Upper Helmsley Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Upper Helmsley holiday rentals

Cottage in Tadcaster

2 Pines Farm Cottages
3.5 star property
The price is AU$668
includes taxes & fees
10 Mar - 11 Mar
2 Pines Farm Cottages
9.8 out of 10, Exceptional, (26 reviews)
"Isolated, secluded pods, comfortable, clean"
United States
Uditha
The price is AU$228
includes taxes & fees
24 Feb - 25 Feb
Cosy Cabin in Idyllic Woodland Setting
9.8 out of 10, Exceptional, (8 reviews)
"Stayed here a few times with our dogs now and they love it! Cant beat sitting by the firepit of a night around the lake it's the best!"
United States
Jay
The price is AU$249
includes taxes & fees
24 Feb - 25 Feb
Stepless Ensuite Wooden Cabin in Stunning Location

Holiday Home in York

Piper Cottage, Bilbrough.
10.0 out of 10, Exceptional, (4 reviews)
"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 AU$441
includes taxes & fees
24 Feb - 25 Feb
Piper Cottage, Bilbrough.

Cottage in South Duffield

Oakwood Lodge with hot tub
10.0 out of 10, Exceptional, (15 reviews)
"Lodge was beautiful! Bed was really comfortable. We thoroughly enjoyed it and had a really relaxing couple of days."
United States
Anonymous traveller
The price is AU$957
includes taxes & fees
4 Mar - 5 Mar
Oakwood Lodge with hot tub
9.4 out of 10, Exceptional, (48 reviews)
"The kitchen setup was well thought out, We made several meals during our stay and found everything we needed,"
United States
Anonymous traveller
The price is AU$577
includes taxes & fees
2 Mar - 3 Mar
Glamping Pod in Yorkshire Wolds near York

Holiday Home in Clifton

Vas's York House
2.0 star property
8.0 out of 10, Very good, (2 reviews)
"Clean room and bathroom, lovely and welcoming host"
United Kingdom
Breece
The price is AU$114
includes taxes & fees
24 Feb - 25 Feb
Vas's York House
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is AU$473
includes taxes & fees
26 Feb - 27 Feb
Luxury Studio Cottage at Foot of Yorkshire Wolds
8.6 out of 10, Excellent, (9 reviews)
"The host and the beautiful clean house "
United States
Katie D.
The price is AU$243
includes taxes & fees
24 Feb - 25 Feb
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
10.0 out of 10, Exceptional, (1 review)
"Absolutely brulliant property.. a home away from home"
United Kingdom
John
The price is AU$296
includes taxes & fees
24 Feb - 25 Feb
Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.

Cottage in Driffield

Fern Cottage
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Stayed for work. Lovely & clean, warm, powerful shower. Super comfy bed and good quality bedding. Smart tv, dishwasher, lg fridge freezer plus all the usuals. "
United Kingdom
Steve
The price is AU$794
includes taxes & fees
6 Mar - 7 Mar
Fern Cottage
10.0 out of 10, Exceptional, (22 reviews)
"Everything was great and we really appreciated the snacks and beverages that were provided. "
United States
John S.
The price is AU$351
includes taxes & fees
1 Mar - 2 Mar
The Hideaway - Quiet cottage, a short walk from the historic centre of York.

Apartment in City Centre

Riverside Studios
3.5 star property
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful apartment, had everything we needed for a one night stay and a close walk to city centre, would definitely stay again."
United Kingdom
Lynn
The price is AU$264
includes taxes & fees
5 Mar - 6 Mar
Riverside Studios
9.0 out of 10, Wonderful, (6 reviews)
"Clean, comfortable and warm. Easy walk into the centre of York, perfect for a weekend. "
United Kingdom
Rebecca
The price is AU$236
includes taxes & fees
24 Feb - 25 Feb
Cosy York City & Racecourse Home - 6 Guests. Green Spaces & Perfect for Family.
10.0 out of 10, Exceptional, (7 reviews)
"The pods have everything you need it’s clean modern, outside is kept neat and tidy, so relaxing, would definitely recommend and would come back again"
United Kingdom
Joy
The price is AU$427
includes taxes & fees
9 Mar - 10 Mar
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
10.0 out of 10, Exceptional, (2 reviews)
"Gorgeous little apartment - beautifully designed, comfortable, cosy. The perfect oasis. Had everything we needed and was a very convenient location. Great value. We loved it!"
United Kingdom
Jessica
The price is AU$236
includes taxes & fees
24 Feb - 25 Feb
The Falcon - Apartment 3 - a couples retreat that sleeps 2 guests in 1 bedroom
2.0 star property
9.2 out of 10, Wonderful, (149 reviews)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
United Kingdom
Michael
The price is AU$114
includes taxes & fees
24 Feb - 25 Feb
The Little Hide - Adult Only Camping Pods

Cottage in Bishophill

Studio - Sleeps 2 Guests
9.6 out of 10, Exceptional, (10 reviews)
"Lovely property."
United Kingdom
Sarah H.
The price is AU$225
includes taxes & fees
26 Feb - 27 Feb
Studio - Sleeps 2 Guests
10.0 out of 10, Exceptional, (24 reviews)
"A lovely retreat! The living area was spacious enough for our family, and the modern amenities made our stay enjoyable, The garden was perfect for the kids to play,"
United States
Anonymous traveller
The price is AU$577
includes taxes & fees
2 Mar - 3 Mar
Glamping Pods in Yorkshire near York & Coast

Chalet in York

Hundle Dale
10.0 out of 10, Exceptional, (16 reviews)
"Loved every minute of it was fantastic stay "
United Kingdom
Christine O.
The price is AU$500
includes taxes & fees
24 Feb - 25 Feb
Hundle Dale
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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 favourite 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 depend 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 AU$114 per night. Entering your travel dates in the search wizard might find you 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 Howsham Mill and Yorkshire Air Museum.

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.