Lodging Image

Search Holiday Rentals in Winston

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Winston holiday rentals

Outdoor dining

Teal Cottage

Teal Cottage
2.0 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
The price is 10.448.137 ₫
12.537.764 ₫ total
includes taxes & fees
3 Jul - 4 Jul
Teal Cottage
Cottage | Interior

Prospect House

Prospect House
3.5 star property
Leyburn
10.0 out of 10, Exceptional, (1 review)
"Nice big property in centre of Middleham - gateway to Wensleydale. Large rooms sleeping up to 6 and large social kitchen area. The gem is the garden offset from house which is a sun trap all day long, We were lucky with weather and made full use of this ! Recommended property."
United Kingdom
ANTHONY
The price is 12.904.538 ₫
15.485.446 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Prospect House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winston Hotel Reviews

The Kings Head Hotel, Richmond, North Yorkshire

The Kings Head Hotel, Richmond, North Yorkshire

10/10 Excellent
"We have stopped at this hotel three times now, and it’s always been a great stay. Rooms were spotlessly clean, food was great and the staff have been excellent and very friendly. They’ve even posted my keys back to me FOC, that I’d left behind. There was only one gripe and that is trying to get someone to answer the phone when you ring up, but that was really my fault anyway. I will definitely be staying here again next year"
Neil 3-night trip
Posted 12 hours ago
The Kings Head Hotel, Richmond, North Yorkshire

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’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 Barnard Castle.

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.