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

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

![Late afternoon at lovely Helmsley](https://images.trvl-media.com/place/4373/8704ad01-7733-45a2-83a2-610ef1c2c51c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Mark Sage

![](https://images.trvl-media.com/place/4373/8704ad01-7733-45a2-83a2-610ef1c2c51c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg)  
###  
Bundle & Save  
Get more, spend less whenever you see Bundle & Save deals
- ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg)  
###  
OneKeyCash  
Earn OneKeyCash on all your eligible bookings
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg)  
###  
Upfront pricing  
We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=4373&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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 three 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)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=4373&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Helmsley vacation rentals

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/e441cab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/9a22331d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59648000/59647912/f197f188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in York

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

$457 nightly

$548 total

Mar 27 - Mar 28

Total with taxes and fees

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

![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)

![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)

### Cottage in York

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

$566 nightly

$679 total

Mar 31 - Apr 1

Total with taxes and fees

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

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

### Cottage in York

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

$552 nightly

$663 total

Mar 24 - Mar 25

Total with taxes and fees

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

![Studio | Dining](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044380/22962e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044380/1536c171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Bar (on property)](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044380/6711bbc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Outdoor dining](https://images.trvl-media.com/lodging/112000000/111050000/111044400/111044380/ba7db153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Northallerton

[](https://www.expedia.com/Northallerton-Hotels-Wellington-Studio-Retreat-In-Northallerton.h111044380.Hotel-Information)

$70 nightly

$84 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Northallerton-Hotels-Wellington-Studio-Retreat-In-Northallerton.h111044380.Hotel-Information)

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

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

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

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

### Apartment in Middlesbrough

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

7.4/10

Good

(3 reviews)

"Very helpful staff, clean room, comfy bed"

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

Janis

$55 nightly

$66 total

Mar 27 - Mar 28

Total with taxes and fees

[](https://www.expedia.com/Middlesbrough-Hotels-OYO-Costays-Studios.h118698546.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) | 1 bedroom](https://images.trvl-media.com/lodging/120000000/119070000/119063700/119063605/cfdadf38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### Vacation Home in Clifton

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

8.0/10

Very Good

(2 reviews)

"Clean room and bathroom, lovely and welcoming host"

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

Breece

$67 nightly

$81 total

Mar 24 - Mar 25

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/84000000/83270000/83265000/83264994/8222dcc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/84000000/83270000/83265000/83264994/d75d1912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living room](https://images.trvl-media.com/lodging/84000000/83270000/83265000/83264994/a97dff5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83270000/83265000/83264994/e3be6dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Thirsk

[](https://www.expedia.com/Thirsk-Hotels-Kemps-Yard-Retreat.h83264994.Hotel-Information)

$467 nightly

$561 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Thirsk-Hotels-Kemps-Yard-Retreat.h83264994.Hotel-Information)

![House | 1 bedroom, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/119000000/118700000/118699700/118699604/0871686c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Bathroom | Shower](https://images.trvl-media.com/lodging/119000000/118700000/118699700/118699604/879d89cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 1 bedroom, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/119000000/118700000/118699700/118699604/6128596b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 1 bedroom, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/119000000/118700000/118699700/118699604/c5e0e4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Middlesbrough

[](https://www.expedia.com/Middlesbrough-Hotels-Costays-Apartment-Standard-Double-Studio.h118699604.Hotel-Information)

$87 nightly

$104 total

Mar 27 - Mar 28

Total with taxes and fees

[](https://www.expedia.com/Middlesbrough-Hotels-Costays-Apartment-Standard-Double-Studio.h118699604.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)

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

![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)

### Cabin in Thirsk

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

9.8/10

Exceptional

(20 reviews)

"Lovely place to stay, very relaxing"

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

John

$158 nightly

$190 total

Mar 22 - Mar 23

Total with taxes and fees

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

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

![Deluxe Studio, 1 King Bed with Sofa bed | Laptop workspace, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/30db3d4d.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)

