Helmsley Vacation Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Helmsley holiday rentals

Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is RM1,878
RM2,254 total
includes taxes & fees
22 Jan - 23 Jan
Ivy Cottage
Interior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is RM2,271
RM2,725 total
includes taxes & fees
22 Jan - 23 Jan
29 Bondgate
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cliff House

Cliff House
3.5 star property
York
The price is RM2,326
RM2,791 total
includes taxes & fees
30 Jan - 31 Jan
Cliff House
Bar (on property)

Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (23 reviews)
"The staff was very friendly and responsive. Location is great - right across from the Middlesbrough train station."
United States
Brett
The price is RM387
RM464 total
includes taxes & fees
22 Jan - 23 Jan
Station Suites
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, (148 reviews)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is RM249
RM299 total
includes taxes & fees
25 Jan - 26 Jan
The Little Hide - Adult Only Camping Pods
Dining

Welbury Studio Retreat

Welbury Studio Retreat
3.0 star property
Northallerton
9.0 out of 10, Wonderful, (2 reviews)
"Very helpful, we were going to be later than anticipated arriving, phoned to let them know, they reassured us it was no problem, everything was ready for our stay. Check-in at the bar was easy, staff showed us to our studio, staff very cheerful. Food in the pub was great, not just pub grub. Only downside, studio was small."
United Kingdom
Gillian
The price is RM358
RM430 total
includes taxes & fees
21 Jan - 22 Jan
Welbury Studio Retreat
Exterior

Old Mill Tiny Homes

Old Mill Tiny Homes
2.0 star property
Yarm
The price is RM489
RM586 total
includes taxes & fees
20 Jan - 21 Jan
Old Mill Tiny Homes
2 bedrooms, Internet

Host Stay The Surfer s Loft Apartment

Host Stay The Surfer s Loft Apartment
2.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
The price is RM391
RM875 total
includes taxes & fees
19 Jan - 20 Jan
Host Stay The Surfer s Loft Apartment
Interior

Prince Cottage

Prince Cottage
3.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
The price is RM1,048
RM1,257 total
includes taxes & fees
2 Feb - 3 Feb
Prince Cottage
View from property

Goodramgate Apartments

Goodramgate Apartments
4.0 star property
York
9.0 out of 10, Wonderful, (287 reviews)
"Very cute and charming apartment- lots of character. Plenty of space and good location. "
United States
Ashley
The price is RM423
RM508 total
includes taxes & fees
19 Jan - 20 Jan
Goodramgate Apartments
Exterior

Vas's York House

Vas's York House
2.0 star property
Clifton
8.0 out of 10, Very good, (2 reviews)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is RM249
RM299 total
includes taxes & fees
25 Jan - 26 Jan
Vas's York House
Property grounds

Luxury Studio Cottage at Foot of Yorkshire Wolds

Luxury Studio Cottage at Foot of Yorkshire Wolds
3.0 star property
York
10.0 out of 10, Exceptional, (2 reviews)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is RM916
RM1,359 total
includes taxes & fees
20 Jan - 21 Jan
Luxury Studio Cottage at Foot of Yorkshire Wolds
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

The Churchill Hotel

The Churchill Hotel

10/10 Excellent
"Lovely hotel in a great location. Staff especially reception were friendly, helpful and welcoming. Can't really fault this stay."
Steven 1-night trip
Posted 1 day ago
The Churchill Hotel

Find out more about Helmsley

Search for holiday rentals in Helmsley on Expedia.co.uk! 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 holiday rentals in Helmsley?

Yes, there are holiday rentals close to the most popular sights in Helmsley, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Helmsley has to offer?

Vas's York House: This holiday home rental outside of Helmsley is equipped with a garden, daily housekeeping and free WiFi to help you feel comfortable during your stay.

How many holiday rentals will I find in Helmsley?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Helmsley stay.

What can I see and do in Helmsley?

Howardian Hills and North York Moors National Park 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 Duncombe Park and Hemsley Walled Garden.

What are holiday rentals like in Helmsley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Helmsley. Holiday rentals feature extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.