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Holiday Rentals in Helmsley

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May 2 - May 3
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Holiday Rentals in Helmsley

Exterior
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
10.0 out of 10, Exceptional, (63)
"Brilliant location and a lovely clean and bright property. We had a great stay. Thanks!"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Interior
Spacious period property on historic, private estate with seasonal, outdoor pool
10.0 out of 10, Exceptional, (46)
"Had an amazing few days at the house Log fire Beautiful spotless bedrooms Lovely lounge and a downstairs bedroom for my relative Plenty of showers and baths My daughter left her silver ring in bathroom It was promptly posted back to me. After a phone call from the host to tell me it waa found"
Spacious period property on historic, private estate with seasonal, outdoor pool
Cottage | Interior
Pottowe Cottage
3.5 star property
10.0 out of 10, Exceptional, (2)
"An ideal venue to get away from it all. The photos don't do the place justice as to how big it is, the setting is excellent, great local walks, and Keith fixed a minor issue within the hour."
Pottowe Cottage
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Outdoor dining
The Edge. Modern loft apartment in Yorkshire market town.
10.0 out of 10, Exceptional, (17)
"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 €139
per night
7 May - 8 May
The Edge. Modern loft apartment in Yorkshire market town.
Cottage, 2 Bedrooms | Garden view
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
Rural, beautiful barn for 2, peaceful farm setting, stunning views, country home
10.0 out of 10, Exceptional, (153)
"Lovely quiet accommodation. All facilities excellent. Everything you need. Amazing big bed."
Rural, beautiful barn for 2, peaceful farm setting, stunning views, country home
Cottage | Interior
The Loft
3.5 star property
10.0 out of 10, Exceptional, (5)
"Wonderful Property and hosts! Hope to stay again "
The Loft
Studio | Golf
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 €219
per night
19 May - 20 May
Luxury Studio Cottage at Foot of Yorkshire Wolds
BBQ/picnic Area
Middlehead Cottages at Cropton Forest
3.0 star property
10.0 out of 10, Exceptional, (23)
"Our second time here and definitely not our last, everything you need for a comfortable weekend away. We love the location, the DVD collection, the hot tub and the log fires. Wish we could stay for longer! Really good value too. Thanks x "
Middlehead Cottages at Cropton Forest
In-room dining
Luxury couple's country retreat in spectacular location in the North York Moors
10.0 out of 10, Exceptional, (91)
"We arrived late from a very long journey from south east England so we're tired and hungry on our arrival ,Moya and her husband Mark gave us a warm welcome and we're so extremely kind making us a food parcel to make a meal out of to save us venturing out after 8pm when not many shops open or around in the village. The property was exactly how was described and for anyone wanting quiet countryside with rolling hills as a view ,you won't be disappointed. The beauty is you are completely remote...
The price is €361
per night
8 May - 9 May
Luxury couple's country retreat in spectacular location in the North York Moors
2 bedrooms, iron/ironing board, travel cot, free WiFi
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
10.0 out of 10, Exceptional, (30)
"Everything on this listing is excellent as advertised. The home was a dream and Mark and Maya were phenomenal hosts!"
The price is €420
per night
6 May - 7 May
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool
10.0 out of 10, Exceptional, (17)
"Absolutely amazing stay in the Garden House. The photos don't do it justice, a great space for relaxing, catching up with friends and partying. We were a group of 8, and having separate beds with all bedrooms with ensuite was ideal. There is a fabulous terrace but also access to the pool, tennis and croquet lawn as well as lovely walks from the front door. We had planned to go into York on the evening, but decided to stay at the house, as it was so lovely. We left feeling that the place had...
SINGLE STOREY Four Superking en suite rooms on Red House Estate w/seasonal pool
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts
3.5 star property
10.0 out of 10, Exceptional, (12)
"Wonderful stay with my friend at our 2 dogs, great facilities if you have dogs and very secure for them. It is worth noting that you can not pull your car directly up to the hut to unpack and pack, but it is only a very short walk. Lots of nice walks and secure places for dogs to have a run off the lead. Wildlife in the area is second to non. We walked into Thirsk from the huts and had a lovely lunch and such a pretty town. Would definitely recommend and will definitely be returning. "
Morndyke Shepherds' Huts
Exterior
Church House Farm
4.0 star property
10.0 out of 10, Exceptional, (87)
"Rachael and Rory were perfect hosts and were always there to assist us. The icing on the cake was a delicious Yorkshire Brack cake waiting for us on our arrival and to top it all Rachael made us a cake half way through our visit. The accommodation was excellent. Car parking right outside the front door."
Church House Farm
Cottage | Interior
Whorlton Lodge
3.5 star property
10.0 out of 10, Exceptional, (1)
"Had an amazing stay at Whorlton Lodge. Very spacious and very clean was a home from home. We will definitely be returning in the summer. The views were beautiful from the front windows. The enclosed gardens was amazing for our dog milo who had a lovely time playing in the garden and exploring. Keith was lovely and so helpful!"
Whorlton Lodge
Fridge, microwave, oven, stovetop
Characterful, spacious 3 bedroom cottage in the heart of the North York Moors
10.0 out of 10, Exceptional, (18)
"A clean, comfortable, warm and cosy place to stay - felt like home from home Perfectly located for exploring the area. Kitchen very well-equipped, has everything you could possibly need. Beds incredibly comfortable with beautiful linen. Hosts incredibly helpful and responded immediately to any queries. Even the residents of Castleton couldn't have been more friendly and helpful! We would definitely stay here again. Thank you."
Characterful, spacious 3 bedroom cottage in the heart of the North York Moors
Exterior
Gorgeous Thornton-le-Dale 2 Bedroom Cottage & Garden, Cosy Family Friendly, WIFI
10.0 out of 10, Exceptional, (20)
"Perfect for a couple's stay. Nicely furnished and well equipped. Nice village location with 2 pubs and a chippy. 20 mins drive to Castle Howard."
Gorgeous Thornton-le-Dale 2 Bedroom Cottage & Garden, Cosy Family Friendly, WIFI
7 bedrooms, iron/ironing board, Internet, bed sheets
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
9.8 out of 10, Exceptional, (25)
"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.
Property grounds
Cottage in village location with lovely views to the Hambleton Hills and White H
9.8 out of 10, Exceptional, (73)
"Colton Loft was very clean and comfortable. It had all the amenities that one would wish, situated in a beautiful quiet village with the helpful host living just next door. The 3 local pubs Plum and Partridge, Carlton Inn and the Fauconberg were all very good. Exploring York was also easy with the use of the excellent Rawcliff Bar park and ride."
Cottage in village location with lovely views to the Hambleton Hills and White H
4 bedrooms, desk, iron/ironing board, travel cot
Beautiful and very spacious 4 bedroom detached cottage in picturesque village
9.8 out of 10, Exceptional, (113)
"Holly Cottage is a well equipped cottage, with everything you could need, in a very typical pretty Yorkshire village. Very comfortable, and a good wood burner in the sitting room, making it cosy, although the kitchen area was also so nice we spent a lot of time in there too. Very comfortable beds in good sized bedrooms too. Hutton Le Hole is a pretty village, with easy access to good roads for travel to the coast and York, but with plenty to do in the immediate area too, including Castle...
Beautiful and very spacious 4 bedroom detached cottage in picturesque village
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See all available properties in Helmsley
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.

