A medieval castle surrounded by a lush green landscape and a small village in the background.

Helmsley Vacation Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Helmsley holiday rentals

Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cliff House

Cliff House
3.5 star property
York
The price is RM2,333
RM2,799 total
includes taxes & fees
23 Aug - 24 Aug
Cliff House
Interior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is RM2,285
RM2,742 total
includes taxes & fees
30 Jul - 31 Jul
29 Bondgate
Garden

Auburn House

Auburn House
3.5 star property
York
10.0 out of 10, Exceptional, (2 reviews)
"Lovely house with great facilities- has everything we could have needed to enjoy our stay. Quiet area but easy access to North Yorks Moors and other local attractions. "
United Kingdom
Stephen
The price is RM2,999
RM3,599 total
includes taxes & fees
2 Aug - 3 Aug
Auburn House
Bar (on property)

Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (43 reviews)
"The property was really clean and the staff really friendly and helpful and a credit to the comoany"
United Kingdom
Sharon
The price is RM365
RM438 total
includes taxes & fees
31 Jul - 1 Aug
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, (157 reviews)
"Everything was wonderful and amazing ill definetly be coming back "
United Kingdom
steffan
The price is RM303
RM363 total
includes taxes & fees
9 Aug - 10 Aug
The Little Hide - Adult Only Camping Pods
Dining

Welbury Studio Retreat

Welbury Studio Retreat
3.0 star property
Northallerton
9.4 out of 10, Exceptional, (3 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 RM239
RM287 total
includes taxes & fees
4 Aug - 5 Aug
Welbury Studio Retreat
1 bedroom, in-room safe, desk, iron/ironing board

CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
8.8 out of 10, Excellent, (9 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is RM299
RM380 total
includes taxes & fees
26 Jul - 27 Jul
CoStays Aparthotel - Middlesbrough
View from property

Ryedale Country Lodges - Willow Lodge

Ryedale Country Lodges - Willow Lodge
3.0 star property
York
10.0 out of 10, Exceptional, (2 reviews)
"A very cute lodge in a tranquil setting. Comfortable beds, great shower facilities and a great welcome pack was provided. We enjoyed watching the wide variety of birds including pheasants and red kites. "
United Kingdom
Erika
The price is RM2,990
RM3,588 total
includes taxes & fees
28 Jul - 29 Jul
Ryedale Country Lodges - Willow Lodge
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

Burn Hall Hotel

Burn Hall Hotel

8/10 Good
"A clean but basic hotel. Ideal for our 1 night stay, to be local to family, but didn't have much comfort or furnishings to elevate it. It was very good value and had everything we needed; a comfortable bed, tea and coffee facilities in the room and big bath sheet towels."
Stephanie 1-night trip
Posted 17 hours ago
Burn Hall 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 in Helmsley close to Helmsley Arts Centre, 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 7 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 Helmsley Castle 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.