Photo by Ron Jnr

Helmsley Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Helmsley

The Little Hide - Adult Only Camping Pods

2.0 star property
9.2 out of 10, Wonderful, (147)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
The price is ₩94,086
₩112,903 total
includes taxes & fees
Oct 5 - Oct 6
The Little Hide - Adult Only Camping Pods

Holtby Grange Cottages

4.0 star property
9.6 out of 10, Exceptional, (7)
"Amazing accommodation and very close to York. We loved it and will definitely be coming back. "
Holtby Grange Cottages

Luxury Studio Cottage at Foot of Yorkshire Wolds

3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
The price is ₩334,005
₩491,129 total
includes taxes & fees
Sep 24 - Sep 25
Luxury Studio Cottage at Foot of Yorkshire Wolds

Providence Court

3.0 star property
The price is ₩558,250
₩669,892 total
includes taxes & fees
Oct 5 - Oct 6
Providence Court

Malton Central Apartments

3.0 star property
8.8 out of 10, Excellent, (33)
"Great central location "
Malton Central Apartments

18 Horner Street York

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 "
The price is ₩539,818
₩647,782 total
includes taxes & fees
Sep 23 - Sep 24
18 Horner Street York

THE OLD Cart House

4.0 star property
10.0 out of 10, Exceptional, (9)
"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! "
THE OLD Cart House

Morndyke Shepherds' Huts

3.5 star property
9.8 out of 10, Exceptional, (19)
"Amazing place, thanks so much ! "
The price is ₩231,275
₩277,530 total
includes taxes & fees
Sep 23 - Sep 24
Morndyke Shepherds' Huts

Courtyard Rooms - Studio - Double Bed - Wifi

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."
The price is ₩148,882
₩148,882 total
includes taxes & fees
Sep 28 - Sep 29
Courtyard Rooms - Studio - Double Bed - Wifi

Holiday Cottages and North Star Apartment

3.5 star property
7.6 out of 10, Good, (9)
"The road to the property is rough and stoney ,Steep metal steps up to apartment , not good with luggage ,Cramped mezanine bedroom with 1 bannister rail missing ,no fire exit instructions ,bathroom has a sloping ceiling and was not good for a tall person. View from kitchen window of old tyre'sand a sink thrown in the I am not sure how this passed any fire and building control regs .Would not return and was not worth the price "
Holiday Cottages and North Star Apartment

Church House Farm

4.0 star property
10.0 out of 10, Exceptional, (94)
"Absolutely amazing. Wish we could have stayed longer. Accommodations were perfect with a lot of little extras and Rachel, our was very pleasant and extremely helpful. "
Church House Farm

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (45)
"Really nice place,friendly landlord and very helpful"
Craven Garth Cottages

The Green

3.0 star property
The price is ₩1,113,357
₩1,336,021 total
includes taxes & fees
Sep 26 - Sep 27
The Green

Middlehead Huts at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (9)
"Nice location very peaceful "
Middlehead Huts at Cropton Forest

The Penthouse

3.0 star property
The price is ₩807,577
₩969,085 total
includes taxes & fees
Sep 26 - Sep 27
The Penthouse

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (35)
"Lovely cottage which was well equipped for two very young children. Fantastic scenery all around and the hot tub at night is an absolute bonus! "
Middlehead Cottages at Cropton Forest

The Gables

3.5 star property
The price is ₩805,997
₩967,204 total
includes taxes & fees
Oct 2 - Oct 3
The Gables

Welbury Studio Retreat

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."
The price is ₩124,068
₩148,882 total
includes taxes & fees
Sep 24 - Sep 25
Welbury Studio Retreat

Wellington Studio Retreat in Northallerton

3.0 star property
The price is ₩124,068
₩148,882 total
includes taxes & fees
Sep 24 - Sep 25
Wellington Studio Retreat in Northallerton

Croft Granary

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a really good stay. The cottage is beautiful and equipped with absolutely everything you could ever need. Our son really enjoyed the garden, in particular the Wendy House which was also kitted out with toys, which was a lovely bonus. The village is peaceful but perfect for a nice walk. We would thoroughly recommend the property and would stay again. "
The price is ₩481,400
₩577,688 total
includes taxes & fees
Oct 1 - Oct 2
Croft Granary
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Helmsley Hotel Reviews

Find out more about Helmsley

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 close to well known local attractions in Helmsley, or you can select a secluded option if you want a relaxing place to 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 vacation home rentals that Helmsley has to offer?

18 Horner Street York: You might want to consider this vacation home rental near Helmsley, which has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Helmsley?

With 4 Expedia vacation rentals, you're sure 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 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.