Title: Upper Helmsley Vacation Rentals from CA $110: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975848737&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.ca/Hotel-Search?regionId=553248635975848737&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.ca/Hotel-Search?regionId=553248635975848737&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.ca/Hotel-Search?regionId=553248635975848737&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 Upper Helmsley vacation rentals

![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)

![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114104500/114104406/af6fffbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114110000/114104500/114104406/552039d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Cottage in York

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

CA $503

CA $603 total

includes taxes & fees

Mar 7 - Mar 8

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

### Vacation Home in Clifton

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

CA $92

CA $110 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/York-Hotels-Vass-York-House.h119063605.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](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/28532dbb.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 | Dining](https://images.trvl-media.com/lodging/92000000/91440000/91433200/91433174/f06dfe9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in York

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

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 $293

CA $439 total

includes taxes & fees

Mar 5 - Mar 6

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

![Penthouse (Tower Mews)](https://images.trvl-media.com/lodging/7000000/6600000/6594800/6594795/cb83a4ac.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 in York

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

9.0/10

Wonderful

(289 reviews)

"Location is close to many sights in York. Enjoyed the stay"

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

Paul

CA $134

CA $161 total

includes taxes & fees

Mar 8 - Mar 9

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

![Studio](https://images.trvl-media.com/lodging/40000000/39640000/39639900/39639891/24d4af43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/40000000/39640000/39639900/39639891/6a89aac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Room amenity](https://images.trvl-media.com/lodging/40000000/39640000/39639900/39639891/9ecdfed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Living area](https://images.trvl-media.com/lodging/40000000/39640000/39639900/39639891/9eaea7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in City Centre

[](https://www.expedia.ca/York-Hotels-Riverside-Studios.h39639891.Hotel-Information)

10/10

Exceptional

(14 reviews)

"Beautiful apartment, had everything we needed for a one night stay and a close walk to city centre, would definitely stay again."

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

Lynn

CA $216

CA $260 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/York-Hotels-Riverside-Studios.h39639891.Hotel-Information)

![Chalet | Exterior](https://images.trvl-media.com/lodging/116000000/115740000/115730600/115730596/ad0d44aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Exterior](https://images.trvl-media.com/lodging/116000000/115740000/115730600/115730596/ce1caf9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Exterior](https://images.trvl-media.com/lodging/116000000/115740000/115730600/115730596/f7f48fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Private kitchen](https://images.trvl-media.com/lodging/116000000/115740000/115730600/115730596/ef29392f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in York

[](https://www.expedia.ca/York-Hotels-Glamping-Pod-With-Terrace.h115730596.Hotel-Information)

CA $476

CA $572 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/York-Hotels-Glamping-Pod-With-Terrace.h115730596.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/105000000/104070000/104067300/104067253/b7c45ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/105000000/104070000/104067300/104067253/2f214d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/105000000/104070000/104067300/104067253/bf334d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/105000000/104070000/104067300/104067253/187c47da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in South Bank

[](https://www.expedia.ca/York-Hotels-The-Bishophill-Gathering-Sleeps-Up-To-12-York.h104067253.Hotel-Information)

10/10

Exceptional

(1 review)

CA $269

CA $323 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/York-Hotels-The-Bishophill-Gathering-Sleeps-Up-To-12-York.h104067253.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991300/26991234/aebc8f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991300/26991234/c6e7a7c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991300/26991234/f7c0bb26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991300/26991234/6c733f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Tadcaster

[](https://www.expedia.ca/Tadcaster-Hotels-2-Pines-Farm-Cottages.h26991234.Hotel-Information)

CA $536

CA $644 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Tadcaster-Hotels-2-Pines-Farm-Cottages.h26991234.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)

![Apartment, 3 Bedrooms, Patio](https://images.trvl-media.com/lodging/18000000/17080000/17071400/17071341/26e270bb.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)

### Apartment in The Groves

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

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)

