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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Helmsley holiday rentals

Cottage | Interior

1. Ivy Cottage

Ivy Cottage
4.0 star property
York
The price is ₹62,506
₹75,007 total
includes taxes & fees
3 Oct - 4 Oct
Ivy Cottage
Cottage | Interior

2. 29 Bondgate

29 Bondgate
3.5 star property
York
The price is ₹54,047
₹64,857 total
includes taxes & fees
9 Oct - 10 Oct
29 Bondgate
Private kitchen

3. Cliff House

Cliff House
3.5 star property
York
The price is ₹55,366
₹66,439 total
includes taxes & fees
1 Oct - 2 Oct
Cliff House
Room, Shared Bathroom (Dog Pod) | Exterior

4. The Little Hide - Adult Only Camping Pods

The Little Hide - Adult Only Camping Pods
2.0 star property
York
9.2 out of 10, 157, (157 reviews)
"Everything was wonderful and amazing ill definetly be coming back "
United Kingdom
steffan
The price is ₹6,139
₹7,367 total
includes taxes & fees
4 Oct - 5 Oct
The Little Hide - Adult Only Camping Pods
Interior

5. Middlesbrough Lodge

Middlesbrough Lodge
Middlesbrough
The price is ₹4,144
₹5,748 total
includes taxes & fees
15 Oct - 16 Oct
Middlesbrough Lodge
Cottage | Interior

6. The Hayloft

The Hayloft
2.5 star property
York
10.0 out of 10, 1, (1 review)
The Hayloft
Bar (on property)

7. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (65 reviews)
"good parking, good breakfast, perfect for the train station, good size rooms"
United Kingdom
Alan
The price is ₹9,596
₹11,515 total
includes taxes & fees
18 Sept - 19 Sept
Station Suites
Exterior

8. Ceilidh Cottage

Ceilidh Cottage
3.5 star property
York
10.0 out of 10, Exceptional, (14 reviews)
"Lovely property in a lovely village - central to visit lots of interesting places."
United Kingdom
Barbara
The price is ₹21,432
₹25,718 total
includes taxes & fees
24 Sept - 25 Sept
Ceilidh Cottage
Exterior

9. 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 ₹16,149
₹19,378 total
includes taxes & fees
17 Sept - 18 Sept
Old Mill Tiny Homes
Superior Apartment, 2 Bedrooms

10. Preachers Yard

Preachers Yard
2.0 star property
City Centre
The price is ₹15,661
₹29,877 total
includes taxes & fees
1 Oct - 2 Oct
Preachers Yard
Superior Room, 1 Double Bed (Double Studio)

11. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
8.0 out of 10, Very good, (17 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is ₹6,105
₹7,327 total
includes taxes & fees
28 Sept - 29 Sept
CoStays Aparthotel - Middlesbrough
Cabin | Exterior

12. Rowan 6m xl Bell Tent

Rowan 6m xl Bell Tent
3.0 star property
Saltburn-by-the-Sea
10.0 out of 10, 1, (1 review)
"Excellent place and great facilities"
United Kingdom
Chris
The price is ₹12,385
₹14,862 total
includes taxes & fees
15 Sept - 16 Sept
Rowan 6m xl Bell Tent
House

13. Host Stay Finch House

Host Stay Finch House
2.0 star property
Middlesbrough
The price is ₹51,385
₹64,412 total
includes taxes & fees
16 Sept - 17 Sept
Host Stay Finch House
Luxury Apartment, Ensuite (The Workshop) | Restaurant

14. The Workshop

The Workshop
2.0 star property
Bootham
The price is ₹22,509
₹27,011 total
includes taxes & fees
27 Sept - 28 Sept
The Workshop
View from property

15. Goodramgate Apartments

Goodramgate Apartments
4.0 star property
York
9.0 out of 10, Wonderful, (309 reviews)
"Great place to stay and great location"
Canada
Christian
The price is ₹11,818
₹14,181 total
includes taxes & fees
20 Sept - 21 Sept
Goodramgate Apartments
Cottage | Interior

16. 2 Rodgers Mews

2 Rodgers Mews
3.5 star property
Malton
The price is ₹30,869
₹37,042 total
includes taxes & fees
19 Sept - 20 Sept
2 Rodgers Mews
Apartment, 3 Bedrooms, Patio | Living area

17. 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 ₹24,124
₹28,948 total
includes taxes & fees
29 Sept - 30 Sept
Riverbank View
House

18. Costays Apartment Standard Double Studio

Costays Apartment Standard Double Studio
2.0 star property
Middlesbrough
The price is ₹9,283
₹11,140 total
includes taxes & fees
15 Sept - 16 Sept
Costays Apartment Standard Double Studio
Luxury House, Non Smoking

19. Middlesbrough LUXE HOME

Middlesbrough LUXE HOME
3.0 star property
Middlesbrough
"Check in supposed to be 4pm and still trying to contact landlord at 4.30pm to gain access. Smoke detector off wall and sat on stairs, leaky radiator with a glass under to catch drips, damaged flooring. Dirty throughout. Not good."
United Kingdom
Alan
The price is ₹9,945
₹11,934 total
includes taxes & fees
23 Sept - 24 Sept
Middlesbrough LUXE HOME
Interior

20. 18 Horner Street York

18 Horner Street York
3.0 star property
Clifton
9.2 out of 10, 9, (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 ₹17,632
₹21,159 total
includes taxes & fees
20 Sept - 21 Sept
18 Horner Street York
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 Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

10/10 Excellent
"Great stay, lovely breakfast with lots of choice, dining menu was great, ham hock was a particularly good main. Clean, spacious room. Friendly staff, had a lovely stay will go back when in Helmsley again."
Steven 2-night trip
Posted 17 hours ago
The Black Swan - The Inn Collection Group

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
  • Use the map to find apartments and other holiday homes in the Helmsley neighbourhood you prefer
  • 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 North York Moors National Park and Helmsley Castle.

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.