn’t have stayed in a better location. We loved everything: the house; the swim spa; the area; the weather. We would love to come back. Thank you!"

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

Deborah H.

CA $3,774

CA $3,774 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Pickering-Hotels-The-Grange-Sleeps-12-All-Ensuite.h39411258.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/112000000/111550000/111542400/111542333/a0fc5e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111550000/111542400/111542333/b4e63e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111550000/111542400/111542333/e1c024b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111550000/111542400/111542333/f482ea52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cosy York Home with Parking - Pass the Keys

[](https://www.expedia.ca/York-Hotels-Pass-The-Keys-Cosy-York-Home-With-Parking.h111542333.Hotel-Information)

The Groves

10/10

Exceptional

(2 reviews)

"The very best thing about this home is the location - it was so close to everything. We could walk everywhere we wanted to go. We loved sitting in the little courtyard. The owner left excellent instructions on how to operate the windows, etc. Would prefer to communicate directly with the owner, but Pass the Keys did a good job of responding."

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

Helen G.

CA $324

CA $491 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/York-Hotels-Pass-The-Keys-Cosy-York-Home-With-Parking.h111542333.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)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110340000/110337000/110336935/15c92523.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)

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

### Home and Away

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

Eaglescliffe

CA $200

CA $229 total

includes taxes & fees

Feb 14 - Feb 15

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

![Dining](https://images.trvl-media.com/lodging/53000000/52050000/52048600/52048589/w1018h718x6y50-06842a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/53000000/52050000/52048600/52048589/w1024h762x0y6-ea3850b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/53000000/52050000/52048600/52048589/w1019h768x5y0-36f72de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/53000000/52050000/52048600/52048589/w1024h762x0y6-4cd63ecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key worker short term accommodation - South View Billingham

[](https://www.expedia.ca/Billingham-Hotels-Key-Worker-Short-Term-Accommodation-South-View-Billingham.h52048589.Hotel-Information)

Stockton-on-Tees

CA $157

CA $263 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Billingham-Hotels-Key-Worker-Short-Term-Accommodation-South-View-Billingham.h52048589.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/67000000/66390000/66384100/66384007/a615554a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, toaster](https://images.trvl-media.com/lodging/67000000/66390000/66384100/66384007/ccf40d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66390000/66384100/66384007/3a647083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, toaster](https://images.trvl-media.com/lodging/67000000/66390000/66384100/66384007/a946fa92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 22 Scaife Gardens · Lovely 2-Bed York Townhouse with Free Parking - Pass the Keys

[](https://www.expedia.ca/York-Hotels-Pass-The-Keys-Spacious-Townhouse-With-900-Mbps-Wifi-And-Parking.h66384007.Hotel-Information)

York

8.8/10

Excellent

(3 reviews)

"Spent 4 days in York, the centre was only 25 minutes walk away from the property."

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

Rosemaria H.

CA $325

CA $451 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/York-Hotels-Pass-The-Keys-Spacious-Townhouse-With-900-Mbps-Wifi-And-Parking.h66384007.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99270000/99261400/99261317/de53b739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99261400/99261317/ea28e6df.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/100000000/99270000/99261400/99261317/d325a517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99270000/99261400/99261317/bb7a01a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bedroom Riverside Property with Roof Terrace

[](https://www.expedia.ca/Stockton-On-Tees-Hotels-2-Bedroom-Riverside-Property-With-Roof-Terrace.h99261317.Hotel-Information)

Stockton On Tees

CA $148

CA $178 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Stockton-On-Tees-Hotels-2-Bedroom-Riverside-Property-With-Roof-Terrace.h99261317.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

Cottages

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Cabins

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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

![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.ca/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.ca/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.ca/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.ca/York-Hotels-Burn-Hall-Hotel.h1753368.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

"Beautiful room, staff was really friendly nothing was to much trouble, beds really comfortable with lovely fluffy pillows "

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

![Mercure York Fairfield Manor Hotel](https://images.trvl-media.com/lodging/1000000/20000/18000/17905/845c1184_y.jpg)

### Mercure York Fairfield Manor Hotel

10/10 Excellent

"Friendly staff a.nd hotel very clean "

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

"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)

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

### The Churchill Hotel

10/10 Excellent

"Outstanding room, outstanding service and breakfast. "

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

## Find out more about Helmsley

## Helmsley Vacation Homes information

| Number of reviews | 61                 |
| ----------------- | ------------------ |
| Accommodation     | 249 Vacation Homes |
| Lowest Price      | CA $111            |
| Highest Price     | CA $3,774          |