Upper Helmsley Holiday Rentals

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Our top choices for Upper Helmsley holiday rentals

Holiday Home in Clifton

Vas's York House
2.0 star property
8.0 out of 10, Very good, (2)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is NZ$127
includes taxes & fees
4 Jan - 5 Jan 2026
Vas's York House
10.0 out of 10, Exceptional, (4)
"Lovely comfy warm cottage with everything you need for a home from home experience. Within 10 minutes stroll of a super nature reserve which is a birders delight. An easy 10 mile drive to the gorgeous city of Beverley where you can easily spend a day."
United States
Anita Purvis
The price is NZ$613
includes taxes & fees
2 Jan - 3 Jan 2026
2 bedroom accommodation in North Cave

Cottage in York

Spindle Cottage
3.5 star property
10.0 out of 10, Exceptional, (1)
"Fabulous well equipped cottage Peaceful and quiet location Beautiful decor and spotless Couldn't have asked for anything more"
United Kingdom
Paula
The price is NZ$887
includes taxes & fees
2 Jan - 3 Jan 2026
Spindle Cottage
9.8 out of 10, Exceptional, (26)
"It was a quiet area with beautiful scenery and wildlife."
United States
Robert
The price is NZ$275
includes taxes & fees
4 Jan - 5 Jan 2026
Cosy Cabin in Idyllic Woodland Setting
8.8 out of 10, Excellent, (5)
"Clean, comfortable and warm. Easy walk into the centre of York, perfect for a weekend. "
United Kingdom
Rebecca
The price is NZ$283
includes taxes & fees
25 Dec - 26 Dec
Cosy York City & Racecourse Home - 6 Guests. Green Spaces & Perfect for Family.
10.0 out of 10, Exceptional, (1)
"Absolutely brulliant property.. a home away from home"
United Kingdom
John
The price is NZ$383
includes taxes & fees
25 Dec - 26 Dec
Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.

Holiday Home in York

Piper Cottage, Bilbrough.
10.0 out of 10, Exceptional, (4)
"Lovely photos , great village , cosy cottage that was perfect for day trips to York . We all had a fab stay ."
United Kingdom
Jo R.
The price is NZ$663
includes taxes & fees
29 Dec - 30 Dec
Piper Cottage, Bilbrough.
3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is NZ$550
includes taxes & fees
7 Jan - 8 Jan 2026
Luxury Studio Cottage at Foot of Yorkshire Wolds

Apartment in York

Goodramgate Apartments
4.0 star property
9.0 out of 10, Wonderful, (285)
"Very cute and charming apartment- lots of character. Plenty of space and good location. "
United States
Ashley
The price is NZ$216
includes taxes & fees
8 Jan - 9 Jan 2026
Goodramgate Apartments
9.0 out of 10, Wonderful, (6)
"A great location for a weekend away in York. The property was spotless when we arrived and great communication from the owner. 25 minutes to walk into the centre of York, via the river path and free in street parking was a real bonus."
United Kingdom
Ian
The price is NZ$292
includes taxes & fees
7 Jan - 8 Jan 2026
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
2.0 star property
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 NZ$127
includes taxes & fees
11 Jan - 12 Jan 2026
The Little Hide - Adult Only Camping Pods

Cottage in York

Winnie's Stable
3.5 star property
10.0 out of 10, Exceptional, (2)
"It was finished to an extremely high standard, it has all the amenities needed and it was impeccably clean. It’s in a beautiful location. The owner is incredibly helpful and very responsive. If I could give 6 stars, I would!"
United Kingdom
Toby
The price is NZ$725
includes taxes & fees
27 Dec - 28 Dec
Winnie's Stable
10.0 out of 10, Exceptional, (3)
"We had a fabulous two-night stay at Blue Bell. Sue gave us a very warm welcome and showed us around when we arrived. The kitchen was well-equipped and the bed very comfortable. It was great to have the hot tub just outside - nice and secluded with some fairy lights to guide the way. A lovely peaceful retreat - we've already booked in a return visit in the summer."
United States
Rachel Higgins
The price is NZ$665
includes taxes & fees
8 Jan - 9 Jan 2026
1 bedroom accommodation in Pocklington

Chalet in York

Hundle Dale
10.0 out of 10, Exceptional, (16)
"Loved every minute of it was fantastic stay "
United Kingdom
Christine O.
The price is NZ$353
includes taxes & fees
1 Jan - 2 Jan 2026
Hundle Dale
10.0 out of 10, Exceptional, (3)
"Clean and convenient"
United States
Laura S.
The price is NZ$550
includes taxes & fees
4 Jan - 5 Jan 2026
Turpin Quarter city centre apartment, sleeps 6

Apartment in Bilbrough

Studio 3B, The Carriage House.
2.0 star property
The price is NZ$291
includes taxes & fees
29 Dec - 30 Dec
Studio 3B, The Carriage House.

Cottage in Bishophill

Studio - Sleeps 2 Guests
9.8 out of 10, Exceptional, (9)
"Lovely property."
United Kingdom
Sarah H.
Studio - Sleeps 2 Guests
9.6 out of 10, Exceptional, (4)
"Such a great location, lovely lodge, had everything you need. The hot tub was an added luxury. We would definitely come back."
United Kingdom
Helen W.
The price is NZ$524
includes taxes & fees
19 Jan - 20 Jan 2026
Elckys Holiday HOT TUB Lodge York

Holiday Home in Middlethorpe

No. 4 - Oak Tree Cottage - Pass the Keys
10.0 out of 10, Exceptional, (1)
"Great location, very clean with great facilities and communication with host was excellent"
United States
Nicole E.
The price is NZ$704
includes taxes & fees
30 Dec - 31 Dec
No. 4 - Oak Tree Cottage - Pass the Keys
10.0 out of 10, Exceptional, (4)
"This place was a definite 10 ! It was close to everything and was spotless. We would definitely recommend it and stay there again. "
United Kingdom
Gary
The price is NZ$407
includes taxes & fees
5 Jan - 6 Jan 2026
Drake St, close to York station and York Centre
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 Upper Helmsley Hotel Reviews

Find out more about Upper Helmsley

Everything you need to know about Upper Helmsley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Helmsley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Helmsley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Upper Helmsley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upper Helmsley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upper Helmsley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upper Helmsley holiday rentals we have selected for you start as low as NZ$127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upper Helmsley rentals

At Expedia, we put the best Upper Helmsley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Upper Helmsley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Helmsley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Helmsley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Upper Helmsley?

Yes, there are holiday rentals close to the most popular sights in Upper Helmsley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Upper Helmsley has to offer?

Vas's York House: This holiday home rental outside of Upper Helmsley is equipped with a garden, daily housekeeping and free WiFi to help you feel comfortable during your stay.

What’s there to see and do in Upper Helmsley?

Explore the area and family-friendly sights such as York Maze, or get out into nature at a spot like Yorkshire Museum Gardens. In the wider area, you’ll find Yorkshire Air Museum and University of York.

What’s a holiday rental in Upper Helmsley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Upper Helmsley. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.