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Helmsley Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Helmsley vacation rentals

Interior
Ivy Cottage

Ivy Cottage

Ivy Cottage
3.5 star property
York
The price is P27,636
P33,164 total
includes taxes & fees
Jan 12 - Jan 13
Ivy Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Cliff House

Cliff House

Cliff House
3.5 star property
York
The price is P34,223
P41,068 total
includes taxes & fees
Jan 12 - Jan 13
Cliff House
Interior
29 Bondgate

29 Bondgate

29 Bondgate
3.5 star property
York
The price is P33,408
P40,090 total
includes taxes & fees
Jan 12 - Jan 13
29 Bondgate
Exterior
The Little Hide - Adult Only Camping Pods

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 P3,661
P4,394 total
includes taxes & fees
Jan 11 - Jan 12
The Little Hide - Adult Only Camping Pods
Bar (on property)
Station Suites

Station Suites

Station Suites
4.0 star property
Middlesbrough
9.2 out of 10, Wonderful, (22)
"The staff was very friendly and responsive. Location is great - right across from the Middlesbrough train station."
United States
Brett
The price is P4,587
P5,504 total
includes taxes & fees
Jan 9 - Jan 10
Station Suites
Property grounds
Luxury Studio Cottage at Foot of Yorkshire Wolds

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 P13,471
P19,999 total
includes taxes & fees
Jan 10 - Jan 11
Luxury Studio Cottage at Foot of Yorkshire Wolds
Premium bedding, individually decorated, individually furnished
Morndyke Shepherds' Huts

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
View from property
Goodramgate Apartments

Goodramgate Apartments

Goodramgate Apartments
4.0 star property
York
9.0 out of 10, Wonderful, (286)
"Very cute and charming apartment- lots of character. Plenty of space and good location. "
United States
Ashley
The price is P6,225
P7,469 total
includes taxes & fees
Jan 11 - Jan 12
Goodramgate Apartments
2 bedrooms, Internet
Host Stay The Surfer s Loft Apartment

Host Stay The Surfer s Loft Apartment

Host Stay The Surfer s Loft Apartment
2.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1)
The price is P5,746
P12,877 total
includes taxes & fees
Jan 9 - Jan 10
Host Stay The Surfer s Loft Apartment
Exterior
Vas's York House

Vas's York House

Vas's York House
2.0 star property
Clifton
8.0 out of 10, Very Good, (2)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is P3,661
P4,394 total
includes taxes & fees
Jan 14 - Jan 15
Vas's York House
Dining
Courtyard Rooms - Studio - Double Bed - Wifi

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 P6,321
P6,321 total
includes taxes & fees
Jan 11 - Jan 12
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

Impossible Motel

Impossible Motel

10/10 Excellent
"Rooms were insane, not Thor the faint hearted mind as very dark but really funky it your looking for something different. Perfect t location, Pink venue was stunning too. Would love to come back and check out the hot tub room next"
CARLA 1-night trip
Posted 2 days ago
Impossible Motel

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 vacation rentals in Helmsley?

Yes, we give you a choice of vacation rentals close to well known local attractions in Helmsley, or you can select a secluded option if you want a relaxing place to 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 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 5 Expedia vacation rentals, you're sure to find just the right place for your Helmsley stay.

What can I see and do in Helmsley?

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

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.