Photo by Ian Hall

Winston Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Winston holiday rentals

Dining
Milton House Studio Apartment Suites

Milton House Studio Apartment Suites

Milton House Studio Apartment Suites
3.5 star property
Leyburn
9.8 out of 10, Exceptional, (38)
"Excellent stay, very comfortable and easy to find. Would stay again. "
United Kingdom
Iain
The price is HK$979
HK$1,175 total
includes taxes & fees
28 Jan - 29 Jan 2026
Milton House Studio Apartment Suites
Room amenity
The Old Colliery Stables

The Old Colliery Stables

The Old Colliery Stables
2.0 star property
Durham
8.8 out of 10, Excellent, (32)
"The property was ok you get what it says on the Tin Stay was fine people were friendly and someone go to sleep with parking. Lovely location to go for walks had a good stay."
United Kingdom
Abu
The price is HK$568
HK$682 total
includes taxes & fees
30 Dec - 31 Dec
The Old Colliery Stables
Private kitchen
Hall Garth Cottage

Hall Garth Cottage

Hall Garth Cottage
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (2)
"Perfect. Wondetful home.in the perfect setting"
United Kingdom
Joanne
The price is HK$3,602
HK$4,322 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hall Garth Cottage
Private kitchen
Guesthouse-2br-parking-wifi-toiletriesprovided

Guesthouse-2br-parking-wifi-toiletriesprovided

Guesthouse-2br-parking-wifi-toiletriesprovided
2.0 star property
Bishop Auckland
7.0 out of 10, Good, (2)
"It was a very pleasant place to stay highly recommended."
United Kingdom
Glenn
The price is HK$762
HK$762 total
includes taxes & fees
30 Dec - 31 Dec
Guesthouse-2br-parking-wifi-toiletriesprovided
Soundproofing, free WiFi
Stable Yard Rooms

Stable Yard Rooms

Stable Yard Rooms
3.0 star property
Richmond
7.0 out of 10, Good, (2)
"The property is excellent for a one night stay. Only negative is there is nowhere to sit and eat your breakfast."
United Kingdom
Nadine
The price is HK$829
HK$994 total
includes taxes & fees
1 Jan - 2 Jan 2026
Stable Yard Rooms
Private kitchen
River Dance Cottage

River Dance Cottage

River Dance Cottage
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (3)
"Great cosy cottage in a fantastic location. Definitely recommend "
United Kingdom
Adam
River Dance Cottage
Exterior
Old Mill Tiny Homes

Old Mill Tiny Homes

Old Mill Tiny Homes
2.0 star property
Yarm
The price is HK$1,023
HK$1,228 total
includes taxes & fees
5 Jan - 6 Jan 2026
Old Mill Tiny Homes
Interior
In & Out Cottage

In & Out Cottage

In & Out Cottage
3.0 star property
Leyburn
10.0 out of 10, Exceptional, (2)
"A top-class accommodation. Everything was perfect and worked perfectly. The beds were comfortable and it was very clean and tidy. Cozy interior, good information and well organized. Very good Wi-Fi and fully equipped kitchen and accommodation. Can really be recommended. Perfect!"
Sweden
Anita
The price is HK$3,433
HK$4,119 total
includes taxes & fees
2 Jan - 3 Jan 2026
In & Out Cottage
Exterior
HC Property - The Hideaway at Watergate Eye

HC Property - The Hideaway at Watergate Eye

HC Property - The Hideaway at Watergate Eye
3.5 star property
Bishop Auckland
7.4 out of 10, Good, (3)
"Fantastic cottage with amazing views. The cottage has almost everything you need making it a very relaxing experience. Fields as far as the eye can see. Farmer Andy and his cows are very friendly. We had a very small problem and it was sorted out very quickly. "
United Kingdom
Sue
The price is HK$2,185
HK$3,252 total
includes taxes & fees
9 Jan - 10 Jan 2026
HC Property - The Hideaway at Watergate Eye
Outdoor dining
Welbury Studio Retreat

Welbury Studio Retreat

Welbury Studio Retreat
3.0 star property
Northallerton
9.0 out of 10, Wonderful, (2)
"Very helpful, we were going to be later than anticipated arriving, phoned to let them know, they reassured us it was no problem, everything was ready for our stay. Check-in at the bar was easy, staff showed us to our studio, staff very cheerful. Food in the pub was great, not just pub grub. Only downside, studio was small."
United Kingdom
Gillian
The price is HK$685
HK$823 total
includes taxes & fees
1 Jan - 2 Jan 2026
Welbury Studio Retreat
Interior
9 Tower Street

9 Tower Street

9 Tower Street
2.0 star property
Richmond
10.0 out of 10, Exceptional, (2)
"Great property, modern, clean well appointed, amazing location"
United Kingdom
David
The price is HK$3,798
HK$4,558 total
includes taxes & fees
5 Jan - 6 Jan 2026
9 Tower Street
1 bedroom
Durham City Cottages