### Aparthotel in Middlesbrough

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

9.2/10

Wonderful

(31 reviews)

"This was my fourth stay at Station Suites. It's good value and the staff are helpful and friendly. The rooms are great and the beds are really comfortable. "

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

Colin

$73 nightly

$88 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Middlesbrough-Hotels-Station-Suites.h114566758.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 | Private kitchen](https://images.trvl-media.com/lodging/124000000/123830000/123821200/123821176/cac12fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Yarm

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

$169 nightly

$203 total

Mar 30 - Mar 31

Total with taxes and fees

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

![House | 3 bedrooms](https://images.trvl-media.com/lodging/107000000/106770000/106764200/106764125/0aba2986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 3 bedrooms](https://images.trvl-media.com/lodging/107000000/106770000/106764200/106764125/ff2621f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 3 bedrooms](https://images.trvl-media.com/lodging/107000000/106770000/106764200/106764125/1836e02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 3 bedrooms](https://images.trvl-media.com/lodging/107000000/106770000/106764200/106764125/c088c626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middlesbrough

[](https://www.expedia.com/Middlesbrough-Hotels-Host-Stay-Rose-House.h106764125.Hotel-Information)

$700 nightly

$700 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Middlesbrough-Hotels-Host-Stay-Rose-House.h106764125.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992100/26992017/880feb71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/27000000/27000000/26992100/26992017/957fa90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992100/26992017/84e5e516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992100/26992017/1bff3308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Pickering

[](https://www.expedia.com/Pickering-Hotels-Ghyll-Cottage.h26992017.Hotel-Information)

$333 nightly

$400 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/Pickering-Hotels-Ghyll-Cottage.h26992017.Hotel-Information)

![Apartment | Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114728700/114728621/6325851b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Interior](https://images.trvl-media.com/lodging/115000000/114730000/114728700/114728621/727e2595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Interior](https://images.trvl-media.com/lodging/115000000/114730000/114728700/114728621/947db313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Property grounds](https://images.trvl-media.com/lodging/115000000/114730000/114728700/114728621/9b0bb6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Whitby

[](https://www.expedia.com/Whitby-Hotels-Groves-Hall-Garden-Apartment-Whitby.h114728621.Hotel-Information)

$141 nightly

$169 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Whitby-Hotels-Groves-Hall-Garden-Apartment-Whitby.h114728621.Hotel-Information)

![Apartment, 3 Bedrooms, Patio | Living area | Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/18000000/17080000/17071400/17071341/12935d09.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)

![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 | 3 bedrooms, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/18000000/17080000/17071400/17071341/26e270bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in The Groves

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

![Luxury Apartment, Ensuite (The Workshop) | Restaurant](https://images.trvl-media.com/lodging/93000000/92330000/92327900/92327813/c7156d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, Ensuite (The Workshop) | Shared kitchen](https://images.trvl-media.com/lodging/93000000/92330000/92327900/92327813/37bec22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, Ensuite (The Workshop) | Room amenity](https://images.trvl-media.com/lodging/93000000/92330000/92327900/92327813/c081a10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, Ensuite (The Workshop) | Room amenity](https://images.trvl-media.com/lodging/93000000/92330000/92327900/92327813/14d0297a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bootham

[](https://www.expedia.com/York-Hotels-The-Workshop.h92327813.Hotel-Information)

$255 nightly

$306 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-The-Workshop.h92327813.Hotel-Information)

![Penthouse (Tower Mews) | Living area | 35-inch flat-screen TV with digital channels, LCD TV](https://images.trvl-media.com/lodging/7000000/6600000/6594800/6594795/9190f01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Apartment (Hadrians Den) | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/7000000/6600000/6594800/6594795/b474107b.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 in York

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

9.0/10

Wonderful

(290 reviews)

"Clean and central to shops and other attractions. Comfortable bed and lovely big bathroom."

