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Helmsley Holiday Rentals

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Holiday Rentals in Helmsley

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

10.0 out of 10, Exceptional, (70)
"This was just perfect! The house was well stocked including the kitchen and the location could not have been better. It was so lovely just to walk through the church yard to the pub for dinner. I would highly recommend and we will def. be back!!"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

The Little Hide - Grown Up Glamping

2.0 star property
9.2 out of 10, Wonderful, (130)
"Literally 5 mins away from the retail park (shops and food) but you feel like you’re in the middle of nowhere! Really clear and easy to follow instructions to self-check in meant I could arrive at 22:00 and not feel worried! Definitely will be staying again!"
The price is AU$129
includes taxes & fees
5 Jan - 6 Jan 2025
The Little Hide - Grown Up Glamping

Malton Central Apartments

3.0 star property
8.8 out of 10, Excellent, (25)
"2nd time here and just as good as the first time. Room was spacious, warm and clean. Shower was amazing "
Malton Central Apartments

The Edge. Modern loft apartment in Yorkshire market town.

10.0 out of 10, Exceptional, (35)
"Just what we wanted. This property comes highly recommended. Thank you "
The price is AU$231
includes taxes & fees
1 Jan - 2 Jan 2025
The Edge. Modern loft apartment in Yorkshire market town.

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

9.8 out of 10, Exceptional, (26)
"The farmhouses were lovely, and our stay there was great. Thank you!!!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

Morndyke Shepherds' Huts

3.5 star property
9.8 out of 10, Exceptional, (17)
"I had a fantastic stay at Morndykes shepherds huts. The location of the farm is truly remarkable, offering a perfect blend of tranquility in the open fields, while still being conveniently close to nearby attractions and amenities. It was a delight to experience such a peaceful retreat with the option to easily venture into town. The welcome book was extremely helpful, providing all the essential information about the hut as well as local dining and shopping recommendations. This added a...
The price is AU$273
includes taxes & fees
12 Dec - 13 Dec
Morndyke Shepherds' Huts

Family friendly holiday cottage in the beautiful North Yorkshire countryside.

9.6 out of 10, Exceptional, (50)
"Great stay, property was just as described, extremely clean and comfortable. Host was always helpful and contactable and assisted with a last minute request for a late check out, thanks again 👍"
Family friendly holiday cottage in the beautiful North Yorkshire countryside.

Cottage in village location with lovely views to the Hambleton Hills and White H

10.0 out of 10, Exceptional, (81)
"Fantastic place for a little get away , excellent communication, has everything you need home from home , will be booking again in the future "
The price is AU$352
includes taxes & fees
22 Dec - 23 Dec
Cottage in village location with lovely views to the Hambleton Hills and White H

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (41)
"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."
The price is AU$439
includes taxes & fees
14 Dec - 15 Dec
Craven Garth Cottages

Host & Stay | Silton Hall

7.6 out of 10, Good, (4)
"We were disappointed when we arrived because the house hadn’t been heated. It was 14 degrees and we had to spend the evening in the kitchen with our coats on to keep warm. It wasn’t obvious how to change the heating so it reached 16 degrees maximum and was absolutely freezing at night. We have a 3 month old baby so I spent the night worrying he was too cold. The next day my husband did manage to fix the heating only to find out the pool wasn’t heated much to the kids disappointment. The...
Host & Stay | Silton Hall

This beautiful and unique barn conversion is nestled in the North York Moors National Park.

This beautiful and unique barn conversion is nestled in the North York Moors National Park.

Luxury Barn Nr York with sauna, ideal for families, friends up to 8 guests

10.0 out of 10, Exceptional, (112)
"Beautiful place, and location"
Luxury Barn Nr York with sauna, ideal for families, friends up to 8 guests

Rural, peaceful, beautifully done barn for 2, stunning farm views, woodburner

10.0 out of 10, Exceptional, (161)
"Lovely cottage, well appointed. Good base for lots of day trips. "
Rural, peaceful, beautifully done barn for 2, stunning farm views, woodburner