![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114091800/114091729/a90bcd4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114100000/114091800/114091729/b361e6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114100000/114091800/114091729/bd3936db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114091800/114091729/73749aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Driffield

[](https://www.expedia.ca/Driffield-Hotels-Fern-Cottage.h114091729.Hotel-Information)

10/10

Exceptional

(1 review)

"Stayed for work. Lovely & clean, warm, powerful shower. Super comfy bed and good quality bedding. Smart tv, dishwasher, lg fridge freezer plus all the usuals. "

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

Steve

CA $637

CA $765 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Driffield-Hotels-Fern-Cottage.h114091729.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)

![Exterior](https://images.trvl-media.com/lodging/92000000/91350000/91348100/91348027/c578ead8.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)

![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)

### Vacation Home in Clifton

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

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)

![Room, Shared Bathroom (Dog Pod) | Exterior](https://images.trvl-media.com/lodging/25000000/24190000/24183100/24183037/82db07c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/25000000/24190000/24183100/24183037/cf1d0008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Shared Bathroom (Posh Pod)](https://images.trvl-media.com/lodging/25000000/24190000/24183100/24183037/a0ce83d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Tent, Shared Bathroom](https://images.trvl-media.com/lodging/25000000/24190000/24183100/24183037/d5e653fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in York

[](https://www.expedia.ca/York-Hotels-The-Little-Hide-Grown-Up-Glamping.h24183037.Hotel-Information)

9.2/10

Wonderful

(149 reviews)

"Excellent night away. Pods are quite close together but wasn't a problem for us. "

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

Michael

CA $92

CA $110 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/York-Hotels-The-Little-Hide-Grown-Up-Glamping.h24183037.Hotel-Information)

![Chalet | Exterior](https://images.trvl-media.com/lodging/116000000/115730000/115722100/115722022/510f32fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Dining](https://images.trvl-media.com/lodging/116000000/115730000/115722100/115722022/w2877h3838x2y0-919782d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Exterior](https://images.trvl-media.com/lodging/116000000/115730000/115722100/115722022/1bf17927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Private kitchen](https://images.trvl-media.com/lodging/116000000/115730000/115722100/115722022/8c8c8938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in York

[](https://www.expedia.ca/York-Hotels-Glamping-Pod-Ideal-For-Walkers.h115722022.Hotel-Information)

CA $476

CA $572 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/York-Hotels-Glamping-Pod-Ideal-For-Walkers.h115722022.Hotel-Information)

![Chalet | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115740000/115733600/115733592/2bec4cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Living room](https://images.trvl-media.com/lodging/116000000/115740000/115733600/115733592/w2879h3837x0y0-247e66a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet](https://images.trvl-media.com/lodging/116000000/115740000/115733600/115733592/w2879h3837x0y0-fb75668e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Exterior](https://images.trvl-media.com/lodging/116000000/115740000/115733600/115733592/7159e224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in York

[](https://www.expedia.ca/York-Hotels-Glamping-Pod-In-Yorkshire-Wolds.h115733592.Hotel-Information)

CA $476

CA $572 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/York-Hotels-Glamping-Pod-In-Yorkshire-Wolds.h115733592.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/84000000/83130000/83127700/83127619/7afa798a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/84000000/83130000/83127700/83127619/162663ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/84000000/83130000/83127700/83127619/5fdde712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/84000000/83130000/83127700/83127619/bfbb4a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in York

[](https://www.expedia.ca/York-Hotels-Spindle-Cottage.h83127619.Hotel-Information)

10/10

Exceptional

(1 review)

"Fabulous well equipped cottage Peaceful and quiet location Beautiful decor and spotless Couldn't have asked for anything more"

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

Paula

CA $590

CA $708 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/York-Hotels-Spindle-Cottage.h83127619.Hotel-Information)

