Helmsley Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Helmsley vacation rentals

Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is P27,939
P33,527 total
includes taxes & fees
Apr 18 - Apr 19
Ivy Cottage
Interior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is P33,774
P40,529 total
includes taxes & fees
Apr 18 - Apr 19
29 Bondgate
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cliff House

Cliff House
3.5 star property
York
The price is P34,598
P41,517 total
includes taxes & fees
Apr 24 - Apr 25
Cliff House
Premium bedding, individually decorated, individually furnished

Morndyke Shepherds' Huts

Morndyke Shepherds' Huts
3.5 star property
Thirsk
9.8 out of 10, Exceptional, (20 reviews)
"Lovely place to stay, very relaxing"
United Kingdom
John
The price is P9,528
P11,434 total
includes taxes & fees
Apr 13 - Apr 14
Morndyke Shepherds' Huts
Interior

Dragonstone Lodge

Dragonstone Lodge
3.0 star property
Northallerton
10.0 out of 10, Exceptional, (1 review)
"We loved this property. The owners obviously have an eye for decor as it is a really stylish place and beautifully finished. We loved how peaceful the property was and the owners had thought of everything . We really appreciated the tea, coffee and milk after a 5 hour drive and the muffins, biscuits and crisps were a lovely touch. All the information you needed was in a folder and we visited lots of the places recommenced in it. It’s a fantastic property and we hope to stay there again."
United Kingdom
Mark
The price is P18,142
P21,770 total
includes taxes & fees
Apr 18 - Apr 19
Dragonstone Lodge
Exterior

Ceilidh Cottage

Ceilidh Cottage
3.5 star property
York
10.0 out of 10, Exceptional, (13 reviews)
" Very enjoyable stay in a lovely property."
United Kingdom
David
Ceilidh Cottage
Exterior

5m xl Bell Tent With log Burner, Near Whitby

5m xl Bell Tent With log Burner, Near Whitby
3.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
"What a lovely place, we hired a beautiful Bell tent for 2 nights. It was set up with all the essentials on our arrival. The plot had plenty of space around to set up bbq room and room for kids to play. The site, washrooms and kitchen were like new, very well maintained regularly cleaned. I have a pet allergy so the no pets policy was a great bonus here for me too. We had a great time and will book again. Thank you. "
United Kingdom
Jenna
The price is P4,970
P5,964 total
includes taxes & fees
Apr 28 - Apr 29
5m xl Bell Tent With log Burner, Near Whitby
Exterior

Old Mill Tiny Homes

Old Mill Tiny Homes
2.0 star property
Yarm
10.0 out of 10, Exceptional, (1 review)
"Spotlessly clean and so cosy Brilliant stay Lovely pub within walking distance "
United Kingdom
Caroline
The price is P11,367
P13,641 total
includes taxes & fees
Apr 13 - Apr 14
Old Mill Tiny Homes
Fridge, electric kettle, toaster, cookware/dishes/utensils

Elm Tree Cottage

Elm Tree Cottage
3.0 star property
Thirsk
10.0 out of 10, Exceptional, (1 review)
"Elm tree cottage was the best stay I’ve had in Yorkshire , I visit often and by far the best place I’ve stayed the hosts were lovely and kind and was great to chat too! The location was perfect in a cute little village on a farm close to Thirsk and an easy drive to York. Providing the essentials for cooking and a cozy little cottage too! Would definitely recommend and look forward to returning in the future! "
United Kingdom
Kira
The price is P22,302
P26,762 total
includes taxes & fees
Apr 14 - Apr 15
Elm Tree Cottage
1 bedroom, in-room safe, desk, iron/ironing board

CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
8.0 out of 10, Very Good, (4 reviews)
"Very helpful staff, clean room, comfy bed"
United Kingdom
Janis
The price is P3,661
P4,540 total
includes taxes & fees
Apr 25 - Apr 26
CoStays Aparthotel - Middlesbrough
Dining

Welbury Studio Retreat

Welbury Studio Retreat
3.0 star property
Northallerton
9.0 out of 10, Wonderful, (2 reviews)
"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 P4,233
P5,079 total
includes taxes & fees
Apr 16 - Apr 17
Welbury Studio Retreat
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

DoubleTree by Hilton York

DoubleTree by Hilton York

10/10 Excellent
"Just what we were looking for when we visited York. Great city, great hotel. Would definitely stay again. "
Julian 3-night trip
Posted 2 hours ago
DoubleTree by Hilton York

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
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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 in Helmsley close to Helmsley Arts Centre, or you can go with a more secluded option if you're looking for extra privacy while you relax. 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?

Vas's York House: You might want to consider this vacation rental near Helmsley, which is equipped with a garden, daily housekeeping, and free WiFi to help you feel comfortable during your stay.

How many vacation rentals will I find in Helmsley?

With 7 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.