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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Helmsley vacation rentals

Cottage | Interior

1. 29 Bondgate

29 Bondgate
3.5 star property
York
The price is ₩801,567
₩961,880 total
includes taxes & fees
Aug 26 - Aug 27
29 Bondgate
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

2. Cliff House

Cliff House
3.5 star property
York
The price is ₩821,117
₩985,340 total
includes taxes & fees
Aug 23 - Aug 24
Cliff House
Cottage | Interior

3. Ivy Cottage

Ivy Cottage
4.0 star property
York
Ivy Cottage
Room, Shared Bathroom (Dog Pod) | Exterior

4. 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 ₩106,218
₩127,461 total
includes taxes & fees
Aug 23 - Aug 24
The Little Hide - Adult Only Camping Pods
Fridge, dishwasher, electric kettle, toaster

5. Temple Hill View

Temple Hill View
3.0 star property
York
10.0 out of 10, Exceptional, (1 review)
"The house was lovely, spacious, clean and well stocked with anything you might need. It is in a tranquil village and has plentiful off-road parking. The garden has an excellent view and is so peaceful to sit in. There is a park 2 minutes down the lane, a football field, and if you continue down the lane, there is a pond and a lovely walk around it. It was perfectly located between all the walking areas I wanted to see and complete. When we arrived there was bread, milk and some treats waiting...
United Kingdom
Jade
The price is ₩995,442
₩1,194,530 total
includes taxes & fees
Aug 26 - Aug 27
Temple Hill View
Studio | Dining

6. 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 ₩84,255
₩101,106 total
includes taxes & fees
Aug 20 - Aug 21
Welbury Studio Retreat
Bar (on property)

7. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (49 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 ₩127,940
₩153,528 total
includes taxes & fees
Aug 21 - Aug 22
Station Suites
Superior Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board

8. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
9.0 out of 10, Wonderful, (12 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is ₩99,076
₩118,926 total
includes taxes & fees
Aug 29 - Aug 30
CoStays Aparthotel - Middlesbrough
Exterior

9. 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 ₩218,217
₩218,217 total
includes taxes & fees
Aug 17 - Aug 18
Baby Moon
Exterior

10. Old Mill Tiny Homes

Old Mill Tiny Homes
2.0 star property
Yarm
10.0 out of 10, Exceptional, (1 review)
"Spotlessly clean and so cosy Brilliant stay Lovely pub within walking distance "
United Kingdom
Caroline
The price is ₩244,386
₩293,264 total
includes taxes & fees
Aug 17 - Aug 18
Old Mill Tiny Homes
Cottage | View from property

11. 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 ₩702,186
₩842,623 total
includes taxes & fees
Aug 28 - Aug 29
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

The Minster Hotel York

The Minster Hotel York

10/10 Excellent
"Great location, with parking. Lovely staff; cosy feel; very clean. We will book again."
Heather 1-night trip
Posted less than an hour ago
The Minster Hotel York

Find out more about Helmsley

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

  • View our selection of featured Vacation rentals in Helmsley
  • Use the map to find apartments and other Vacation homes in the Helmsley neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation 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: Visitors like this Helmsley vacation home rental. It 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?

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 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.