Helmsley Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Helmsley vacation 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 ￥74,706
￥85,421 total
includes taxes & fees
Jun 1 - Jun 2
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 ￥91,807
￥110,168 total
includes taxes & fees
Jun 4 - Jun 5
Cliff House
Living area

Ivy Cottage, Helmsley

Ivy Cottage, Helmsley
Helmsley
10.0 out of 10, Exceptional, (2 reviews)
"We have been to Helmsley many times as my sister lived there for a few years. Since she moved back south we have been looking for somewhere to stay there. Ivy cottage ticked all the boxes. It is a lovely house in a perfect position with everything you could need. "
United Kingdom
Gillian A.
The price is ￥183,390
￥183,390 total
includes taxes & fees
Jun 28 - Jun 29
Ivy Cottage, Helmsley
Outdoor dining

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.
8 Pottergate Mews, Helmsley
Cottage | Interior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is ￥89,622
￥107,546 total
includes taxes & fees
Jun 4 - Jun 5
29 Bondgate
Cottage | Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is ￥148,458
￥178,150 total
includes taxes & fees
Jun 27 - Jun 28
Ivy Cottage
Room, Shared Bathroom (Dog Pod) | 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 ￥12,501
￥15,001 total
includes taxes & fees
Jun 7 - Jun 8
The Little Hide - Adult Only Camping Pods
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 ￥15,269
￥18,323 total
includes taxes & fees
Jun 20 - Jun 21
Station Suites
Superior Room, 1 Double Bed (Double Studio) | 1 bedroom, in-room safe, desk, iron/ironing board

CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
8.6 out of 10, Excellent, (8 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is ￥11,784
￥14,612 total
includes taxes & fees
Jun 7 - Jun 8
CoStays Aparthotel - Middlesbrough
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 traveler
The price is ￥23,910
￥23,910 total
includes taxes & fees
Jun 1 - Jun 2
Baby Moon
Studio | 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 ￥8,996
￥10,795 total
includes taxes & fees
Jun 7 - Jun 8
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 ￥38,026
￥38,026 total
includes taxes & fees
Jun 2 - Jun 3
Ensuite Family Cabin with Private Hot Tub
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 ￥26,094
￥31,313 total
includes taxes & fees
Jun 1 - Jun 2
Old Mill Tiny Homes
Shower

The Loft, Boroughbridge

The Loft, Boroughbridge
York
The price is ￥56,930
￥56,930 total
includes taxes & fees
Jun 2 - Jun 3
The Loft, Boroughbridge
House | 1 bedroom

Host Stay The Lobster Pot

Host Stay The Lobster Pot
2.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (2 reviews)
"Great 1 night stay, very friendly host, spotlessly clean. Great location only a few minutes walk to nearest pub. "
United Kingdom
Vicky
The price is ￥22,026
￥29,227 total
includes taxes & fees
Jun 1 - Jun 2
Host Stay The Lobster Pot
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)
"It’s was a quiet and enjoyable place to stay, everything was private and provided for you. This made it very enjoyable to stay at."
United States
Freddie
The price is ￥28,502
￥32,788 total
includes taxes & fees
Jun 1 - Jun 2
Cosy Cabin with Hot Tub in North Yorkshire
TV, fireplace

Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi

Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
Holgate
8.4 out of 10, Very Good, (11 reviews)
"Lovely accommodation. Would recommend. "
United Kingdom
Debbie M.
The price is ￥17,166
￥27,024 total
includes taxes & fees
Jun 2 - Jun 3
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
Terrace/patio

Luxury Cosy Cabin with Hot Tub in Rural Yorkshire

Luxury Cosy Cabin with Hot Tub in Rural Yorkshire
Northallerton
9.6 out of 10, Exceptional, (13 reviews)
"Great setting, pod well equipped and warm."
United States
Sophie
The price is ￥32,360
￥36,646 total
includes taxes & fees
Jun 1 - Jun 2
Luxury Cosy Cabin with Hot Tub in Rural Yorkshire
Outdoor dining

Midsummer Cottage, Thornton Dale

Midsummer Cottage, Thornton Dale
Malton
The price is ￥74,706
￥74,706 total
includes taxes & fees
Jun 3 - Jun 4
Midsummer Cottage, Thornton Dale
Outdoor dining

The Byre is in Great Broughton

The Byre is in Great Broughton
Middlesbrough
The price is ￥60,980
￥60,980 total
includes taxes & fees
Jun 26 - Jun 27
The Byre is in Great Broughton
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

Burn Hall Hotel

Burn Hall Hotel

8/10 Good
"Staff were all friendly and helpful breakfast was okay room was clean but dated location was handy"
Anne 1-night trip
Posted 10 hours 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:

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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: Visitors like this Helmsley vacation home rental. It 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.