Bramwood Cottages

4.0 star property
9.2 out of 10, Wonderful, (12)
"Bramwood cottages are beautiful and located in a fantastic central location, close to everything in the town which we loved. We did book the Tack Room cottage, but on arrival we had been moved to the Coach House without any explanation resulting in us trying to access the Tack Room with the entry code we were given when someone else was staying there, which was quite embarrassing. The cottage itself was beautiful, and had everything you could possibly need, but we found comfort to be lacking....
Bramwood Cottages

Luxury Studio Cottage at Foot of Yorkshire Wolds

3.0 star property
10.0 out of 10, Exceptional, (2)
"This holiday home is the most perfect myself and partner have booked. The decor is absolutely amazing and a lot of thought had been put into it by the owners. It is impossible to pick any faults. The home was clean and high standard and quality of equipment and furnishings. Studying the ‘quirky’ decor was an enjoyable time spent. Simon and Lynne were so friendly without being intrusive. The advert does not do this place justice, it was above and beyond our expectations and we shall be back "
The price is AU$441
includes taxes & fees
6 Jan - 7 Jan 2025
Luxury Studio Cottage at Foot of Yorkshire Wolds

New for 2021. Cosy micro lodge, perfect for a romantic or family retreat.

8.0 out of 10, Very good, (4)
"Peaceful, a very comforting place for peace of mind "
New for 2021. Cosy micro lodge, perfect for a romantic or family retreat.

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (32)
"Our stay here was fantastic. The cottage was clean, spacious, clean, and well equipped. The staff was very attentive, beginning with precise directions to get there and continuing throughout our stay. The hot tub was great and we had a couple clear nights for star gazing. We highly recommended Middlehead Cottages!!"
Middlehead Cottages at Cropton Forest

Spacious period property on historic, private estate with seasonal, outdoor pool

10.0 out of 10, Exceptional, (50)
"A wonderful weekend, the perfect house, spacious, well equipped, spotless, and a lovely welcome basket of goodies and a birthday balloon-so thoughtful. Perfectly situated for a quiet weekend and easy access to York and local tourist spots. We had a lovely time, thank you."
Spacious period property on historic, private estate with seasonal, outdoor pool

THE OLD Cart House

4.0 star property
10.0 out of 10, Exceptional, (7)
"Excellent accommodation. Hosts went above and beyond for us. Lovely welcome pack on arrival. Lovely homely cottage and beautiful views. Ideal location to visit Dalby Forest, York, Whitby, Scarborough etc. Locals were all so kind and helpful too. Would highly recommend."
THE OLD Cart House

Character Cottage In Amazing Location Of Steam Trains-check NYMR timetable

9.6 out of 10, Exceptional, (40)
"Lovely old fashioned cottage with welcoming hosts. Great location. "
Character Cottage In Amazing Location Of Steam Trains-check NYMR timetable
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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Other types of properties in Helmsley you may be interested in

The Black Swan - The Inn Collection Group

4.0 star property
8.8 out of 10, Excellent, (328)
"The food was really nice and well presented, and there were a few different options to the usual . All the staff from the receptionist to cleaners wers really friendly and couldnt do enough for you. We will definately be back"
The price is AU$176
includes taxes & fees
19 Dec - 20 Dec
The Black Swan - The Inn Collection Group

Feversham Arms Hotel & Verbena Spa

4.0 star property
9.0 out of 10, Wonderful, (346)
"Very lovely Hotel. Staff were attentive and seemed to really care. My room was lovely. My only gripe is that I was cold in the Dining room and my room wasn’t very warm. It was a very cold weekend so hope that this is a little bit unusual. On the whole s lovely few days in a very lovely town. 👍"
The price is AU$319
includes taxes & fees
5 Jan - 6 Jan 2025
Feversham Arms Hotel & Verbena Spa

The Feathers Hotel, Helmsley, North Yorkshire

4.0 star property
9.4 out of 10, Exceptional, (382)
"Always a pleasurable stay at The Feathers. Lovely staff welcome. "
The price is AU$188
includes taxes & fees
6 Jan - 7 Jan 2025
The Feathers Hotel, Helmsley, North Yorkshire
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.

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?

Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.: This holiday home rental outside of Helmsley is situated in a rural location, and has a selection of games and laundry facilities to help you feel content during your stay. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 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 Howardian Hills.

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.