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

Melissa

$104 nightly

$125 total

Mar 22 - Mar 23

Total with taxes and fees

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

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

![Studio | 1 bedroom](https://images.trvl-media.com/lodging/107000000/106770000/106764100/106764100/c4ad6650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

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

10/10

Exceptional

(2 reviews)

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

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

Vicky

$183 nightly

$183 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Saltburn-By-The-Sea-Hotels-Host-Stay-The-Lobster-Pot.h106764100.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 | 40-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91350000/91348100/91348027/de298c07.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 | Living area | 40-inch flat-screen TV with digital channels, TV](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.com/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.com/York-Hotels-18-Horner-Street-York.h91348027.Hotel-Information)

![7 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114091400/114091377/7617ac52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114100000/114091400/114091377/0d528c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114091400/114091377/58874f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114100000/114091400/114091377/2fcb3e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in York

[](https://www.expedia.com/York-Hotels-The-Old-Post-Office.h114091377.Hotel-Information)

$1,209 nightly

$1,451 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/York-Hotels-The-Old-Post-Office.h114091377.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05&regionId=4373&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APARTMENT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CHALET)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Helmsley%2C+York%2C+England%2C+United+Kingdom&regionId=4373&latLong=54.246498%2C-1.056262&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CONDO)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHelmsley-Vacation-Rentals.d4373.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHelmsley-Vacation-Rentals.d4373.Travel-Guide-VacationRentals)

## Top Helmsley Hotel Reviews

![Hotel Clementine](https://images.trvl-media.com/lodging/2000000/1510000/1501400/1501378/6e1a71c4_y.jpg)

### Hotel Clementine

10/10 Excellent

"Great location east walk into York centre. Free parking on the road outside between 5pm-8pm. Clean, comfortable room. "

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

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

### Burn Hall Hotel

6/10 Okay

"Staff friendly and efficient. No bathroom light as broken/bulb gone. Unable to change the radiator temperature in room so was too hot to sleep. Mug had been used and biscuits open and half eaten. It did look like the other clean mug and biscuits so assume the cleaner not checked. However there was a good amount of tea and coffee left if id have felt ok to use the mugs. Everything else is as expected for the standard of hotel"

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

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

### Impossible Motel

8/10 Good

"Lots of shops and restaurants near by , definitely clean rooms"

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

![Mercure York Fairfield Manor Hotel](https://images.trvl-media.com/lodging/1000000/20000/18000/17905/ff88db99_y.jpg)

### Mercure York Fairfield Manor Hotel

10/10 Excellent

"For a nearby hospital treatment"

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

![Feversham Arms Hotel & Verbena Spa](https://images.trvl-media.com/lodging/9000000/8110000/8107300/8107242/61275af7_y.jpg)

### Feversham Arms Hotel & Verbena Spa

8/10 Good

"Yes pets' were allowed, Had a lovely room overlooking the village 😊"

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

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

### Judges Lodgings York

6/10 Okay

"Great location. Main building is quirky and beautiful. We were in a room not in the main building. There was a strong smell of damp. I informed housekeeper about one bulb not working and a faulty bedside light. She insisted I must be mistaken, when she checked She reluctantly agreed I was right. Overall a pleasant stay but smell of damp and dismissive housekeeper tainted the experience "

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

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

### Moxy York

10/10 Excellent

"Friendly staff, good location, good choice of food and first class accommodation "

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

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

### DoubleTree by Hilton York

8/10 Good

"You know all will be acceptable in a Doubletree - just lacks a bit of individuality and buzz "

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

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

### The Churchill Hotel

10/10 Excellent

"Lovely, central to everything"

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

## Find out more about Helmsley

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

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

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

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

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

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

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

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

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

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

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Helmsley

### Trending destinations on Expedia.com

- [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals)
- [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals)
- [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals)
- [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals)
- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)
- [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)
- [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals)
- [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals)
- [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals)
- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

## Frequently asked questions

### Can I find vacation rentals in Helmsley?

### What are some of the best vacation home rentals that Helmsley has to offer?

### How many vacation rentals will I find in Helmsley?

### What can I see and do in Helmsley?

### What are vacation rentals like in Helmsley?

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app