A medieval castle surrounded by a lush green landscape and a small village in the background.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Helmsley holiday rentals

A dining table set with white plates, silverware, and wine glasses, accompanied by a vase of flowers.

1. Cliff House

Cliff House
3.5 star property
York
The price is ₹59,673
₹71,607 total
includes taxes & fees
5 Nov - 6 Nov
Cliff House
A stone building with a green door, a window with a white frame, and a small garden area with potted plants.

2. 29 Bondgate

29 Bondgate
3.5 star property
York
The price is ₹58,122
₹69,746 total
includes taxes & fees
10 Nov - 11 Nov
29 Bondgate
A compact kitchen with a washing machine, a sink, and a stove.

3. Lilac Cottage

Lilac Cottage
3.0 star property
York
9.0 out of 10, Wonderful, (2 reviews)
"Lovely cottage in a quiet village."
United States
Kevin
The price is ₹41,320
₹49,585 total
includes taxes & fees
29 Nov - 30 Nov
Lilac Cottage
A modern hotel lobby with a large digital display, seating areas, and a view of the interior.

4. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (72 reviews)
"good parking, good breakfast, perfect for the train station, good size rooms"
United Kingdom
Alan
The price is ₹8,298
₹9,958 total
includes taxes & fees
31 Oct - 1 Nov
Station Suites
A historic stone archway with a sign for 'Monk Bar' visible in the background.

5. Goodramgate Apartments

Goodramgate Apartments
4.0 star property
York
9.0 out of 10, Wonderful, (316 reviews)
"Great place to stay and great location"
Canada
Christian
The price is ₹10,471
₹12,566 total
includes taxes & fees
1 Nov - 2 Nov
Goodramgate Apartments
A cozy living room with a sofa, a coffee table, and a view of a brick building through arched windows.

6. Preachers Yard

Preachers Yard
2.0 star property
City Centre
10.0 out of 10, Exceptional, (1 review)
"Tolle Wohnung und tolle Lage!"
Germany
Mario
The price is ₹16,098
₹30,052 total
includes taxes & fees
2 Nov - 3 Nov
Preachers Yard
A campsite with two cabins, each with a wooden deck and outdoor seating.

7. The Little Hide - Adult Only Camping Pods

The Little Hide - Adult Only Camping Pods
2.0 star property
York
9.2 out of 10, Wonderful, (159 reviews)
"Highly recommend this place hidden Gem, great little quite spot"
United Kingdom
Steve
The price is ₹5,645
₹6,774 total
includes taxes & fees
1 Nov - 2 Nov
The Little Hide - Adult Only Camping Pods
A staircase with white balusters, a door with a circular glass window, and a wall-mounted light fixture.

8. Middlesbrough Lodge

Middlesbrough Lodge
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"Nice room and straightforward checking in. Good value if you are on a budget. Small bedroom and bathroom but good well equipped shared kitchen with all facilities including washing machine with line and pegs outside if needed."
United Kingdom
Beatrice
The price is ₹4,139
₹5,728 total
includes taxes & fees
29 Nov - 30 Nov
Middlesbrough Lodge
A stone building with two green doors, a bench, and potted plants.

9. Host Stay Newtondale

Host Stay Newtondale
2.0 star property
York
The price is ₹16,400
₹19,679 total
includes taxes & fees
10 Nov - 11 Nov
Host Stay Newtondale
A living room with a beige sofa, a wooden coffee table, and a window with curtains.

10. Riverbank View

Riverbank View
4.0 star property
The Groves
10.0 out of 10, Exceptional, (25 reviews)
"Great location, lovely owners and a lovely place to stay 👍"
United Kingdom
chris
The price is ₹18,553
₹22,263 total
includes taxes & fees
23 Nov - 24 Nov
Riverbank View
A modern hotel room with a large bed, a balcony, and a view of the city at dusk.

11. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
7.2 out of 10, Good, (25 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is ₹6,382
₹8,169 total
includes taxes & fees
1 Nov - 2 Nov
CoStays Aparthotel - Middlesbrough
A modern kitchen with a built-in dishwasher, a microwave, and a stove. There is a window providing a view of the outdoors.