Other types of properties in Helmsley you may be interested in

2 restaurants, lunch, dinner served; local cuisine
The Feathers Hotel, Helmsley, North Yorkshire
4.0 star property
9.4 out of 10, Exceptional, (336)
"Lovely room, friendly staff, lots of nice touches. "
The price is €170
per night
6 May - 7 May
The Feathers Hotel, Helmsley, North Yorkshire
Staircase
Feversham Arms Hotel & Verbena Spa
4.0 star property
9.0 out of 10, Wonderful, (291)
"Everything was good nice place to stay and visit "
The price is €221
per night
3 May - 4 May
Feversham Arms Hotel & Verbena Spa
Front of property – evening/night
The Black Swan - The Inn Collection Group
4.0 star property
8.8 out of 10, Excellent, (296)
"Check in was before 3 which was good ! All staff are excellent and breakfast was 1st class Room very clean and spacious ! Will stay again "
The price is €127
per night
3 May - 4 May
The Black Swan - The Inn Collection Group
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.

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 €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?

Rural, beautiful barn for 2, peaceful farm setting, stunning views, country home: This holiday home rental outside of Helmsley is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Helmsley?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Helmsley stay.

What can I see and do in Helmsley?

North York Moors National Park and Duncombe 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 Helmsley Castle 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.

Recent reviews of Helmsley properties
Expedia verified reviews

Holiday Inn Express York, an IHG Hotel

Holiday Inn Express York, an IHG Hotel

5/5 Excellent
"Great price, very good value, will use again"
A verified traveller stayed at Holiday Inn Express York, an IHG Hotel
Posted 3 days ago
Holiday Inn Express York, an IHG Hotel