Helmsley Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Helmsley holiday rentals

Smart TV, offices

Beautiful stone cottage in the heart of Helmsley - sleeps 2

Beautiful stone cottage in the heart of Helmsley - sleeps 2
Helmsley
The price is HK$3,713
HK$4,214 total
includes taxes & fees
8 May - 9 May
Beautiful stone cottage in the heart of Helmsley - sleeps 2
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cliff House

Cliff House
3.5 star property
York
The price is HK$4,551
HK$5,461 total
includes taxes & fees
14 May - 15 May
Cliff House
Living area

8 Pottergate Mews, Helmsley

8 Pottergate Mews, Helmsley
York
8.0 out of 10, Very good, (1 review)
"Great location just steps away from the market square, very convenient for exploring North Yorkshire. Property overall is good but having stayed a number of times there a few minor things that now need updating. Overall very good for visiting this area"
United Kingdom
Ian J.
The price is HK$9,071
HK$9,071 total
includes taxes & fees
20 May - 21 May
8 Pottergate Mews, Helmsley
Interior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is HK$4,454
HK$5,345 total
includes taxes & fees
21 May - 22 May
29 Bondgate
Exterior

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, (153 reviews)
"Everything was wonderful and amazing ill definetly be coming back "
United Kingdom
steffan
The price is HK$620
HK$744 total
includes taxes & fees
31 May - 1 Jun
The Little Hide - Adult Only Camping Pods
Dining

Welbury Studio Retreat

Welbury Studio Retreat
3.0 star property
Northallerton
9.4 out of 10, Exceptional, (3 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 HK$453
HK$544 total
includes taxes & fees
10 May - 11 May
Welbury Studio Retreat
Terrace/patio

Ensuite Family Cabin with Private Hot Tub

Ensuite Family Cabin with Private Hot Tub
Thirsk
10.0 out of 10, Exceptional, (4 reviews)
"This was such a fun experience. "
United States
Chantel
The price is HK$1,885
HK$1,885 total
includes taxes & fees
12 May - 13 May
Ensuite Family Cabin with Private Hot Tub
Terrace/patio

Cosy Cabin with Hot Tub in North Yorkshire

Cosy Cabin with Hot Tub in North Yorkshire
Northallerton
9.6 out of 10, Exceptional, (23 reviews)
"Really beautiful surroundings and accommodation. Really quiet and peaceful, just what we needed. Attentive hosts to go with it. Thank you so much. "
United Kingdom
James C.
The price is HK$1,445
HK$1,657 total
includes taxes & fees
11 May - 12 May
Cosy Cabin with Hot Tub in North Yorkshire
Exterior

Glamping Pod in Yorkshire Wolds near York

Glamping Pod in Yorkshire Wolds near York
York
9.4 out of 10, Exceptional, (48 reviews)
"The kitchen setup was well thought out, We made several meals during our stay and found everything we needed,"
United States
Anonymous traveller
The price is HK$3,115
HK$3,115 total
includes taxes & fees
11 May - 12 May
Glamping Pod in Yorkshire Wolds near York
Exterior

Baby Moon

Baby Moon
2.0 star property
Guisborough
9.6 out of 10, Exceptional, (10 reviews)
"Really good customer service, the yurt was very comfortable. Good sites nearby to drive to (not walking distance)."
United Kingdom
Anonymous traveller
The price is HK$1,210
HK$1,210 total
includes taxes & fees
1 Jun - 2 Jun
Baby Moon
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, (6 reviews)
"Room was lovely and spotless. A staff member also made sure we got into the building and room as we arrived late. Would highly recommend."
United Kingdom
Sam
The price is HK$584
HK$724 total
includes taxes & fees
8 May - 9 May
CoStays Aparthotel - Middlesbrough
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 HK$2,402
HK$2,882 total
includes taxes & fees
20 May - 21 May
Dragonstone Lodge
Fireplace

The Byre is in Great Broughton

The Byre is in Great Broughton
Middlesbrough
The price is HK$3,081
HK$3,081 total
includes taxes & fees
12 May - 13 May
The Byre is in Great Broughton
LCD TV

Foxtail Glamping Pod - sleeps 2 | Gold Award winning

Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Pickering
10.0 out of 10, Exceptional, (7 reviews)
"The pods have everything you need it’s clean modern, outside is kept neat and tidy, so relaxing, would definitely recommend and would come back again"
United Kingdom
Joy
The price is HK$2,409
HK$2,409 total
includes taxes & fees
14 May - 15 May
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Bar (on property)

Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (36 reviews)
"This was my fourth stay at Station Suites. It's good value and the staff are helpful and friendly. The rooms are great and the beds are really comfortable. "
United Kingdom
Colin
The price is HK$701
HK$841 total
includes taxes & fees
5 Jun - 6 Jun
Station Suites
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 HK$654
HK$785 total
includes taxes & fees
10 May - 11 May
5m xl Bell Tent With log Burner, Near Whitby
Living area

Midsummer Cottage, Thornton Dale

Midsummer Cottage, Thornton Dale
Malton
The price is HK$3,774
HK$3,774 total
includes taxes & fees
18 May - 19 May
Midsummer Cottage, Thornton Dale
Fireplace

Pheasant Cottage, Danby

Pheasant Cottage, Danby
Whitby
The price is HK$6,707
HK$6,707 total
includes taxes & fees
22 May - 23 May
Pheasant Cottage, Danby
WiFi

The Loft, Boroughbridge

The Loft, Boroughbridge
York
The price is HK$2,933
HK$2,933 total
includes taxes & fees
9 May - 10 May
The Loft, Boroughbridge
Outdoor dining

The Cottage, Thornton Dale

The Cottage, Thornton Dale
Pickering
The price is HK$3,899
HK$3,899 total
includes taxes & fees
16 May - 17 May
The Cottage, Thornton Dale
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

6/10 Okay
"A bit of a maze to find rooms, including going outside to use external steps to some rooms. Clean room and helpful staff. The furniture in Reception was a little worse for wear and some of the paintwork could do with a touch up. The welcome cookie was excellent."
Jude 1-night trip
Posted 3 hours ago
DoubleTree by Hilton York

Find out more about Helmsley

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Frequently asked questions

Can I find holiday rentals in Helmsley?

Yes, there are holiday rentals in Helmsley close to Helmsley Arts Centre, 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 7 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.