Upper Helmsley Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Upper Helmsley vacation rentals

Exterior
Vas's York House

Vacation 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 ￥9,669
￥11,604 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Vas's York House
Exterior detail
2 bedroom accommodation in North Cave

Cottage in North Cave

2 bedroom accommodation in North Cave
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 ￥55,908
￥55,908 total
includes taxes & fees
Jan 2 - Jan 3, 2026
2 bedroom accommodation in North Cave
Cottage | Interior
Spindle Cottage

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 ￥67,864
￥81,436 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Spindle Cottage
Interior
Cosy Cabin in Idyllic Woodland Setting

Cabin in Storwood

Cosy Cabin in Idyllic Woodland Setting
9.8 out of 10, Exceptional, (26)
"It was a quiet area with beautiful scenery and wildlife."
United States
Robert
The price is ￥21,741
￥25,117 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cosy Cabin in Idyllic Woodland Setting
Dining
Cosy York City & Racecourse Home - 6 Guests. Green Spaces & Perfect for Family.

Apartment in South Bank

Cosy York City & Racecourse Home - 6 Guests. Green Spaces & Perfect for Family.
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 ￥16,139
￥25,844 total
includes taxes & fees
Dec 25 - Dec 26
Cosy York City & Racecourse Home - 6 Guests. Green Spaces & Perfect for Family.
Interior
Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.

Vacation Home in Holgate

Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely brulliant property.. a home away from home"
United Kingdom
John
The price is ￥20,696
￥34,962 total
includes taxes & fees
Dec 25 - Dec 26
Free parking, 15 mins walk to Railway Museum and 30 mins walk to train station.
Dining
Piper Cottage, Bilbrough.

Vacation 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 ￥38,819
￥60,507 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Piper Cottage, Bilbrough.
Studio | Property grounds
Luxury Studio Cottage at Foot of Yorkshire Wolds

Apartment in York

Luxury Studio Cottage at Foot of Yorkshire Wolds
3.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely place to stay.."
United Kingdom
Darren
The price is ￥33,367
￥50,167 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Luxury Studio Cottage at Foot of Yorkshire Wolds
View from property
Goodramgate Apartments

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 ￥16,439
￥19,726 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Goodramgate Apartments
TV, fireplace
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi

Vacation Home in Holgate

Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
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 ￥16,899
￥26,604 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Traditional & Cosy, Entire York Home near the City & River, Free Parking, WiFi
Room, Shared Bathroom (Dog Pod) | Exterior
The Little Hide - Adult Only Camping Pods

Apartment in York

The Little Hide - Adult Only Camping Pods
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 ￥9,670
￥11,604 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Little Hide - Adult Only Camping Pods
Cottage | Interior
Winnie's Stable

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 ￥54,949
￥65,939 total
includes taxes & fees
Dec 27 - Dec 28
Winnie's Stable
1 bedroom, bed sheets
1 bedroom accommodation in Pocklington

Cottage in Pocklington

1 bedroom accommodation in Pocklington
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 ￥60,338
￥60,338 total
includes taxes & fees
Jan 22 - Jan 23, 2026
1 bedroom accommodation in Pocklington
Property grounds
Hundle Dale

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 ￥32,226
￥32,226 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hundle Dale
TV, offices
Turpin Quarter city centre apartment, sleeps 6

Apartment in City Centre

Turpin Quarter city centre apartment, sleeps 6
10.0 out of 10, Exceptional, (3)
"Clean and convenient"
United States
Laura S.
The price is ￥23,840
￥50,212 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Turpin Quarter city centre apartment, sleeps 6
Interior
Studio 3B, The Carriage House.

Apartment in Bilbrough

Studio 3B, The Carriage House.
2.0 star property
The price is ￥16,878
￥26,583 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Studio 3B, The Carriage House.
Fridge, microwave, oven, stovetop
Studio - Sleeps 2 Guests

Cottage in Bishophill

Studio - Sleeps 2 Guests
9.8 out of 10, Exceptional, (9)
"Lovely property."
United Kingdom
Sarah H.
The price is ￥22,444
￥22,444 total
includes taxes & fees
Dec 25 - Dec 26
Studio - Sleeps 2 Guests
Terrace/patio
Elckys Holiday HOT TUB Lodge York

Cabin in York

Elckys Holiday HOT TUB Lodge York
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 ￥47,574
￥47,574 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Elckys Holiday HOT TUB Lodge York
2 bedrooms, iron/ironing board, travel crib, free WiFi
No. 4 - Oak Tree Cottage - Pass the Keys

Vacation 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 ￥48,184
￥64,218 total
includes taxes & fees
Dec 30 - Dec 31
No. 4 - Oak Tree Cottage - Pass the Keys
1 bedroom, iron/ironing board, WiFi, bed sheets
Drake St, close to York station and York Centre

Apartment in South Bank

Drake St, close to York station and York Centre
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 ￥16,034
￥37,131 total
includes taxes & fees
Jan 4 - Jan 5, 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

The Milner York

The Milner York

10/10 Excellent
"Staff very friendly "
Kathryn 1-night trip
Posted 3 days ago
The Milner York

Find out more about Upper Helmsley

Search for holiday rentals in Upper Helmsley on Expedia! You can easily find your home rentals, villas, holiday apartments in Upper Helmsley using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Upper Helmsley?

Yes, there are vacation rentals close to top attractions in Upper Helmsley, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Upper Helmsley?

Vas's York House: This vacation home rental near 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 larger area, you’ll find Yorkshire Air Museum and University of York.

What’s a vacation rental in Upper Helmsley like?

A vacation rental is a private property you can book for a few weeks or just a few days in Upper Helmsley. Vacation rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.