![Chalet | Exterior](https://images.trvl-media.com/lodging/117000000/116070000/116064500/116064443/w2878h3837x0y0-4a317f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Exterior](https://images.trvl-media.com/lodging/117000000/116070000/116064500/116064443/9ec1cedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet | Exterior](https://images.trvl-media.com/lodging/117000000/116070000/116064500/116064443/a9dd4636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet](https://images.trvl-media.com/lodging/117000000/116070000/116064500/116064443/w2878h3837x0y0-ffa46f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in York

[](https://www.expedia.ca/York-Hotels-Glamping-Pod-Near-The-Yorkshire-Wolds.h116064443.Hotel-Information)

CA $476

CA $572 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/York-Hotels-Glamping-Pod-Near-The-Yorkshire-Wolds.h116064443.Hotel-Information)

![House](https://images.trvl-media.com/lodging/125000000/124850000/124841200/124841128/w2997h1998x2y2-347d1225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/125000000/124850000/124841200/124841128/w2999h1998x0y2-7f688aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/125000000/124850000/124841200/124841128/w2998h1998x1y2-25861b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/125000000/124850000/124841200/124841128/w2997h1998x2y2-f511656a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in York

[](https://www.expedia.ca/York-Hotels-Harrison-House-Heworth-In-York.h124841128.Hotel-Information)

CA $324

CA $516 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/York-Hotels-Harrison-House-Heworth-In-York.h124841128.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/27000000/27000000/26991600/26991593/bc941939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991600/26991593/a46bbc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991600/26991593/70884ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26991600/26991593/c8ef485f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Tadcaster

[](https://www.expedia.ca/Tadcaster-Hotels-1-Pines-Farm-Cottages.h26991593.Hotel-Information)

CA $448

CA $537 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Tadcaster-Hotels-1-Pines-Farm-Cottages.h26991593.Hotel-Information)

![Cottage | Outdoor dining](https://images.trvl-media.com/lodging/102000000/101080000/101072100/101072061/e94c4c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101080000/101072100/101072061/ab483c68.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/102000000/101080000/101072100/101072061/78aed910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101080000/101072100/101072061/b643dfb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in York

[](https://www.expedia.ca/York-Hotels-Blackcap.h101072061.Hotel-Information)

CA $750

CA $900 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/York-Hotels-Blackcap.h101072061.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000304/2c5badfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000304/f050d2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living area](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000304/cd86760e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000304/030a4b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in York

[](https://www.expedia.ca/York-Hotels-Chapel-Cottage.h31000304.Hotel-Information)

9.4/10

Exceptional

(3 reviews)

"The property was beautiful and the owner, David, was very welcoming."

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

Geraldine

CA $792

CA $792 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/York-Hotels-Chapel-Cottage.h31000304.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=2026-03-17&endDate=2026-03-18&regionId=553248635975848737&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

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=553248635975848737&latLong=54.001962%2C-0.9413&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=553248635975848737&latLong=54.001962%2C-0.9413&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=553248635975848737&latLong=54.001962%2C-0.9413&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=553248635975848737&latLong=54.001962%2C-0.9413&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=553248635975848737&latLong=54.001962%2C-0.9413&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=553248635975848737&latLong=54.001962%2C-0.9413&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=553248635975848737&latLong=54.001962%2C-0.9413&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CHALET)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=553248635975848737&latLong=54.001962%2C-0.9413&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=RESIDENCE)

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## Top Upper Helmsley Hotel Reviews

![The Grand, York](https://images.trvl-media.com/lodging/4000000/3700000/3697600/3697588/b75e8ede_y.jpg)

### The Grand, York

10/10 Excellent

"Great location, parking 2 mins walk away. Staff are fantastic! Great choice of breakfast options. Highly recommend "

[](https://expedia.ca/York-Hotels-The-Grand.h3697588.Hotel-Information)

