Photo by Mark Sage

Search Holiday Rentals in Helmsley

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Helmsley holiday rentals

Cottage | Interior
Ivy Cottage

Cottage in York

Ivy Cottage
3.5 star property
The price is 12.180.593 ₫
14.616.712 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Ivy Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Cliff House

Cottage in York

Cliff House
3.5 star property
The price is 15.083.585 ₫
18.100.302 ₫ total
includes taxes & fees
16 Jan - 17 Jan
Cliff House
Cottage | Interior
29 Bondgate

Cottage in York

29 Bondgate
3.5 star property
The price is 14.724.452 ₫
17.669.342 ₫ total
includes taxes & fees
15 Jan - 16 Jan
29 Bondgate
Room, Shared Bathroom (Dog Pod) | Exterior
The Little Hide - Adult Only Camping Pods

Apartment in York

The Little Hide - Adult Only Camping Pods
2.0 star property
9.2 out of 10, Wonderful, (148 reviews)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is 1.613.751 ₫
1.936.501 ₫ total
includes taxes & fees
18 Jan - 19 Jan
The Little Hide - Adult Only Camping Pods
Bar (on property)
Station Suites

Aparthotel in Middlesbrough

Station Suites
4.0 star property
9.4 out of 10, Exceptional, (23 reviews)
"The staff was very friendly and responsive. Location is great - right across from the Middlesbrough train station."
United States
Brett
The price is 2.508.649 ₫
3.010.379 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Station Suites
Studio | Property grounds
Luxury Studio Cottage at Foot of Yorkshire Wolds

Apartment in York

Luxury Studio Cottage at Foot of Yorkshire Wolds
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is 5.937.137 ₫
8.814.602 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Luxury Studio Cottage at Foot of Yorkshire Wolds
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts

Cabin in Thirsk

Morndyke Shepherds' Huts
3.5 star property
9.8 out of 10, Exceptional, (19 reviews)
"Amazing place, thanks so much ! "
United Kingdom
Tom
Morndyke Shepherds' Huts
View from property
Goodramgate Apartments

Apartment in York

Goodramgate Apartments
4.0 star property
9.0 out of 10, Wonderful, (286 reviews)
"Very cute and charming apartment- lots of character. Plenty of space and good location. "
United States
Ashley
The price is 2.743.494 ₫
3.292.052 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Goodramgate Apartments
Apartment | 2 bedrooms, Internet
Host Stay The Surfer s Loft Apartment

Apartment in Saltburn-by-the-Sea

Host Stay The Surfer s Loft Apartment
2.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is 2.532.635 ₫
5.675.622 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Host Stay The Surfer s Loft Apartment
Exterior
Vas's York House

Holiday Home in Clifton

Vas's York House
2.0 star property
8.0 out of 10, Very good, (2 reviews)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is 1.613.634 ₫
1.936.502 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Vas's York House
Studio | Dining
Courtyard Rooms - Studio - Double Bed - Wifi

Apartment in Northallerton

Courtyard Rooms - Studio - Double Bed - Wifi
3.0 star property
8.0 out of 10, Very good, (2 reviews)
"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."
United Kingdom
Alison
The price is 2.785.745 ₫
2.785.745 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Courtyard Rooms - Studio - Double Bed - Wifi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Helmsley Hotel Reviews

The Minster Hotel York

The Minster Hotel York

10/10 Excellent
"Yes. Brilliant"
Paul 4-night trip
Posted 2 days ago
The Minster Hotel York

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.

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?

Howardian Hills 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 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.