Helmsley Vacation Rentals from $83: Search Short-Term Rentals

Q: 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.

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Our top choices for Helmsley vacation rentals

1. Beautiful stone cottage in the heart of Helmsley - sleeps 2

Helmsley

$536 nightly

Aug 20 - Aug 21

Total with taxes and fees

2. 29 Bondgate

York

$564 nightly

Aug 26 - Aug 27

Total with taxes and fees

3. Eighteen Pottergate - Beautiful cottage with garden central location

HELMSLEY

$943 nightly

Sep 10 - Sep 11

Total with taxes and fees

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

4. Cliff House

York

$578 nightly

Aug 23 - Aug 24

Total with taxes and fees

Room, Shared Bathroom (Dog Pod) | Exterior

5. The Little Hide - Adult Only Camping Pods

York

steffan

$75 nightly

Aug 16 - Aug 17

Total with taxes and fees

Fridge, dishwasher, electric kettle, toaster

6. Lilac Cottage

York

Kevin

$327 nightly

Sep 4 - Sep 5

Total with taxes and fees

Coffee/tea maker, fridge, microwave, stovetop

7. Cosy Rural Cabin with Private Hot Tub

Thirsk

Alex

$241 nightly

Sep 6 - Sep 7

Total with taxes and fees

8. Keldholme Cottage 1 - UK10992

Keldholme, near Kirkbymoorside

John Kelly

$355 nightly

Aug 31 - Sep 1

Total with taxes and fees

9. Beautiful riverside apartment in the heart of Thirsk

Thirsk

$180 nightly

Sep 2 - Sep 3

Total with taxes and fees

10. Welbury Studio Retreat

Northallerton

Gillian

$57 nightly

Aug 20 - Aug 21

Total with taxes and fees

11. Station Suites

Middlesbrough

Sharon

$78 nightly

Aug 15 - Aug 16

Total with taxes and fees

Superior Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board

12. CoStays Aparthotel - Middlesbrough

Middlesbrough

emma

$69 nightly

Aug 21 - Aug 22

Total with taxes and fees

13. Foxtail Glamping Pod - sleeps 2 | Gold Award winning

Pickering

Joy

$310 nightly

Sep 6 - Sep 7

Total with taxes and fees

14. Old Mill Tiny Homes

Yarm

Caroline

$167 nightly

Aug 11 - Aug 12

Total with taxes and fees

15. Temple Hill View

York

"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...

Jade

$701 nightly

Aug 17 - Aug 18

Total with taxes and fees

16. Baby Moon

Guisborough

Anonymous traveler

$154 nightly

Aug 11 - Aug 12

Total with taxes and fees

17. Luxury Cosy Cabin with Hot Tub in Rural Yorkshire

Northallerton

Jude

$258 nightly

Aug 11 - Aug 12

Total with taxes and fees

18. Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Glaisdale

Catherine C.

$604 nightly

Sep 1 - Sep 2

Total with taxes and fees

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Top Helmsley Hotel Reviews

The Minster Hotel York

8/10 Good

"Bit tired and could probably do with a spruce up, a very good stay and would definitely stay again"

The Golden Fleece Hotel, Thirsk, North Yorkshire

10/10 Excellent

"We had a wonderful stay at the Golden Fleece, it surpassed our expectations. Ample parking, free, at the rear of the hotel, we were warmly welcomed and our room, if it was a standard room (Number 5) was welcoming, comfy, spotlessly clean and with lots of extra amenities to make us feel at home. It had the feel of an upgraded room, newly refurbished, with a great Roberts radio, coffee machine, free water and lovely toiletries (which you could buy as well if you liked them). As we have an elderly pooch, I emailed to ask for a low floor room if at all possible and received an immediate reply reassuring me it was not a problem at all. I appreciated that, as without a lift it can be a bit of a trauma for our lovely old boy. The staff in all areas were lovely, professional, friendly and very helpful. Sam (the pooch) especially enjoyed his breakfast sausage and all the attention. Nothing seemed to be too much trouble, although thankfully we had no issues to trouble them with, as they have thought of everything to make a stay a memorable and relaxing one. An 11am checkout is a rarity these days, but very much appreciated, as you can enjoy a leisurely breakfast, with lots of choices and worth the supplement and ease yourself into the day. Location-wise, couldn't be better, right in the heart of Thirsk, we didn't need to use the car at all. Lots to see and do, soak up the atmosphere of a busy market town, all in all a fantastic stay and we will return!"

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 $83 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.

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.

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Check prices for these dates

Our top choices for Helmsley vacation rentals

1. Beautiful stone cottage in the heart of Helmsley - sleeps 2

2. 29 Bondgate

3. Eighteen Pottergate - Beautiful cottage with garden central location

4. Cliff House

5. The Little Hide - Adult Only Camping Pods

6. Lilac Cottage

7. Cosy Rural Cabin with Private Hot Tub

8. Keldholme Cottage 1 - UK10992

9. Beautiful riverside apartment in the heart of Thirsk

10. Welbury Studio Retreat

11. Station Suites

12. CoStays Aparthotel - Middlesbrough

13. Foxtail Glamping Pod - sleeps 2 | Gold Award winning

14. Old Mill Tiny Homes

15. Temple Hill View

16. Baby Moon

17. Luxury Cosy Cabin with Hot Tub in Rural Yorkshire

18. Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Find vacation rentals that suit your style

Top Helmsley Hotel Reviews

The Minster Hotel York

The Crown Hotel, Boroughbridge, North Yorkshire

Mercure York Fairfield Manor Hotel

The Golden Fleece Hotel, Thirsk, North Yorkshire

Hotel Clementine

Gisborough Hall

The Black Swan - The Inn Collection Group

DoubleTree by Hilton York

The Feathers Hotel, Helmsley, North Yorkshire

Find out more about Helmsley

Frequently asked questions

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