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

Helmsley Holiday Rentals

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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 stone building with a green door, a window with a white frame, and a small garden area with potted plants.

1. 29 Bondgate

29 Bondgate
3.5 star property
York
The price is S$849
includes taxes & fees
9 Nov - 10 Nov
29 Bondgate
A dining table set with white plates, silverware, and wine glasses, accompanied by a vase of flowers.

2. Cliff House

Cliff House
3.5 star property
York
The price is S$869
includes taxes & fees
5 Nov - 6 Nov
Cliff House
A campsite with two cabins, each with a wooden deck and outdoor seating.

3. 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 S$91
includes taxes & fees
8 Nov - 9 Nov
The Little Hide - Adult Only Camping Pods
A compact kitchen with a washing machine, a sink, and a stove.

4. 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 S$602
includes taxes & fees
15 Nov - 16 Nov
Lilac Cottage
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 S$170
includes taxes & fees
2 Nov - 3 Nov
Goodramgate Apartments
A bar area with a fireplace, stools, and a television screen displaying an outdoor scene.

6. 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 S$95
includes taxes & fees
9 Nov - 10 Nov
Welbury Studio, Sleeps 2, Pet Friendly & Parking
A staircase with white balusters, a door with a circular glass window, and a wall-mounted light fixture.

7. 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 S$82
includes taxes & fees
1 Dec - 2 Dec
Middlesbrough Lodge
A modern hotel lobby with a large digital display, seating areas, and a view of the interior.

8. 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 S$133
includes taxes & fees
5 Nov - 6 Nov
Station Suites
A brick house with a garden, a white fence, and a clear sky.

9. Ceilidh Cottage

Ceilidh Cottage
3.5 star property
York
10.0 out of 10, Exceptional, (15 reviews)
"Lovely property in a lovely village - central to visit lots of interesting places."
United Kingdom
Barbara
Ceilidh Cottage
A two-story stone house with a brick facade, surrounded by a garden with various plants and flowers.

10. Auburn House

Auburn House
3.5 star property
York
10.0 out of 10, Exceptional, (2 reviews)
"Lovely house with great facilities- has everything we could have needed to enjoy our stay. Quiet area but easy access to North Yorks Moors and other local attractions. "
United Kingdom
Stephen
The price is S$1,118
includes taxes & fees
7 Nov - 8 Nov
Auburn House
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

The Minster Hotel York

The Minster Hotel York

10/10 Excellent
"Our room was great, lovely big bed and the bathroom was very nice and clean, the staff were excellent and the breakfast was excellent."
John 2-night trip
Posted 7 hours ago
The Minster Hotel York

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.