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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, (72)
"Comfortable stay with usual visits to local attractions, shops, walks and restaurants!"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

The Little Hide - Adult Only Camping Pods

2.0 star property
9.2 out of 10, Wonderful, (139)
"Excellent"
The price is AU$135
includes taxes & fees
22 June - 23 June
The Little Hide - Adult Only Camping Pods

Morndyke Shepherds' Huts

3.5 star property
9.8 out of 10, Exceptional, (18)
"Lovely place to stay, very relaxing"
Morndyke Shepherds' Huts

Holtby Grange Cottages

4.0 star property
9.6 out of 10, Exceptional, (7)
"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."
Holtby Grange Cottages

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

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 AU$408
includes taxes & fees
13 July - 14 July
Luxury Studio Cottage at Foot of Yorkshire Wolds

Middlehead Huts at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (7)
"Lovely last minute stay. Hut is furnished to a high standard. Doggies very much welcomed. Would definitely go back. "
Middlehead Huts at Cropton Forest

Malton Central Apartments

3.0 star property
8.8 out of 10, Excellent, (30)
"Again, another great stay and would highly recommend"
Malton Central Apartments

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (44)
"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."
Craven Garth Cottages

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

9.8 out of 10, Exceptional, (123)
"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."
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale

Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area

9.8 out of 10, Exceptional, (76)
"Beautiful quiet cottage in a beautiful village perfect as a base to explore the surrounding area. Pam is a good host and we hope to visit again."
Peaceful & Cosy One Bedroom Cottage For Two People In Malton/Pickering Area

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 AU$163
includes taxes & fees
16 July - 17 July
Courtyard Rooms - Studio - Double Bed - Wifi

Welbury Studio Retreat

3.0 star property
The price is AU$152
includes taxes & fees
20 June - 21 June
Welbury Studio Retreat

The Edge. Modern loft apartment in Yorkshire market town.

10.0 out of 10, Exceptional, (38)
"Beautiful and functional property with everything we needed for our stay. York was a short drive away which was perfect for sightseeing and access to the tourist attractions. "
The price is AU$266
includes taxes & fees
22 June - 23 June
The Edge. Modern loft apartment in Yorkshire market town.

Willow Cottage, 3 bedroom, cosy stopover, dogs free

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 AU$419
includes taxes & fees
1 July - 2 July
Willow Cottage, 3 bedroom, cosy stopover, dogs free

Little Pythorn - UK45253

10.0 out of 10, Exceptional, (1)
"Stayed for a week in Little Pythorn cottage, the location is on a remote sheep farm and you get that feeling that you are in the middle of nowhere, this was great for us as we liked the isolation. The cottage is finished to a very high standard and no expense has been spared with the fixtures and fittings, my wife loved the sheep theme throughoutI would recommend the cottage if you are looking for the peace and quiet that the remote location gives you but if you are expecting to be able to walk...
The price is AU$628
includes taxes & fees
21 June - 22 June
Little Pythorn - UK45253

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

9.8 out of 10, Exceptional, (29)
"Fabulous properties, comfortable surroundings and excellently stocked with everything you could need. Great walks and only 15 minutes drive into York. Great pub on the corner of the street….enjoyed by all!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

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

The Old Granary - Holiday Cottage

4.0 star property
9.4 out of 10, Exceptional, (3)
"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. "
The Old Granary - Holiday Cottage

Wellington Studio Retreat in Northallerton

3.0 star property
The price is AU$160
includes taxes & fees
17 July - 18 July
Wellington Studio Retreat in Northallerton
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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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 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 Cleveland Way.

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.