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Holiday Rentals in Helmsley

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Holiday Rentals in Helmsley

Cottage in York

3.5 star property
The price is €453
includes taxes & fees
2 Dec - 3 Dec
Ivy Cottage

Cottage in York

3.5 star property
The price is €551
includes taxes & fees
2 Dec - 3 Dec
29 Bondgate

Cottage in York

3.5 star property
The price is €561
includes taxes & fees
2 Dec - 3 Dec
Cliff House

Aparthotel in Middlesbrough

4.0 star property
9.6 out of 10, Exceptional, (15)
"It’s very loud if you want any windows open, and you will as it gets very hot in the room. There was supposed to be breakfast, but all there’s available is very hard croissants, some toasts, an apple, questionable milk with corn flakes and coffee."
United Kingdom
Maciej
The price is €72
includes taxes & fees
30 Nov - 1 Dec
Station Suites

Apartment in York

2.0 star property
9.2 out of 10, Wonderful, (148)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is €69
includes taxes & fees
30 Nov - 1 Dec
The Little Hide - Adult Only Camping Pods

Apartment in York

3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is €298
includes taxes & fees
30 Nov - 1 Dec
Luxury Studio Cottage at Foot of Yorkshire Wolds

Cabin in Thirsk

3.5 star property
9.8 out of 10, Exceptional, (19)
"Amazing place, thanks so much ! "
United Kingdom
Tom
Morndyke Shepherds' Huts

Apartment in York

4.0 star property
9.0 out of 10, Wonderful, (284)
"Very cute and charming apartment- lots of character. Plenty of space and good location. "
United States
Ashley
The price is €138
includes taxes & fees
30 Nov - 1 Dec
Goodramgate Apartments

Cottage in Pickering

3.0 star property
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is €315
includes taxes & fees
29 Nov - 30 Nov
Craven Garth Cottages

Holiday Home in Saltburn-by-the-Sea

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great 1 night stay, very friendly host, spotlessly clean. Great location only a few minutes walk to nearest pub. "
United Kingdom
Vicky
The price is €145
includes taxes & fees
30 Nov - 1 Dec
Host Stay The Lobster Pot

Cottage in Thirsk

3.0 star property
10.0 out of 10, Exceptional, (1)
"Good experience "
United States
Todd
The price is €457
includes taxes & fees
2 Dec - 3 Dec
The Old Dairy

Apartment in The Groves

4.0 star property
10.0 out of 10, Exceptional, (25)
"Great location, lovely owners and a lovely place to stay 👍"
United Kingdom
chris
Riverbank View

Holiday Home in Clifton

3.0 star property
9.2 out of 10, Wonderful, (9)
"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "
Australia
Christina
18 Horner Street York

Apartment in Bootham

2.0 star property
The price is €445
includes taxes & fees
10 Dec - 11 Dec
The Workshop

Apartment in Northallerton

3.0 star property
9.0 out of 10, Wonderful, (2)
"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 €90
includes taxes & fees
30 Nov - 1 Dec
Welbury Studio Retreat

Apartment in Clifton

3.5 star property
9.4 out of 10, Exceptional, (13)
"O apartamento é excelente, muito bom pra estadia da nossa família de cinco pessoas. É central, as camas são boas e, embora tenha apenas um banheiro, como estávamos em família atendeu bem. Apenas dois pontos que não gostei: aqui na descrição constava que havia lavanderia, no entanto, coloquei umas roupas pra lavar e elas não secaram, pois a máquina era apenas lavadora. Outro ponto q não gostei foi o horário do check out, 10 horas. Se tivesse visto isso não teria reservado. Mas de resto o...
Brazil
Juliana
The price is €232
includes taxes & fees
2 Dec - 3 Dec
Apartment 32

Apartment in Saltburn-by-the-Sea

2.0 star property
10.0 out of 10, Exceptional, (1)
Host Stay The Surfer s Loft Apartment

Cottage in Saltburn-by-the-Sea

3.0 star property
10.0 out of 10, Exceptional, (1)
"I loved it there will definitely be going back soon.. Lovely location in lovely countryside."
United Kingdom
Terry
The price is €387
includes taxes & fees
2 Dec - 3 Dec
The Cow Byre

Holiday Home in Clifton

2.0 star property
8.0 out of 10, Very good, (2)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is €74
includes taxes & fees
7 Dec - 8 Dec
Vas's York House

Apartment in Northallerton

3.0 star property
8.0 out of 10, Very good, (2)
"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."
United Kingdom
Alison
The price is €90
includes taxes & fees
30 Nov - 1 Dec
Courtyard Rooms - Studio - Double Bed - Wifi
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

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 €69 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?

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 4 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.