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Helmsley Holiday Rentals

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Check prices for these dates

Tonight
11 Dec - 12 Dec
Tomorrow
12 Dec - 13 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Helmsley holiday rentals

Private kitchen
29 Bondgate

Cottage in York

29 Bondgate
3.5 star property
The price is HK$4,167
HK$5,001 total
includes taxes & fees
14 Dec - 15 Dec
29 Bondgate
Lobby lounge
Station Suites

Aparthotel in Middlesbrough

Station Suites
4.0 star property
9.6 out of 10, Exceptional, (19)
"My stay was beautiful,clean environment"
United Kingdom
Yemi
The price is HK$769
HK$922 total
includes taxes & fees
12 Dec - 13 Dec
Station Suites
View from property
Goodramgate Apartments

Apartment in York

Goodramgate Apartments
4.0 star property
9.0 out of 10, Wonderful, (285)
"Very cute and charming apartment- lots of character. Plenty of space and good location. "
United States
Ashley
The price is HK$807
HK$968 total
includes taxes & fees
5 Jan - 6 Jan 2026
Goodramgate Apartments
Private kitchen
Vas's York House

Holiday Home in Clifton

Vas's York House
2.0 star property
8.0 out of 10, Very good, (2)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is HK$518
HK$621 total
includes taxes & fees
14 Dec - 15 Dec
Vas's York House
1 bedroom
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)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is HK$475
HK$569 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Little Hide - Adult Only Camping Pods
1 bedroom, individually decorated, individually furnished
Sycamore Apartments

Apartment in Clifton

Sycamore Apartments
3.0 star property
8.8 out of 10, Excellent, (42)
"Excellent location, accommodations and staff!"
United States
William
Sycamore Apartments
Private kitchen
18 Horner Street York

Holiday Home in Clifton

18 Horner Street York
3.0 star property
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
Private kitchen
City Apartments Monkbar Mews

Apartment in York

City Apartments Monkbar Mews
4.0 star property
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
Garden view
THE OLD Cart House

Cottage in York

THE OLD Cart House
4.0 star property
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

Apartment in Bootham

The Gillygate Gathering - Sleeps Up To 16 York City Centre
2.0 star property
The price is HK$3,789
HK$3,789 total
includes taxes & fees
15 Dec - 16 Dec
The Gillygate Gathering - Sleeps Up To 16 York City Centre
Courtyard
Holtby Grange Cottages

Cottage in York

Holtby Grange Cottages
4.0 star property
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

Apartment in York

Luxury Studio Cottage at Foot of Yorkshire Wolds
3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is HK$1,637
HK$2,462 total
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury Studio Cottage at Foot of Yorkshire Wolds
Shared kitchen
Churchill Apartments

Apartment in Bootham

Churchill Apartments
3.5 star property
8.6 out of 10, Excellent, (43)
"Very nice and close to everything. "
United States
Leah
The price is HK$1,337
HK$1,605 total
includes taxes & fees
5 Jan - 6 Jan 2026
Churchill Apartments
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)
"Amazing place, thanks so much ! "
United Kingdom
Tom
Morndyke Shepherds' Huts
2 bedrooms, individually decorated, individually furnished, free WiFi
The Penthouse

Cottage in York

The Penthouse
3.0 star property
The price is HK$4,443
HK$5,332 total
includes taxes & fees
17 Dec - 18 Dec
The Penthouse
Property grounds
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi

Holiday Home in Holgate

Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
8.8 out of 10, Excellent, (5)
"A great location for a weekend away in York. The property was spotless when we arrived and great communication from the owner. 25 minutes to walk into the centre of York, via the river path and free in street parking was a real bonus."
United Kingdom
Ian
The price is HK$829
HK$1,306 total
includes taxes & fees
15 Dec - 16 Dec
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
Smart TV
The Edge. Modern loft apartment in Yorkshire market town.

Apartment in Easingwold

The Edge. Modern loft apartment in Yorkshire market town.
10.0 out of 10, Exceptional, (49)
"Very good property, thoroughly enjoyable. "
United Kingdom
Philip
The price is HK$1,139
HK$1,305 total
includes taxes & fees
12 Dec - 13 Dec
The Edge. Modern loft apartment in Yorkshire market town.
TV
Book your stay today at our bed and breakfast

Holiday Home in Middlesbrough

Book your stay today at our bed and breakfast
Book your stay today at our bed and breakfast
Dining
Providence Court

Cottage in York

Providence Court
3.0 star property
The price is HK$3,115
HK$3,738 total
includes taxes & fees
15 Dec - 16 Dec
Providence Court
Interior
Foxglove Cottage

Cottage in York

Foxglove Cottage
3.5 star property
The price is HK$4,452
HK$5,342 total
includes taxes & fees
14 Dec - 15 Dec
Foxglove Cottage
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

Mercure York Fairfield Manor Hotel

Mercure York Fairfield Manor Hotel

10/10 Excellent
"Excellent stay"
Jayne 1-night trip
Posted 2 days ago
Mercure York Fairfield Manor Hotel

Find out more about Helmsley

Search for holiday rentals in Helmsley on Expedia! 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!

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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.

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?

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

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.