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

### Moxy York

10/10 Excellent

"Straight from the off the staff were so friendly & helpful (all staff appeared to multi-task, one minute booking guests in, then serving drinks, putting luggage in luggage room. Our rooms were beautifully clean, the beds comfortable & pillows nice & soft, just as I like them. The hotel was busy but wonderfully peaceful. Our breakfast was amazing - a wonderful selection of cereals, fresh fruits, dried nuts & seeds plus two types of yoghurt. There were meats & cheeses & Danish pastries. For those preferring a cooked breakfast there were enough items to make up a full English. Lots of different fresh breads to toast. There was fresh flavoured water & cordials & a great variety of teas & coffee. On checkout the receptionist took our bags off us to store & also booked a taxi to the station for us. Couldn't have asked for a better stay & we'll definitely be back 👍"

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

![Delta Hotels by Marriott York](https://images.trvl-media.com/lodging/1000000/690000/687300/687255/54cf5b74_y.jpg)

### Delta Hotels by Marriott York

8/10 Good

"This is a lovely hotel, we enjoyed our stay here. The only reason I’ve given a 4\* not a 5\* review is that there were no accessible parking spaces available on the Saturday evening when we returned for the night, as wedding guests had chosen to park there without blue badges. Not the hotel’s fault, but they did nothing about it. Our room was great - the accessible shower had a chair rather than the drop down seat I often find in accessible bathrooms. A chair feels safer. The room was big enough to turn my scooter round so that I could drive forward out of the room rather than have to reverse. The staff were very friendly."

[](https://expedia.ca/York-Hotels-York-Marriott-Hotel.h687255.Hotel-Information)

![Hampton by Hilton York Piccadilly](https://images.trvl-media.com/lodging/68000000/67330000/67320100/67320076/569a902f_y.jpg)

### Hampton by Hilton York Piccadilly

10/10 Excellent

"The coppergate shopping centre is 5 mins away and the main attractions are no more than 20 minutes away."

[](https://expedia.ca/York-Hotels-Hampton-Inn-York.h67320076.Hotel-Information)

![New Holgate](https://images.trvl-media.com/lodging/101000000/100210000/100207600/100207520/eaf2f9e6_y.jpg)

### New Holgate

8/10 Good

"Lovely friendly approachable staff on arrival and great cosy spacious room. "

[](https://expedia.ca/York-Hotels-New-Holgate.h100207520.Hotel-Information)

![Hotel Indigo York by IHG](https://images.trvl-media.com/lodging/12000000/11080000/11077400/11077351/e952db3e_y.jpg)

### Hotel Indigo York by IHG

10/10 Excellent

"Great location amazing staff! "

[](https://expedia.ca/York-Hotels-Hotel-Indigo-York.h11077351.Hotel-Information)

![Days Inn by Wyndham Wetherby](https://images.trvl-media.com/lodging/3000000/2570000/2560900/2560894/bad70f35_y.jpg)

### Days Inn by Wyndham Wetherby

10/10 Excellent

"Staff were friendly and helpful. Rooms were clean and tidy. Good selection for breakfast. Would stay again."

[](https://expedia.ca/Wetherby-Hotels-Days-Inn-By-Wyndham-Wetherby.h2560894.Hotel-Information)

![Middletons Hotel](https://images.trvl-media.com/lodging/1000000/800000/792100/792058/aec46698_y.jpg)

### Middletons Hotel

8/10 Good

"Close ti the river and the sites of York. Great staff, clean rooms and a building with character "

[](https://expedia.ca/York-Hotels-Middletons-Hotel.h792058.Hotel-Information)

![Radisson Hotel York](https://images.trvl-media.com/lodging/1000000/10000/1100/1005/12645cbc_y.jpg)

### Radisson Hotel York

10/10 Excellent

"Perfect for the city centre to get to all the bars and restaurants on foot we chose a river view and a high floor had a view of the minster the staff were great helping you with everything definitely going back "

[](https://expedia.ca/York-Hotels-Park-Inn-By-Radisson-York-City-Center.h1005.Hotel-Information)

## Find out more about Upper 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 Upper 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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## Frequently asked questions

### Are there vacation rentals in Upper Helmsley?

### What's the top vacation rental in Upper Helmsley?

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