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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Helmsley holiday rentals

Cottage | Interior

29 Bondgate

29 Bondgate
3.5 star property
York
The price is ฿18,693
฿22,431 total
includes taxes & fees
22 Jul - 23 Jul
29 Bondgate
Cottage | Interior

Ivy Cottage

Ivy Cottage
3.5 star property
York
Ivy Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cliff House

Cliff House
3.5 star property
York
The price is ฿19,149
฿22,979 total
includes taxes & fees
13 Aug - 14 Aug
Cliff House
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 ฿5,089
฿5,089 total
includes taxes & fees
27 Jul - 28 Jul
Baby Moon
Cottage | Exterior

The Cabin

The Cabin
3.0 star property
Malton
The price is ฿14,286
฿17,143 total
includes taxes & fees
18 Jul - 19 Jul
The Cabin
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
8.8 out of 10, Excellent, (9 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is ฿2,458
฿3,122 total
includes taxes & fees
17 Jul - 18 Jul
CoStays Aparthotel - Middlesbrough
House | 1 bedroom, laptop workspace, iron/ironing board

Costays Apartment Standard Double Studio

Costays Apartment Standard Double Studio
2.0 star property
Middlesbrough
The price is ฿3,506
฿4,207 total
includes taxes & fees
31 Jul - 1 Aug
Costays Apartment Standard Double Studio
Bar (on property)

Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (43 reviews)
"The property was really clean and the staff really friendly and helpful and a credit to the comoany"
United Kingdom
Sharon
The price is ฿3,315
฿3,978 total
includes taxes & fees
31 Jul - 1 Aug
Station Suites
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, (157 reviews)
"Everything was wonderful and amazing ill definetly be coming back "
United Kingdom
steffan
The price is ฿2,607
฿3,129 total
includes taxes & fees
9 Aug - 10 Aug
The Little Hide - Adult Only Camping Pods
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 ฿5,699
฿6,839 total
includes taxes & fees
22 Jul - 23 Jul
Old Mill Tiny Homes
Exterior

Ceilidh Cottage

Ceilidh Cottage
3.5 star property
York
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful cottage, family friendly. "
United Kingdom
Luca
The price is ฿9,343
฿11,211 total
includes taxes & fees
16 Jul - 17 Jul
Ceilidh Cottage
View from property

Goodramgate Apartments

Goodramgate Apartments
4.0 star property
York
9.0 out of 10, Wonderful, (300 reviews)
"Very helpful with check-in process"
United States
Spencer
The price is ฿4,671
฿5,605 total
includes taxes & fees
22 Jul - 23 Jul
Goodramgate Apartments
House | 3 bedrooms

Host Stay Finch House

Host Stay Finch House
2.0 star property
Middlesbrough
The price is ฿20,917
฿25,438 total
includes taxes & fees
10 Aug - 11 Aug
Host Stay Finch House
Interior

Pippin Cottage

Pippin Cottage
3.0 star property
Ripon
The price is ฿11,436
฿13,723 total
includes taxes & fees
30 Jul - 31 Jul
Pippin Cottage
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 ฿1,965
฿2,358 total
includes taxes & fees
19 Jul - 20 Jul
Welbury Studio Retreat
Interior

18 Horner Street York

18 Horner Street York
3.0 star property
Clifton
9.2 out of 10, Wonderful, (9 reviews)
"her and dryer, the coffee machine was definitely a wonderful bonus in the morning. Would definitely stay again "
Australia
Christina
The price is ฿8,720
฿10,463 total
includes taxes & fees
21 Jul - 22 Jul
18 Horner Street York
Apartment, Ensuite | Lounge

Churchill Apartments

Churchill Apartments
3.5 star property
Bootham
8.8 out of 10, Excellent, (50 reviews)
"Lovely apartment, so close to York Minster and York central, but really quiet at night. Jamal was really helpful with check-in. Definitely will stay again."
United Kingdom
Sarah
Churchill Apartments
Apartment, 3 Bedrooms, Patio | Living area | Flat-screen TV, DVD player

Riverbank View

Riverbank View
4.0 star property
The Groves
10.0 out of 10, Exceptional, (25 reviews)
"Great location, lovely owners and a lovely place to stay 👍"
United Kingdom
chris
The price is ฿8,344
฿10,012 total
includes taxes & fees
26 Jul - 27 Jul
Riverbank View
Exterior

Minn's Cottage

Minn's Cottage
3.0 star property
Scarborough
The price is ฿12,007
฿14,408 total
includes taxes & fees
31 Jul - 1 Aug
Minn's Cottage
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 reviews)
"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 ฿2,358
฿2,358 total
includes taxes & fees
17 Jul - 18 Jul
Courtyard Rooms - Studio - Double Bed - Wifi
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

10/10 Excellent
"Our executive double room was extremely clean and comfortable, staff were very friendly and professional. Our evening meal was delicious and good value. We particularly liked the gardens and ate on the terrace. The bathroom was a little "tired" but was spotlessly clean. Amazing value at £64 for the room per night. Thank you for a very pleasant stay"
Melanie 1-night trip
Posted 14 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:

  • View our selection of featured holiday rentals in Helmsley
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  • 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 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 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.