12. Temple Hill View

Temple Hill View
3.0 star property
York
10.0 out of 10, Exceptional, (1 review)
"The house was lovely, spacious, clean and well stocked with anything you might need. It is in a tranquil village and has plentiful off-road parking. The garden has an excellent view and is so peaceful to sit in. There is a park 2 minutes down the lane, a football field, and if you continue down the lane, there is a pond and a lovely walk around it. It was perfectly located between all the walking areas I wanted to see and complete. When we arrived there was bread, milk and some treats waiting...
United Kingdom
Jade
The price is ₹72,342
₹86,809 total
includes taxes & fees
3 Nov - 4 Nov
Temple Hill View
A neatly made bed with a grey textured blanket, two white towels, and a remote control on it. There are two bedside tables with lamps, a painting of a forest on the wall, and a white door in the background.

13. 18 Horner Street York

18 Horner Street York
3.0 star property
Clifton
9.2 out of 10, Wonderful, (9 reviews)
"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "
Australia
Christina
The price is ₹19,470
₹23,364 total
includes taxes & fees
8 Nov - 9 Nov
18 Horner Street York
A modern building with a combination of dark siding and wooden accents, featuring multiple windows and a door with a small set of stairs leading up to it.

14. Old Mill Tiny Homes

Old Mill Tiny Homes
2.0 star property
Yarm
10.0 out of 10, Exceptional, (1 review)
"Spotlessly clean and so cosy Brilliant stay Lovely pub within walking distance "
United Kingdom
Caroline
The price is ₹16,138
₹19,366 total
includes taxes & fees
10 Nov - 11 Nov
Old Mill Tiny Homes
A bar area with a fireplace, stools, and a television screen displaying an outdoor scene.

15. Welbury Studio, Sleeps 2, Pet Friendly & Parking

Welbury Studio, Sleeps 2, Pet Friendly & Parking
3.0 star property
Northallerton
9.6 out of 10, Exceptional, (5 reviews)
"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."
United Kingdom
Gillian
The price is ₹6,201
₹7,441 total
includes taxes & fees
3 Nov - 4 Nov
Welbury Studio, Sleeps 2, Pet Friendly & Parking
A wooden deck with a hot tub, wicker basket, and outdoor furniture.

16. Host Stay Finch House

Host Stay Finch House
2.0 star property
Middlesbrough
The price is ₹59,338
₹72,125 total
includes taxes & fees
1 Nov - 2 Nov
Host Stay Finch House
A modern living room with a sofa, dining table, and chairs, a kitchen in the background, and a hallway leading to a door.

17. King's 23

King's 23
3.5 star property
City Centre
9.8 out of 10, Exceptional, (30 reviews)
"NA"
United Kingdom
Graham
The price is ₹27,559
₹40,682 total
includes taxes & fees
17 Nov - 18 Nov
King's 23
A traditional stone building with a thatched roof and a wooden table set for dining.

18. Holly Cottage

Holly Cottage
3.0 star property
York
Holly Cottage
A kitchen with a built-in wood stove, a green tiled backsplash, and a sliding glass door leading to an outdoor area.

19. Shepherds hut With log Burner

Shepherds hut With log Burner
3.0 star property
Saltburn-by-the-Sea
The price is ₹10,676
₹12,811 total
includes taxes & fees
3 Nov - 4 Nov
Shepherds hut With log Burner
A room with a large window, a sofa with patterned cushions, a table with a remote control, and a decorative lantern.

20. Churchill Apartments

Churchill Apartments
3.5 star property
Bootham
8.8 out of 10, Excellent, (52 reviews)
"👍"
United Kingdom
Wojciech
The price is ₹19,557
₹23,468 total
includes taxes & fees
8 Nov - 9 Nov
Churchill Apartments
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

Holiday Inn Express York by IHG

Holiday Inn Express York by IHG

10/10 Excellent
"Breakfast , parking, staff, cleanliness"
Amol Kumar 1-night trip
Posted 2 hours ago
Holiday Inn Express York by IHG

Find out more about Helmsley

Holiday Rentals in Helmsley

Search for holiday rentals in Helmsley on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Helmsley using one of the methods below:

  • View our selection of featured holiday rentals in Helmsley
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  • Enter your travel dates to view the best deals on holiday 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 holiday rentals in Helmsley?

Yes, there are holiday rentals in Helmsley close to Helmsley Arts Centre, 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?

Vas's York House: This holiday home rental outside of Helmsley is equipped with a garden, daily housekeeping and free WiFi to help you feel comfortable during your stay.

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?

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 Helmsley Castle and North York Moors National 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.