Durham City Cottages

Durham City Cottages
2.0 star property
Durham
8.0 out of 10, Very good, (393)
"A lovely stay. Quiet, clean, comfy bed, lovely shower, coffee machine and parking outside your door! Great value too! "
United Kingdom
Heidi
The price is HK$743
HK$892 total
includes taxes & fees
4 Jan - 5 Jan 2026
Durham City Cottages
Outdoor spa tub
Quaint 4 Bed Barn Conversion Barnhouse Starshinezz

Quaint 4 Bed Barn Conversion Barnhouse Starshinezz

Quaint 4 Bed Barn Conversion Barnhouse Starshinezz
3.5 star property
Trimdon Station
The price is HK$5,533
HK$5,533 total
includes taxes & fees
5 Jan - 6 Jan 2026
Quaint 4 Bed Barn Conversion Barnhouse Starshinezz
Private kitchen
The Stable, Sedbury Park Farm

The Stable, Sedbury Park Farm

The Stable, Sedbury Park Farm
3.0 star property
Richmond
10.0 out of 10, Exceptional, (1)
The price is HK$3,192
HK$3,830 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Stable, Sedbury Park Farm
1 bedroom
White House Cottages

White House Cottages

White House Cottages
3.5 star property
Durham
9.4 out of 10, Exceptional, (38)
"Fabulous location & accommodation, thoroughly enjoyed !"
United Kingdom
Ashley
The price is HK$743
HK$892 total
includes taxes & fees
1 Jan - 2 Jan 2026
White House Cottages
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 HK$822
HK$822 total
includes taxes & fees
3 Jan - 4 Jan 2026
Courtyard Rooms - Studio - Double Bed - Wifi
Private kitchen
1 Claire House Way

1 Claire House Way

1 Claire House Way
3.5 star property
Barnard Castle
10.0 out of 10, Exceptional, (1)
"It certainly has a wow factor with the tallest windows and ceilings I've seen in a small residential property. The fixtures, fittings and appliances are all high quality, (sadly lacking any manuals). Best to use what three words to locate it as the sat nav on postcode takes you to the wrong side of a wall, albeit very close to the front door. You do get some road noise from the main road due to the vented double glazing but this dies down at night so isn't an issue. All in all a great rental....
United Kingdom
Stephen
The price is HK$5,100
HK$6,120 total
includes taxes & fees
6 Jan - 7 Jan 2026
1 Claire House Way
Interior
4 Guests - Pet Friendly - Durham Caravan Retreat

4 Guests - Pet Friendly - Durham Caravan Retreat

4 Guests - Pet Friendly - Durham Caravan Retreat
3.0 star property
Durham
The price is HK$782
HK$938 total
includes taxes & fees
5 Jan - 6 Jan 2026
4 Guests - Pet Friendly - Durham Caravan Retreat
Terrace/patio
Dragonstone Lodge

Dragonstone Lodge

Dragonstone Lodge
3.0 star property
Northallerton
10.0 out of 10, Exceptional, (1)
"We loved this property. The owners obviously have an eye for decor as it is a really stylish place and beautifully finished. We loved how peaceful the property was and the owners had thought of everything . We really appreciated the tea, coffee and milk after a 5 hour drive and the muffins, biscuits and crisps were a lovely touch. All the information you needed was in a folder and we visited lots of the places recommenced in it. It’s a fantastic property and we hope to stay there again."
United Kingdom
Mark
The price is HK$2,372
HK$2,846 total
includes taxes & fees
2 Jan - 3 Jan 2026
Dragonstone Lodge
Outdoor dining
Wellington Studio Retreat in Northallerton

Wellington Studio Retreat in Northallerton

Wellington Studio Retreat in Northallerton
3.0 star property
Northallerton
The price is HK$692
HK$830 total
includes taxes & fees
2 Jan - 3 Jan 2026
Wellington Studio Retreat in Northallerton
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 Winston Hotel Reviews

Hotel Indigo Durham by IHG

Hotel Indigo Durham by IHG

10/10 Excellent
"Beautiful hotel. Excellent staff. Super breakfast. "
Katherine 1-night trip
Posted 3 days ago
Hotel Indigo Durham by IHG

Find out more about Winston

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Look no further and take a look at our great range of rental properties in Winston!

Frequently asked questions

Can I find holiday rentals in Winston?

Yes, there are holiday rentals close to the most popular sights in Winston, 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 Winston has to offer?

2bed House-10min Drive to Durham: This holiday home rental outside of Winston comes with free WiFi so that you can feel at home during your trip.

What’s there to see and do in Winston?

While exploring the area, visit family-friendly sights like National Railway Museum at Shildon, or get outside and enjoy nature at Hamsterley Forest. In the wider area, you’ll find Raby Castle and Bowes Museum.

What’s a holiday rental in Winston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winston. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.