Search Holiday Rentals in Helmsley

  • 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
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Helmsley holiday rentals

Cottage | Interior

Cottage in York

Ivy Cottage
3.5 star property
The price is ₹41,901
₹50,281 total
includes taxes & fees
22 Mar - 23 Mar
Ivy Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cottage in York

Cliff House
3.5 star property
The price is ₹51,887
₹62,264 total
includes taxes & fees
1 Apr - 2 Apr
Cliff House
Cottage | Interior

Cottage in York

29 Bondgate
3.5 star property
The price is ₹50,651
₹60,781 total
includes taxes & fees
22 Mar - 23 Mar
29 Bondgate
Studio | Dining

Apartment in Northallerton

Wellington Studio Retreat in Northallerton
3.0 star property
The price is ₹6,452
₹7,743 total
includes taxes & fees
20 Mar - 21 Mar
Wellington Studio Retreat in Northallerton
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)
"Very helpful staff, clean room, comfy bed"
United Kingdom
Janis
The price is ₹5,009
₹6,011 total
includes taxes & fees
20 Mar - 21 Mar
CoStays Aparthotel - Middlesbrough
Exterior

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 ₹5,127
₹6,153 total
includes taxes & fees
19 Mar - 20 Mar
Vas's York House
Exterior

Cottage in Thirsk

Kemps Yard Retreat
3.5 star property
The price is ₹42,827
₹51,392 total
includes taxes & fees
21 Mar - 22 Mar
Kemps Yard Retreat
House | 1 bedroom, laptop workspace, iron/ironing board

Apartment in Middlesbrough

Costays Apartment Standard Double Studio
2.0 star property
The price is ₹7,932
₹9,518 total
includes taxes & fees
20 Mar - 21 Mar
Costays Apartment Standard Double Studio
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
The price is ₹14,525
₹17,430 total
includes taxes & fees
21 Mar - 22 Mar
Morndyke Shepherds' Huts
Bar (on property)

Aparthotel in Middlesbrough

Station Suites
4.0 star property
9.2 out of 10, Wonderful, (31 reviews)
"This was my fourth stay at Station Suites. It's good value and the staff are helpful and friendly. The rooms are great and the beds are really comfortable. "
United Kingdom
Colin
The price is ₹7,844
₹9,412 total
includes taxes & fees
2 Apr - 3 Apr
Station Suites
Exterior

Aparthotel in Yarm

Old Mill Tiny Homes
2.0 star property
The price is ₹14,296
₹17,155 total
includes taxes & fees
26 Mar - 27 Mar
Old Mill Tiny Homes
House | 3 bedrooms

Holiday Home in Middlesbrough

Host Stay Finch House
2.0 star property
The price is ₹44,112
₹56,441 total
includes taxes & fees
18 Mar - 19 Mar
Host Stay Finch House
Cottage | Interior

Cottage in Pickering

Ghyll Cottage
3.5 star property
The price is ₹30,761
₹36,913 total
includes taxes & fees
17 Apr - 18 Apr
Ghyll Cottage
Apartment | Exterior

Apartment in Whitby

Groves Hall Garden Apartment Whitby
3.0 star property
The price is ₹12,904
₹15,485 total
includes taxes & fees
18 Mar - 19 Mar
Groves Hall Garden Apartment Whitby
Apartment, 3 Bedrooms, Patio | Living area | Flat-screen TV, DVD player

Apartment in The Groves

Riverbank View
4.0 star property
10.0 out of 10, Exceptional, (25 reviews)
"Great location, lovely owners and a lovely place to stay 👍"
United Kingdom
chris
The price is ₹22,832
₹27,398 total
includes taxes & fees
6 Apr - 7 Apr
Riverbank View
Luxury Apartment, Ensuite (The Workshop) | Restaurant

Apartment in Bootham

The Workshop
2.0 star property
The price is ₹22,457
₹26,949 total
includes taxes & fees
19 Mar - 20 Mar
The Workshop
Penthouse (Tower Mews) | Living area | 35-inch flat-screen TV with digital channels, LCD TV

Apartment in York

Goodramgate Apartments
4.0 star property
9.0 out of 10, Wonderful, (290 reviews)
"Location is close to many sights in York. Enjoyed the stay"
United States
Paul
The price is ₹9,023
₹10,829 total
includes taxes & fees
18 Mar - 19 Mar
Goodramgate Apartments
Studio | 1 bedroom

Holiday Home in Saltburn-by-the-Sea

Host Stay The Lobster Pot
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great 1 night stay, very friendly host, spotlessly clean. Great location only a few minutes walk to nearest pub. "
United Kingdom
Vicky
The price is ₹10,686
₹14,796 total
includes taxes & fees
19 Mar - 20 Mar
Host Stay The Lobster Pot
Interior

Holiday Home in Clifton

18 Horner Street York
3.0 star property
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
18 Horner Street York
7 bedrooms, individually decorated, individually furnished, free WiFi

Cottage in York

The Old Post Office
3.0 star property
The price is ₹110,877
₹133,053 total
includes taxes & fees
22 Mar - 23 Mar
The Old Post Office
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

Holiday Inn Express York by IHG

Holiday Inn Express York by IHG

10/10 Excellent
"Great staff really helpful and cheerful. The room was clean and well presented. I was completely satisfied with my stay.Thanks "
Clare 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
  • 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!

Explore a world of travel with Expedia

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 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.