A view of Helmsley, a market town and civil parish in the Ryedale district of North Yorkshire, England

Helmsley Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Helmsley vacation rentals

Cottage | Interior

29 Bondgate

29 Bondgate
3.5 star property
York
29 Bondgate
Cottage | Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is NT$34,702
NT$41,642 total
includes taxes & fees
Jul 18 - Jul 19
Ivy Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cliff House

Cliff House
3.5 star property
York
The price is NT$18,130
NT$21,756 total
includes taxes & fees
Jun 28 - Jun 29
Cliff House
Room, Shared Bathroom (Dog Pod) | Exterior

The Little Hide - Adult Only Camping Pods

The Little Hide - Adult Only Camping Pods
2.0 star property
York
9.2 out of 10, Wonderful, (153 reviews)
"Everything was wonderful and amazing ill definetly be coming back "
United Kingdom
steffan
The price is NT$2,469
NT$2,962 total
includes taxes & fees
Jun 28 - Jun 29
The Little Hide - Adult Only Camping Pods
Bar (on property)

Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (37 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
Colin
The price is NT$2,698
NT$3,238 total
includes taxes & fees
Jun 19 - Jun 20
Station Suites
Superior Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board

CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
8.6 out of 10, Excellent, (8 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is NT$2,327
NT$2,956 total
includes taxes & fees
Jun 28 - Jun 29
CoStays Aparthotel - Middlesbrough
Exterior

Minn's Cottage

Minn's Cottage
3.0 star property
Scarborough
The price is NT$11,331
NT$13,598 total
includes taxes & fees
Jun 24 - Jun 25
Minn's Cottage
Exterior

Baby Moon

Baby Moon
2.0 star property
Guisborough
9.6 out of 10, Exceptional, (10 reviews)
"Really good customer service, the yurt was very comfortable. Good sites nearby to drive to (not walking distance)."
United Kingdom
Anonymous traveler
The price is NT$4,818
NT$4,818 total
includes taxes & fees
Jun 25 - Jun 26
Baby Moon
Cottage | Dining

Thorntons House

Thorntons House
3.0 star property
Northallerton
The price is NT$14,955
NT$17,945 total
includes taxes & fees
Jul 11 - Jul 12
Thorntons House
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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Top Helmsley Hotel Reviews

Leonardo Hotel Middlesbrough

Leonardo Hotel Middlesbrough

8/10 Good
"Hotel staff were very helpful and the hotel was good. Car park isnt all tha5 big and we wasn't able to park there, being disabled and needing close by parking wasn't helpful as there wasn't many accessible parking spots"
Sarah 1-night trip
Posted 20 hours ago
Leonardo Hotel Middlesbrough

Find out more about Helmsley

Search for holiday rentals in Helmsley on Expedia! You can easily find your home rentals, villas, holiday apartments in Helmsley using one of the methods below:

  • View our selection of featured holiday rentals in Helmsley
  • Use the map to find apartments and other holiday homes in the Helmsley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Helmsley while they last

Look no further and take a look at our great range of rental properties in Helmsley!

Frequently asked questions

Can I find vacation rentals in Helmsley?

Yes, we give you a choice of vacation rentals in Helmsley close to Helmsley Arts Centre, or you can go with a more secluded option if you're looking for extra privacy while you relax. Visitors like the top-notch restaurants and spas in Helmsley. Make sure you have time to check out the parks while you're in the area.

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

Vas's York House: You might want to consider this vacation home rental near Helmsley, which is equipped with a garden, daily housekeeping, and free WiFi to help you feel comfortable during your stay.

How many vacation rentals will I find in Helmsley?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Helmsley stay.

What can I see and do in Helmsley?

Hemsley Walled Garden and Howardian Hills are a couple of scenic spots to enjoy the outdoors, whereas Helmsley Arts Centre is one of the cultural attractions. Other places in town to visit include North York Moors National Park and Helmsley Castle.

What are vacation rentals like in Helmsley?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Helmsley. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family gatherings.