Photo by Mark Sage

Helmsley Vacation Rentals

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
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Vacation Rentals in Helmsley

Interior
Ivy Cottage

Cottage in York

3.5 star property
The price is RM1,804
RM2,165 total
includes taxes & fees
15 Dec - 16 Dec
Ivy Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Cliff House

Cottage in York

3.5 star property
The price is RM2,231
RM2,678 total
includes taxes & fees
29 Dec - 30 Dec
Cliff House
Private kitchen
29 Bondgate

Cottage in York

3.5 star property
The price is RM2,195
RM2,634 total
includes taxes & fees
8 Dec - 9 Dec
29 Bondgate
1 bedroom
The Little Hide - Adult Only Camping Pods

Apartment in York

2.0 star property
9.2 out of 10, Wonderful, (148)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is RM252
RM302 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Little Hide - Adult Only Camping Pods
Lobby lounge
Station Suites

Aparthotel in Middlesbrough

4.0 star property
9.6 out of 10, Exceptional, (16)
"Really lovely apartments. Very spacious and clean. Comfortable bed, well stocked kitchen and fabulous shower. Staff friendly and knowledgeable too. Highly recommended "
United Kingdom
Thomas
The price is RM315
RM378 total
includes taxes & fees
11 Dec - 12 Dec
Station Suites
Property grounds
Luxury Studio Cottage at Foot of Yorkshire Wolds

Apartment in York

3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is RM877
RM1,317 total
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury Studio Cottage at Foot of Yorkshire Wolds
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts

Cabin in Thirsk

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

Apartment in York

4.0 star property
9.0 out of 10, Wonderful, (284)
"Very cute and charming apartment- lots of character. Plenty of space and good location. "
United States
Ashley
The price is RM428
RM514 total
includes taxes & fees
4 Jan - 5 Jan 2026
Goodramgate Apartments
Fridge, dishwasher, electric kettle, toaster
The Old Dairy

Cottage in Thirsk

3.0 star property
10.0 out of 10, Exceptional, (1)
"Good experience "
United States
Todd
The price is RM1,818
RM2,181 total
includes taxes & fees
12 Dec - 13 Dec
The Old Dairy
Shared kitchen
Churchill Apartments

Apartment in Bootham

3.5 star property
8.6 out of 10, Excellent, (43)
"Very nice and close to everything. "
United States
Leah
Churchill Apartments
Outdoor dining
Welbury Studio Retreat

Apartment in Northallerton

3.0 star property
9.0 out of 10, Wonderful, (2)
"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 RM360
RM431 total
includes taxes & fees
5 Dec - 6 Dec
Welbury Studio Retreat
2 bedrooms, memory-foam beds, soundproofing, iron/ironing board
Apartment 32

Apartment in Clifton

3.5 star property
9.4 out of 10, Exceptional, (13)
"O apartamento é excelente, muito bom pra estadia da nossa família de cinco pessoas. É central, as camas são boas e, embora tenha apenas um banheiro, como estávamos em família atendeu bem. Apenas dois pontos que não gostei: aqui na descrição constava que havia lavanderia, no entanto, coloquei umas roupas pra lavar e elas não secaram, pois a máquina era apenas lavadora. Outro ponto q não gostei foi o horário do check out, 10 horas. Se tivesse visto isso não teria reservado. Mas de resto o...
Brazil
Juliana
The price is RM902
RM1,083 total
includes taxes & fees
10 Dec - 11 Dec
Apartment 32
1 bedroom
Host Stay The Lobster Pot

Holiday Home in Saltburn-by-the-Sea

2.0 star property
10.0 out of 10, Exceptional, (2)
"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 RM468
RM639 total
includes taxes & fees
7 Dec - 8 Dec
Host Stay The Lobster Pot
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

Mercure York Fairfield Manor Hotel

Mercure York Fairfield Manor Hotel

10/10 Excellent
"Yes everything was very good and the hotel is very convenient for visiting York via park and ride. "
Nick 2-night trip
Posted 4 days ago
Mercure York Fairfield Manor Hotel

Find out more about 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 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.

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 4 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.