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Check prices for these dates

Tonight
21 Nov - 22 Nov
Tomorrow
22 Nov - 23 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Top Holiday Rentals in Helmsley

Cottage | Interior
Ivy Cottage

Ivy Cottage

3.5 star property
York
The price is ฿14,047
฿16,856 total
includes taxes & fees
29 Nov - 30 Nov
Ivy Cottage
Cottage | Private kitchen | Fridge, dishwasher, electric kettle, toaster
29 Bondgate

29 Bondgate

3.5 star property
York
The price is ฿17,090
฿20,508 total
includes taxes & fees
25 Nov - 26 Nov
29 Bondgate
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Cliff House

Cliff House

3.5 star property
York
The price is ฿17,373
฿20,848 total
includes taxes & fees
25 Nov - 26 Nov
Cliff House
Room, Shared Bathroom (Posh Pod) | 1 bedroom
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, (148)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is ฿2,119
฿2,543 total
includes taxes & fees
30 Nov - 1 Dec
The Little Hide - Adult Only Camping Pods
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts

Morndyke Shepherds' Huts

3.5 star property
Thirsk
9.8 out of 10, Exceptional, (19)
"Amazing place, thanks so much ! "
United Kingdom
Tom
Morndyke Shepherds' Huts
Studio | Property grounds
Luxury Studio Cottage at Foot of Yorkshire Wolds

Luxury Studio Cottage at Foot of Yorkshire Wolds

3.0 star property
York
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is ฿7,523
฿11,062 total
includes taxes & fees
3 Dec - 4 Dec
Luxury Studio Cottage at Foot of Yorkshire Wolds
House | Private kitchen
18 Horner Street York

18 Horner Street York

3.0 star property
Clifton
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 "
Australia
Christina
18 Horner Street York
Cottage | Interior
Keep Cottage

Keep Cottage

3.5 star property
Pickering
10.0 out of 10, Exceptional, (2)
"We had a great stay at Keep Cottage. The cottage is in a perfect position for exploring Pickering but at the same in a lovely quiet location a stones throw from the old castle. Parking was on the street but never a problem. The cottage was warm, cosy and well equipped. We would definitely stay again."
United Kingdom
Angus
The price is ฿13,728
฿16,474 total
includes taxes & fees
25 Nov - 26 Nov
Keep Cottage
Standard Cottage, 2 Bedrooms (Trevena Star) | Iron/ironing board, free WiFi, bed sheets
Craven Garth Cottages

Craven Garth Cottages

3.0 star property
Pickering
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is ฿7,961
฿9,553 total
includes taxes & fees
25 Nov - 26 Nov
Craven Garth Cottages
House | 3 bedrooms
Host Stay Finch House

Host Stay Finch House

2.0 star property
Middlesbrough
The price is ฿20,017
฿23,985 total
includes taxes & fees
2 Dec - 3 Dec
Host Stay Finch House
Studio | Outdoor dining
Welbury Studio Retreat

Welbury Studio Retreat

3.0 star property
Northallerton
9.0 out of 10, Wonderful, (2)
"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 ฿2,795
฿3,353 total
includes taxes & fees
2 Dec - 3 Dec
Welbury Studio Retreat
Cottage | Interior
5 Church View

5 Church View

3.5 star property
Pickering
10.0 out of 10, Exceptional, (1)
The price is ฿11,605
฿13,927 total
includes taxes & fees
25 Nov - 26 Nov
5 Church View
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)
"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 ฿3,353
฿3,353 total
includes taxes & fees
2 Dec - 3 Dec
Courtyard Rooms - Studio - Double Bed - Wifi
Cottage | Interior
Cosy Cottage

Cosy Cottage

3.0 star property
Northallerton
10.0 out of 10, Exceptional, (1)
"Ideal base for visiting North Yorkshire. Lovely quiet location within easy walking distance to 2 pubs. Plenty of walks nearby. "
United Kingdom
Yvonne
The price is ฿10,296
฿12,356 total
includes taxes & fees
26 Nov - 27 Nov
Cosy Cottage
Studio | Outdoor dining
Wellington Studio Retreat in Northallerton

Wellington Studio Retreat in Northallerton

3.0 star property
Northallerton
The price is ฿2,799
฿3,359 total
includes taxes & fees
24 Nov - 25 Nov
Wellington Studio Retreat in Northallerton
Cottage | Outdoor dining
Croft Granary

Croft Granary

2.0 star property
York
10.0 out of 10, Exceptional, (5)
"We had a really good stay. The cottage is beautiful and equipped with absolutely everything you could ever need. Our son really enjoyed the garden, in particular the Wendy House which was also kitted out with toys, which was a lovely bonus. The village is peaceful but perfect for a nice walk. We would thoroughly recommend the property and would stay again. "
United Kingdom
Leslie
The price is ฿10,843
฿13,012 total
includes taxes & fees
3 Dec - 4 Dec
Croft Granary
Fridge, dishwasher, electric kettle, toaster
The Old Dairy

The Old Dairy

3.0 star property
Thirsk
10.0 out of 10, Exceptional, (1)
"Good experience "
United States
Todd
The price is ฿14,128
฿16,954 total
includes taxes & fees
4 Dec - 5 Dec
The Old Dairy
Cottage | Interior
The Stables, Crayke Lodge

The Stables, Crayke Lodge

3.5 star property
York
10.0 out of 10, Exceptional, (1)
The price is ฿10,243
฿12,291 total
includes taxes & fees
7 Dec - 8 Dec
The Stables, Crayke Lodge
Cottage | Interior
The Granary

The Granary

3.5 star property
York
10.0 out of 10, Exceptional, (1)
"Great relaxing stay, lovely house and lovely quiet area."
United Kingdom
Steven
The price is ฿12,101
฿14,521 total
includes taxes & fees
25 Nov - 26 Nov
The Granary
Cottage | Interior
Hogwarts Cottage

Hogwarts Cottage

3.0 star property
Pickering
8.0 out of 10, Very good, (2)
"Only concern was parking.apart from thatvspot on"
United Kingdom
Paul
The price is ฿10,473
฿12,568 total
includes taxes & fees
27 Nov - 28 Nov
Hogwarts 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.
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Top Helmsley Hotel Reviews

The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

10/10 Excellent
"Berg good hotel, great service breakfast was excellent "
Alexander 1-night trip
Posted 3 days ago
The Black Swan - The Inn Collection Group

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
  • Use the map to find apartments and other holiday homes in the Helmsley neighbourhood you prefer
  • 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 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 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Helmsley stay.

What can I see and do in Helmsley?

North York Moors National Park and Duncombe 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 Hemsley Walled Garden and Howardian Hills.

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.