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Top Holiday Rentals in Upper Helmsley

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.."
The price is 6.230.704 ₫
9.161.767 ₫ total
includes taxes & fees
17 Oct - 18 Oct
Luxury Studio Cottage at Foot of Yorkshire Wolds
Old Orchard Cottage
3.5 star property
10.0 out of 10, Exceptional, (3)
"Beautiful property, clean, tidy excellent location in a quiet small village. Plenty of room for our family of 5 and everything you need. Would definitely book again"
The price is 12.110.382 ₫
14.532.458 ₫ total
includes taxes & fees
24 Oct - 25 Oct
Old Orchard Cottage
The Little Hide - Adult Only Camping Pods
2.0 star property
9.2 out of 10, Wonderful, (147)
"Excellent night away. Pods are quite close together but wasn't a problem for us. "
The price is 1.755.128 ₫
2.106.154 ₫ total
includes taxes & fees
26 Oct - 27 Oct
The Little Hide - Adult Only Camping Pods
The Old Granary - Holiday Cottage
4.0 star property
9.4 out of 10, Exceptional, (3)
"We really enjoyed our stay here, the property was well equipped with everything you needed for a comfortable stay. I do think the property does need updating a little and it would have been nice if the hot tub had been filled on arrival, the hot tub also needs a cover as unless you like cold feb rain wouldn’t have been enjoyable. "
The price is 6.368.543 ₫
7.642.251 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Old Granary - Holiday Cottage
Fern Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"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. "
The price is 9.448.555 ₫
11.338.126 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Fern Cottage
Churchill Apartments
3.5 star property
8.6 out of 10, Excellent, (42)
"Very nice and close to everything. "
The price is 5.411.644 ₫
6.493.973 ₫ total
includes taxes & fees
22 Oct - 23 Oct
Churchill Apartments
The Stables, Crayke Lodge
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is 8.161.345 ₫
9.793.614 ₫ total
includes taxes & fees
24 Oct - 25 Oct
The Stables, Crayke Lodge
The Bishophill Gathering - Sleeps Up To 12 York
3.0 star property
The price is 6.002.537 ₫
7.203.044 ₫ total
includes taxes & fees
22 Oct - 23 Oct
The Bishophill Gathering - Sleeps Up To 12 York
Apple Tree Cottage
3.5 star property
10.0 out of 10, Exceptional, (1)
"The cottage was amazing, access gained easily when we arrived. The property was nice and clean and well presented. We travelled with 2yr old twins and 1 cot was provided and 2 high chairs which was brilliant for us as we were able to bring our own travel cot as well. Plenty of room for the four of us. information on shops and local amenities was good. As guests we had access to a large grassed area with a climbing frame, also there was a veg patch and chickens as well. All in all a brilliant...
Apple Tree Cottage
Stunning Hall Cottage Near York and Leeds
2.0 star property
The price is 4.906.167 ₫
14.437.946 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Stunning Hall Cottage Near York and Leeds
Blackcap
3.0 star property
The price is 13.982.402 ₫
16.779.023 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Blackcap
Vas's York House
2.0 star property
The price is 1.901.388 ₫
2.281.666 ₫ total
includes taxes & fees
22 Oct - 23 Oct
Vas's York House
Auburn House
3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely house with great facilities- has everything we could have needed to enjoy our stay. Quiet area but easy access to North Yorks Moors and other local attractions. "
The price is 18.428.843 ₫
22.114.612 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Auburn House
5 Breaside Hideaway
3.5 star property
9.0 out of 10, Wonderful, (8)
"Our stay was excellent. The accommodation was comfortable, with all amenities provided and well located for both Acomb and York City Centre "
The price is 5.295.939 ₫
7.061.252 ₫ total
includes taxes & fees
24 Oct - 25 Oct
5 Breaside Hideaway
Robins Nest
3.0 star property
The price is 13.280.350 ₫
15.936.561 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Robins Nest
The Quadrant - The Ruskin Suite
2.0 star property
9.6 out of 10, Exceptional, (5)
"Would stay again! Nice and clean, modern and the location is ideal. "
The Quadrant - The Ruskin Suite
Historic Hall Wing nr York Leeds Free Hot tub
2.0 star property
The price is 13.158.937 ₫
32.928.595 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Historic Hall Wing nr York Leeds Free Hot tub
Corner View
3.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed for a week in March 2025 and thought this cottage was wonderful. Tastefully furnished and very well equipped, this was a real home from home. The comprehensive welcome pack was much appreciated. We would not hesitate to stay here again or to recommend to friends and family. "
The price is 11.227.390 ₫
11.227.390 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Corner View
Superb City Centre new Built Flat and gym
2.0 star property
The price is 3.270.681 ₫
11.551.022 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Superb City Centre new Built Flat and gym
Mallard Cottage
2.5 star property
10.0 out of 10, Exceptional, (3)
"Cosy well decorated cottage. We loved staying here and would certainly come back in the future. "
The price is 9.273.043 ₫
11.127.511 ₫ total
includes taxes & fees
22 Oct - 23 Oct
Mallard 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 Upper Helmsley Hotel Reviews

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’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.