Helmsley Holiday Rentals from €75: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Helmsley has to offer?

18 Horner Street York : This holiday home rental outside of Helmsley has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Helmsley is Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly, .

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Holiday Rentals in Helmsley

Cozy cabin room with a sloped ceiling, featuring a comfortable bed and a small nightstand with a lamp.

"Excellent"

includes taxes & fees

27 Jul - 28 Jul

Relax in this stylish living room with a leather sofa, glass coffee table, and a window offering a view of the city.

"Again, another great stay and would highly recommend"

Relax in this inviting room with a sofa, dining table, and stove, perfect for a cozy meal.

"Lovely place to stay, very relaxing"

Situated on a grassy slope, this traditional house features a prominent chimney and multiple windows.

"Amazing place to stay , nothing we could fault and the welcome we received was excellent . Will stay again and would definitely recommend."

Enjoy a warm and inviting dining experience in our cozy restaurant with a central fireplace and rustic charm.

"Very friendly reception from the landlord Gareth who provided a most enlivening atmosphere in the Duke of Wellington ie a darts match for the men and Easter wreath making for the ladies. No food unfortunately but we found an excellent Italian restaurant in nearby Northallerton. The courtyard room was clean and comfortable, marred only by a very awkward shower - not easy to enter, due to lack of space."

includes taxes & fees

27 Jul - 28 Jul

Traditional brick building with a tiled roof, surrounded by a well-maintained garden and stone pathway.

"needed a well needed rest after a busy year.After a long search of hotels around york we found this beautiful cottage just outside york,and needless to say it was just what we needed.lovely cottaged estate.we booked the 3 bedroomed cottage,fairview i think it was called.beautiful inside and out.no expense spared on the inside,very relaxing.we are already thinking about booking next year.would highly recommend."

Enjoy cooking in this well-equipped kitchen with a Bosch coffee maker, kettle, and toaster.

"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "

Step into a traditional English pub with a charming outdoor seating area surrounded by lush greenery and a rustic tree.

"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."

includes taxes & fees

24 Jul - 25 Jul

Relax on the patio with a sofa and table overlooking a well-maintained lawn.

"This is a lovely place to stay.."

includes taxes & fees

27 Jul - 28 Jul

Situated in a lush environment, this cabin features a welcoming entrance with a front door and small porch.

"We had a lovely time thank you "

Surrounded by lush greenery, this charming house features a pitched roof, chimney, and symmetrical windows with white frames.

"A most comfortable bungalow in a delightful village. Host kind & welcoming & the bungalow is kept to a good standard. Recommend the Crosby Inn for a meal too. "

includes taxes & fees

27 Jul - 28 Jul

Enjoy a serene coastal scene with sailboats anchored offshore and a lively beach atmosphere.

"Been a few times now. We enjoy visiting evertime . The house is really nice and the area is a delight to visit. Will definitely be visiting again."

Cozy living room with a rustic stone archway, comfortable sofa, and fireplace.

"Phenomenal experience from arriving to going home, nothing was to much to ask, the cottage and amenities are amazing, we got engaged here and it was the perfect setting for it."

Cozy attic-style room with a central bed and bedside table.

"We had a fantastic time at this property! The owners were incredibly helpful and the facilities and location were superb. Would highly recommend for a large group looking for a fun country escape!"

Enjoy a high vantage point in this well-appointed attic room with a sofa, flat-screen TV, and storage.

"Excellent accommodation and the hosts were very helpful throughout. Would definitely recommend! "

includes taxes & fees

10 Aug - 11 Aug

Traditional English pub with a classic facade, surrounded by lush greenery and a charming gravel path.

includes taxes & fees

24 Jul - 25 Jul

Enjoy cooking in this well-equipped kitchen with an oven and stainless steel sink.

Traditional building with a central entrance, flanked by windows, set amidst a well-maintained garden and lawn.

"We really enjoyed our stay here, the property was well equipped with everything you needed for a comfortable stay. I do think the property does need updating a little and it would have been nice if the hot tub had been filled on arrival, the hot tub also needs a cover as unless you like cold feb rain wouldn’t have been enjoyable. "

"If you are looking for somewhere to stay in Pickering, 2 minutes from the town centre, this is for you. We were surprised to find that the house is on 4 floors, one bedroom in the basement; kitchen, front room and toilet on the ground floor; shower, bath, toilet and living room on the second floor; two bedrooms (double and two singles) on the top floor. The stairs are quite steep and probably not suitable for young children but fine for adults. There is no on-site parking but just across the...

includes taxes & fees

2 Aug - 3 Aug

Classic bedroom with a wooden headboard, nightstand, and wicker chair.

"Very cute and quaint cottage with lots of greenery all around. Very comfortable accommodations, and the freshly baked loaf of bread was such a thoughtful touch. We wish we could have stayed longer! "

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Top Helmsley Hotel Reviews

The Feathers Hotel, Helmsley, North Yorkshire

10/10 Excellent

"Rooms were clean, great staff "

Holiday Inn Express York by IHG

10/10 Excellent

"Staff were really friendly and accommodating. Child friendly, quiet hotel. Great breakfast with lots of choice and good quality. Rooms were clean and very practical for a family with one double bed and one sofa bed. Great location, two mins drive from park and ride which is an 8 mins bus ride into the centre of York. Hotel also 2 min drive to big shopping complex including Hollywood bowl and an Asda. "

Stilworth House

10/10 Excellent

"We had an absolutely wonderful stay at Stilworth House. Couldn’t find fault if we tried. The best breakfast we’ve ever had in a b&b. The room had everything we needed and the hosts Carol and Frank were great, very knowledgeable of the area and nothing was too much trouble. Parking on site and very close to all restaurants and town centre. A gem."

Find out more about Helmsley

Everything you need to know about Helmsley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Helmsley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Helmsley holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Helmsley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Helmsley holiday rentals we have selected for you start as low as €75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Helmsley rentals

At Expedia, we put the best Helmsley holiday 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 holiday.

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 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?

18 Horner Street York: This holiday home rental outside of Helmsley has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Helmsley is Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly, .

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?

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 Duncombe Park.

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.

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Holiday Rentals in Helmsley

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Holiday Rentals in Helmsley

The Little Hide - Adult Only Camping Pods

Malton Central Apartments

Morndyke Shepherds' Huts

Church House Farm

Courtyard Rooms - Studio - Double Bed - Wifi

Holtby Grange Cottages

18 Horner Street York

Welbury Studio Retreat

Luxury Studio Cottage at Foot of Yorkshire Wolds

Middlehead Huts at Cropton Forest

Willow Cottage 4 bedroom Cosy stopover, dogs welcome

Stone-built Cottage In A Tranquil Setting With Views Over Rosedale

Craven Garth Cottages

Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

The Edge. Modern loft apartment in Yorkshire market town.

Wellington Studio Retreat in Northallerton

Holiday Cottages and North Star Apartment

The Old Granary - Holiday Cottage

2 bedroom accommodation in Pickering

THE OLD Cart House

Top Helmsley Hotel Reviews

The Feathers Hotel, Helmsley, North Yorkshire

Holiday Inn Express York by IHG

The Talbot Hotel, Malton, North Yorkshire

Dewars Restaurant & Rooms

The Golden Fleece Hotel, Thirsk, North Yorkshire

Feversham Arms Hotel & Verbena Spa

Sandburn Hall Hotel

Stilworth House

The Black Swan - The Inn Collection Group

Find out more about Helmsley

Frequently asked questions