Photo by Mark Sage

Helmsley Holiday 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

Tonight
27 Nov - 28 Nov
Tomorrow
28 Nov - 29 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Helmsley

Private kitchen
29 Bondgate

29 Bondgate

3.5 star property
York
The price is S$827
includes taxes & fees
1 Dec - 2 Dec
29 Bondgate
Lobby lounge
Station Suites

Station Suites

4.0 star property
Middlesbrough
9.6 out of 10, Exceptional, (15)
The price is S$108
includes taxes & fees
30 Nov - 1 Dec
Station Suites
View from property
Goodramgate Apartments

Goodramgate Apartments

4.0 star property
York
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 S$227
includes taxes & fees
30 Nov - 1 Dec
Goodramgate Apartments
1 bedroom
The Little Hide - Adult Only Camping Pods

The Little Hide - Adult Only Camping Pods

2.0 star property
York
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 S$103
includes taxes & fees
30 Nov - 1 Dec
The Little Hide - Adult Only Camping Pods
Private kitchen
Vas's York House

Vas's York House

2.0 star property
Clifton
8.0 out of 10, Very good, (2)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is S$111
includes taxes & fees
9 Dec - 10 Dec
Vas's York House
1 bedroom, individually decorated, individually furnished
Sycamore Apartments

Sycamore Apartments

3.0 star property
Clifton
8.8 out of 10, Excellent, (42)
"Excellent location, accommodations and staff!"
United States
William
Sycamore Apartments
Private kitchen
City Apartments Monkbar Mews

City Apartments Monkbar Mews

4.0 star property
York
9.4 out of 10, Exceptional, (42)
"Great location Right in the heart of everything Very well presented apartment "
Australia
Stephen
City Apartments Monkbar Mews
Private kitchen
18 Horner Street York

18 Horner Street York

3.0 star property
Clifton
9.2 out of 10, Wonderful, (9)
"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "
Australia
Christina
18 Horner Street York
Garden view
THE OLD Cart House

THE OLD Cart House

4.0 star property
York
10.0 out of 10, Exceptional, (9)
"Very cute and quaint cottage with lots of greenery all around. Very comfortable accommodations, and the freshly baked loaf of bread was such a thoughtful touch. We wish we could have stayed longer! "
United States
Christine
THE OLD Cart House
4 bedrooms, Internet
The Gillygate Gathering - Sleeps Up To 16 York City Centre

The Gillygate Gathering - Sleeps Up To 16 York City Centre

2.0 star property
Bootham
The price is S$628
includes taxes & fees
30 Nov - 1 Dec
The Gillygate Gathering - Sleeps Up To 16 York City Centre
2 bedrooms, individually decorated, individually furnished, free WiFi
The Penthouse

The Penthouse

3.0 star property
York
The price is S$882
includes taxes & fees
10 Dec - 11 Dec
The Penthouse
Courtyard
Holtby Grange Cottages

Holtby Grange Cottages

4.0 star property
York
9.6 out of 10, Exceptional, (7)
"Amazing accommodation and very close to York. We loved it and will definitely be coming back. "
United Kingdom
Robin
Holtby Grange Cottages
Property grounds
Luxury Studio Cottage at Foot of Yorkshire Wolds

Luxury Studio Cottage at Foot of Yorkshire Wolds

3.0 star property
York
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is S$429
includes taxes & fees
9 Dec - 10 Dec
Luxury Studio Cottage at Foot of Yorkshire Wolds
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts

Morndyke Shepherds' Huts

3.5 star property
Thirsk
9.8 out of 10, Exceptional, (19)
"Amazing place, thanks so much ! "
United Kingdom
Tom
Morndyke Shepherds' Huts
Shared kitchen
Churchill Apartments

Churchill Apartments

3.5 star property
Bootham
8.6 out of 10, Excellent, (43)
"Very nice and close to everything. "
United States
Leah
The price is S$318
includes taxes & fees
23 Dec - 24 Dec
Churchill Apartments
Dining
Providence Court

Providence Court

3.0 star property
York
The price is S$618
includes taxes & fees
30 Nov - 1 Dec
Providence Court
Interior
Foxglove Cottage

Foxglove Cottage

3.5 star property
York
The price is S$884
includes taxes & fees
10 Dec - 11 Dec
Foxglove Cottage
Private kitchen
Holiday Cottages and North Star Apartment

Holiday Cottages and North Star Apartment

3.5 star property
Whitby
7.6 out of 10, Good, (10)
"The road to the property is rough and stoney ,Steep metal steps up to apartment , not good with luggage ,Cramped mezanine bedroom with 1 bannister rail missing ,no fire exit instructions ,bathroom has a sloping ceiling and was not good for a tall person. View from kitchen window of old tyre'sand a sink thrown in the I am not sure how this passed any fire and building control regs .Would not return and was not worth the price "
United Kingdom
Daphne
Holiday Cottages and North Star Apartment
Property grounds
The Green

The Green

3.0 star property
York
The price is S$1,273
includes taxes & fees
30 Nov - 1 Dec
The Green
Interior
The Gables

The Gables

3.5 star property
York
The price is S$881
includes taxes & fees
12 Dec - 13 Dec
The Gables
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

Black Friday Sale

Save up to 50% on select hotels
Book now
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

Moxy York

Moxy York

10/10 Excellent
"Lovely hotel close to centre, great staff!"
Alistair 1-night trip
Posted 2 days ago
Moxy 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.

What are some of the best holiday rentals that Helmsley has to offer?

18 Horner Street York: This holiday home rental outside of Helmsley has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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?

North York Moors National Park and Duncombe 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 Hemsley Walled Garden and Howardian Hills.

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.