Photo by Ron Jnr

Helmsley Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Jul - 4 Jul
Tomorrow
4 Jul - 5 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Holiday Rentals in Helmsley

The Little Hide - Adult Only Camping Pods
1 bedroom

The Little Hide - Adult Only Camping Pods

2.0 star property
9.2 out of 10, Wonderful, (139)
"Excellent"
The price is S$113
includes taxes & fees
6 Jul - 7 Jul
The Little Hide - Adult Only Camping Pods
Malton Central Apartments
Miscellaneous

Malton Central Apartments

3.0 star property
8.8 out of 10, Excellent, (30)
"Again, another great stay and would highly recommend"
Malton Central Apartments
Morndyke Shepherds' Huts
1 bedroom, premium bedding, individually decorated

Morndyke Shepherds' Huts

3.5 star property
9.8 out of 10, Exceptional, (19)
"Lovely place to stay, very relaxing"
Morndyke Shepherds' Huts
Church House Farm
Exterior

Church House Farm

4.0 star property
10.0 out of 10, Exceptional, (93)
"Amazing place to stay , nothing we could fault and the welcome we received was excellent . Will stay again and would definitely recommend."
Church House Farm
Holtby Grange Cottages
Private kitchen

Holtby Grange Cottages

4.0 star property
9.6 out of 10, Exceptional, (7)
"needed a well needed rest after a busy year.After a long search of hotels around york we found this beautiful cottage just outside york,and needless to say it was just what we needed.lovely cottaged estate.we booked the 3 bedroomed cottage,fairview i think it was called.beautiful inside and out.no expense spared on the inside,very relaxing.we are already thinking about booking next year.would highly recommend."
Holtby Grange Cottages
18 Horner Street York
Private kitchen

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 "
18 Horner Street York
Courtyard Rooms - Studio - Double Bed - Wifi
Interior

Courtyard Rooms - Studio - Double Bed - Wifi

3.0 star property
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."
The price is S$124
includes taxes & fees
7 Jul - 8 Jul
Courtyard Rooms - Studio - Double Bed - Wifi
Middlehead Huts at Cropton Forest
Front of property

Middlehead Huts at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (7)
"Lovely last minute stay. Hut is furnished to a high standard. Doggies very much welcomed. Would definitely go back. "
Middlehead Huts at Cropton Forest
THE OLD Cart House
Garden view

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! "
THE OLD Cart House
Welbury Studio Retreat
Interior

Welbury Studio Retreat

3.0 star property
The price is S$124
includes taxes & fees
8 Jul - 9 Jul
Welbury Studio Retreat
The Old Granary - Holiday Cottage
Terrace/patio

The Old Granary - Holiday Cottage

4.0 star property
9.4 out of 10, Exceptional, (3)
"We really enjoyed our stay here, the property was well equipped with everything you needed for a comfortable stay. I do think the property does need updating a little and it would have been nice if the hot tub had been filled on arrival, the hot tub also needs a cover as unless you like cold feb rain wouldn’t have been enjoyable. "
The Old Granary - Holiday Cottage
Luxury Studio Cottage at Foot of Yorkshire Wolds
Golf

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.."
The price is S$336
includes taxes & fees
13 Jul - 14 Jul
Luxury Studio Cottage at Foot of Yorkshire Wolds
Wellington Studio Retreat in Northallerton
Interior

Wellington Studio Retreat in Northallerton

3.0 star property
The price is S$127
includes taxes & fees
17 Jul - 18 Jul
Wellington Studio Retreat in Northallerton
Craven Garth Cottages
Iron/ironing board, free WiFi, bed sheets

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (44)
"Phenomenal experience from arriving to going home, nothing was to much to ask, the cottage and amenities are amazing, we got engaged here and it was the perfect setting for it."
Craven Garth Cottages
Cottage Sleeps3-fireplace-balcony-garden-mountain
Exterior

Cottage Sleeps3-fireplace-balcony-garden-mountain

3.0 star property
Cottage Sleeps3-fireplace-balcony-garden-mountain
Middlehead Cottages at Cropton Forest
BBQ/picnic Area

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (35)
"Very enjoyable stay. Brick cottage had everything that we needed. Will definitely come back "
Middlehead Cottages at Cropton Forest
New Inn Apartment
Individually decorated, individually furnished, free WiFi

New Inn Apartment

3.5 star property
New Inn Apartment
The Green
Private kitchen

The Green

3.0 star property
The Green
Holiday Cottages and North Star Apartment
Private kitchen

Holiday Cottages and North Star Apartment

3.5 star property
7.6 out of 10, Good, (9)
Holiday Cottages and North Star Apartment
Host Stay Fawcett Cottage
Iron/ironing board

Host Stay Fawcett Cottage

3.0 star property
Host Stay Fawcett 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 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?

Hemsley Walled Garden 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 Cleveland Way.

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.