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Helmsley Holiday Rentals

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Holiday 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 NZ$139
includes taxes & fees
5 Oct - 6 Oct
The Little Hide - Adult Only Camping Pods

The Edge. Modern loft apartment in Yorkshire market town.

10.0 out of 10, Exceptional, (46)
"Very good property, thoroughly enjoyable. "
The price is NZ$293
includes taxes & fees
30 Sept - 1 Oct
The Edge. Modern loft apartment in Yorkshire market town.

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 "
18 Horner Street York

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 NZ$567
includes taxes & fees
6 Oct - 7 Oct
Luxury Studio Cottage at Foot of Yorkshire Wolds

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

Providence Court

3.0 star property
The price is NZ$827
includes taxes & fees
5 Oct - 6 Oct
Providence Court

Rudby Hall

2.0 star property
The price is NZ$414
includes taxes & fees
29 Sept - 30 Sept
Rudby Hall

Morndyke Shepherds' Huts

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

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

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 NZ$165
includes taxes & fees
28 Oct - 29 Oct
Courtyard Rooms - Studio - Double Bed - Wifi

Church House Farm

4.0 star property
10.0 out of 10, Exceptional, (94)
"Amazing cottage, everything you need, comfortable, perfect location no more than 30-40 minutes from most places of interest, perfect hosts very friendly and helpful, highly recommended "
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

Malton Central Apartments

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

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

9.8 out of 10, Exceptional, (133)
"Lovely, cosy cottage in a beautiful area. Excellent instructions to finding the cottage. We really appreciated the milk and biscuits, not many places are so considerate these days. The only one little down side was no freezer box in top of fridge so couldnt freeze our ice packs to keep our picnic and drinks cold during the hot weather but apart from that it was excellent. Would definitely recommend!! "
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale

Willow Cottage 4 bedroom Cosy stopover, dogs welcome

10.0 out of 10, Exceptional, (4)
"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. "
The price is NZ$516
includes taxes & fees
29 Sept - 30 Sept
Willow Cottage 4 bedroom Cosy stopover, dogs welcome

The Green

3.0 star property
The price is NZ$1,649
includes taxes & fees
7 Oct - 8 Oct
The Green

The Penthouse

3.0 star property
The price is NZ$1,196
includes taxes & fees
4 Oct - 5 Oct
The Penthouse

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

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

9.8 out of 10, Exceptional, (29)
"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!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
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

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, 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 NZ$139 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 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?

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.