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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Helmsley holiday rentals

Cottage | Interior

Cottage in York

Ivy Cottage
3.5 star property
The price is 11.901.875 ₫
14.282.110 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Ivy Cottage
Cottage | Interior

Cottage in York

29 Bondgate
3.5 star property
The price is 14.387.383 ₫
17.264.860 ₫ total
includes taxes & fees
14 Mar - 15 Mar
29 Bondgate
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cottage in York

Cliff House
3.5 star property
The price is 14.738.294 ₫
17.685.953 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Cliff House
Property grounds

Cottage in Saltburn-by-the-Sea

Handale Banks Farm Lodge
3.0 star property
The price is 11.696.942 ₫
14.036.471 ₫ total
includes taxes & fees
17 Mar - 18 Mar
Handale Banks Farm Lodge
Premium bedding, individually decorated, individually furnished

Cabin in Thirsk

Morndyke Shepherds' Huts
3.5 star property
9.8 out of 10, Exceptional, (20 reviews)
"Lovely place to stay, very relaxing"
United Kingdom
John
Morndyke Shepherds' Huts
Exterior

Aparthotel in Yarm

Old Mill Tiny Homes
2.0 star property
The price is 4.474.230 ₫
5.369.076 ₫ total
includes taxes & fees
10 Mar - 11 Mar
Old Mill Tiny Homes
Superior Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board

Apartment in Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
7.4 out of 10, Good, (3 reviews)
"The hotel was still being built on arrival. I had not been sent any instructions on how to access the building so could not get in for the first hour. When I left my room during the afternoon and returned, workers from the hotel were in my room removing a fridge. They accepted they should have checked with me first but this meant I left the hotel a night early as I did not feel safe in my room."
United Kingdom
Joanne
The price is 1.436.984 ₫
1.724.381 ₫ total
includes taxes & fees
26 Mar - 27 Mar
CoStays Aparthotel - Middlesbrough
House | 3 bedrooms

Holiday Home in Middlesbrough

Host Stay Finch House
2.0 star property
The price is 12.655.212 ₫
16.192.403 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Host Stay Finch House
2 bedrooms, individually decorated, individually furnished, free WiFi

Cottage in Holgate

202 Salisbury Terrace
3.0 star property
The price is 17.955.103 ₫
21.545.983 ₫ total
includes taxes & fees
31 Mar - 1 Apr
202 Salisbury Terrace
Studio | Dining

Apartment in Northallerton

Wellington Studio Retreat in Northallerton
3.0 star property
The price is 1.851.060 ₫
2.221.272 ₫ total
includes taxes & fees
9 Mar - 10 Mar
Wellington Studio Retreat in Northallerton
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

Moxy York

Moxy York

10/10 Excellent
"Very good stay. Particular mention for Becky who was on duty on the night of our stay and was very helpful when my wife was poorly. Great customer service. "
Christopher 1-night trip
Posted 13 hours ago
Moxy York

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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 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.