Photo by Ron Jnr

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
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Helmsley

Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster
29 Bondgate

29 Bondgate

3.5 star property
York
The price is NT$16,415
NT$19,698 total
includes taxes & fees
Nov 15 - Nov 16
29 Bondgate
Room, Shared Bathroom (Posh Pod) | 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)
"Lovely stay at Little Hide Glamping - second visit and will be back again !"
United Kingdom
zoe
The price is NT$2,032
NT$2,439 total
includes taxes & fees
Dec 7 - Dec 8
The Little Hide - Adult Only Camping Pods
Superior Apartment, Ensuite (Yorkersgate) | Interior
Malton Central Apartments

Malton Central Apartments

3.0 star property
Malton
8.8 out of 10, Excellent, (34)
"I’ve stayed here a few times and it is always good value for money and easy to use, the communication with the host is good and the different choice of rooms is good. Free parking is available overnight a few minutes walk away after 6pm. Place is always clean and quiet."
United Kingdom
Malcolm
Malton Central Apartments
Standard Cottage, 2 Bedrooms (Trevena Star) | Iron/ironing board, free WiFi, bed sheets
Craven Garth Cottages

Craven Garth Cottages

3.0 star property
Pickering
9.4 out of 10, Exceptional, (46)
"Excellent for those who want to get away from the everyday hustle and bustle for a short time."
United Kingdom
Ian
Craven Garth Cottages
Cottage | 2 bedrooms, individually decorated, individually furnished, free WiFi
The Penthouse

The Penthouse

3.0 star property
York
The price is NT$17,445
NT$20,934 total
includes taxes & fees
Nov 18 - Nov 19
The Penthouse
House | Private kitchen
18 Horner Street York

18 Horner Street York

3.0 star property
Clifton
9.2 out of 10, Wonderful, (9)
"Last minute booking as decided to stay overnight in York. Communication for check in was quick, property was easy to find, close to town and super clean and tidy. Had a relaxing stay and would definitely consider again next time we were in York. Small supermarket and Mrs Greedy’s at end of road was excellent for supplies and a quick cooked breakfast. "
Canada
Richard
18 Horner Street York
Studio | Outdoor dining
Welbury Studio Retreat

Welbury Studio Retreat

3.0 star property
Northallerton
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 NT$2,689
NT$3,227 total
includes taxes & fees
Nov 10 - Nov 11
Welbury Studio Retreat
Studio | Dining
Courtyard Rooms - Studio - Double Bed - Wifi

Courtyard Rooms - Studio - Double Bed - Wifi

3.0 star property
Northallerton
8.0 out of 10, Very Good, (2)
"Very friendly reception from the landlord Gareth who provided a most enlivening atmosphere in the Duke of Wellington ie a darts match for the men and Easter wreath making for the ladies. No food unfortunately but we found an excellent Italian restaurant in nearby Northallerton. The courtyard room was clean and comfortable, marred only by a very awkward shower - not easy to enter, due to lack of space."
United Kingdom
Alison
The price is NT$3,227
NT$3,227 total
includes taxes & fees
Nov 10 - Nov 11
Courtyard Rooms - Studio - Double Bed - Wifi
Cottage, 2 Bedrooms | 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
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
Studio | 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 holiday home is the most perfect myself and partner have booked. The decor is absolutely amazing and a lot of thought had been put into it by the owners. It is impossible to pick any faults. The home was clean and high standard and quality of equipment and furnishings. Studying the ‘quirky’ decor was an enjoyable time spent. Simon and Lynne were so friendly without being intrusive. The advert does not do this place justice, it was above and beyond our expectations and we shall be back "
United Kingdom
Gavin
The price is NT$7,215
NT$10,609 total
includes taxes & fees
Nov 12 - Nov 13
Luxury Studio Cottage at Foot of Yorkshire Wolds
Front of property
Middlehead Huts at Cropton Forest

Middlehead Huts at Cropton Forest

3.0 star property
Pickering
10.0 out of 10, Exceptional, (9)
"We had a lovely time thank you "
United Kingdom
Julie
Middlehead Huts at Cropton Forest
Dining
Providence Court

Providence Court

3.0 star property
York
The price is NT$12,269
NT$14,723 total
includes taxes & fees
Nov 27 - Nov 28
Providence Court
Apartment, 1 Bedroom (North Star) | Private kitchen | Fridge, microwave, coffee/tea maker
Holiday Cottages and North Star Apartment

Holiday Cottages and North Star Apartment

3.5 star property
Whitby
7.6 out of 10, Good, (10)
"Lovely clean apartment well heated making it warm and cosy, had a great 2 night stay."
United Kingdom
janet
Holiday Cottages and North Star Apartment
Property grounds
The Green

The Green

3.0 star property
York
The price is NT$25,168
NT$30,201 total
includes taxes & fees
Nov 13 - Nov 14
The Green
Cottage | Exterior
Cottage Sleeps3-fireplace-balcony-garden-mountain

Cottage Sleeps3-fireplace-balcony-garden-mountain

3.0 star property
York
Cottage Sleeps3-fireplace-balcony-garden-mountain
Cottage, Private Bathroom (Bluebell - 3 bedrooms) | Garden
Church House Farm

Church House Farm

4.0 star property
Whitby
10.0 out of 10, Exceptional, (94)
"Amazing place to stay , nothing we could fault and the welcome we received was excellent . Will stay again and would definitely recommend."
United Kingdom
Karen
Church House Farm
Cottage | 1 bedroom, individually decorated, individually furnished, free WiFi
New Inn Apartment

New Inn Apartment

3.5 star property
York
The price is NT$10,467
NT$12,560 total
includes taxes & fees
Nov 21 - Nov 22
New Inn Apartment
Cottage | Outdoor dining
Chapel Cottage

Chapel Cottage

2.0 star property
York
9.4 out of 10, Exceptional, (3)
"The property was beautiful and the owner, David, was very welcoming."
United Kingdom
Geraldine
The price is NT$17,129
NT$17,129 total
includes taxes & fees
Nov 22 - Nov 23
Chapel Cottage
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts

Morndyke Shepherds' Huts

3.5 star property
Thirsk
9.8 out of 10, Exceptional, (19)
"Lovely place to stay, very relaxing"
United Kingdom
John
Morndyke Shepherds' Huts
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

Burn Hall Hotel

Burn Hall Hotel

10/10 Excellent
"Excellent as normal , staff lovely & helpful . Food in the restaurant really nice very tasty . Rooms lovely ,bed very comfortable ."
Andrea 2-night trip
Posted 3 days ago
Burn Hall 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!

Frequently asked questions

Can I find vacation rentals in Helmsley?

Yes, we give you a choice of vacation rentals close to well known local attractions in Helmsley, or you can select a secluded option if you want a relaxing place to 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 vacation home rentals that Helmsley has to offer?

18 Horner Street York: You might want to consider this vacation rental near Helmsley, which has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Helmsley?

With 4 Expedia vacation rentals, you're sure 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 vacation rentals like in Helmsley?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Helmsley. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family gatherings.