Photo by Ian Hall

Winston holiday rentals

We found 479 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Winston that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Winston getaway

Learn about the unique charm of Winston with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Winston

Are you hoping to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Winston a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Rockliffe Hotel Spa (10.7 mi / 17.2 km)
  • Croft Circuit (11.2 mi / 18.1 km)
  • The Garage Spa (4 mi / 6.4 km)
  • Blackwell Grange Golf Club (9.2 mi / 14.8 km)
  • Bishop Auckland Golf Club (9.6 mi / 15.5 km)
  • Paddock Farm Nursery & Water Gardens (11.7 mi / 18.8 km)

Exploring the natural features in Winston

Whether you're looking for adventure or just want to appreciate the scenery, Winston is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Whitworth Hall Country Park (12.8 mi / 20.7 km)
  • Wynyard Woodland Park (16.9 mi / 27.3 km)
  • High Force (17.7 mi / 28.4 km)
  • Wensleydale (20.9 mi / 33.7 km)
  • Yorkshire Dales National Park (22 mi / 35.4 km)
  • North Pennines (23.7 mi / 38.2 km)

How to get to and around Winston

Fly into Durham (MME-Teesside Intl.), the closest airport, located 14.3 mi (23 km) from the city centre.

Frequently asked questions

What is the best area to stay in Winston when booking a holiday rental?
When considering a holiday rental in Winston, England, a popular area to stay is the charming village itself, known for its picturesque landscapes and welcoming atmosphere. This quaint location offers a range of properties that cater to various preferences, from cosy cottages to larger family homes. Staying in Winston allows you easy access to the stunning surrounding countryside, great for leisurely walks and enjoying nature.A short distance from Winston, you can explore the remarkable local attractions, such as the historic village church, which showcases beautiful architecture and a fascinating history. Additionally, the nearby nature reserves offer wonderful opportunities for bird watching and enjoying the great outdoors. The area has a selection of holiday rentals available, providing visitors with a delightful base to explore the enchanting surroundings and experience the local culture.
What are the top attractions in Winston?
Winston, a quaint village in England, offers a charming experience with several attractions nearby. The picturesque countryside is superb for leisurely walks and exploring nature, with scenic routes that showcase the area's beauty. The village itself features traditional architecture and a few local shops and cafes that provide a taste of local life.A short drive away, visitors can explore the historic market town of Richmond, known for its stunning views of the River Swale and the impressive Richmond Castle, which dates back to the 11th century. The beautiful landscapes of the Yorkshire Dales National Park are also within reach, providing opportunities for hiking, cycling, and enjoying the breathtaking scenery.Additionally, the nearby town of Leyburn offers a variety of independent shops and is close to attractions such as the Bolton Castle, a well-preserved medieval fortress. For those interested in history and culture, the Dales Countryside Museum in Hawes provides insights into the local heritage and environment.
Are all fees included in the Winston holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Winston holiday homes with parking?
Stayz offers a wide selection of holiday homes in Winston with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Winston holiday homes?
You can find great discounts on holiday homes in Winston on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Winston holiday home booking on Stayz?
To find Winston holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Winston?
A long-stay holiday home in Winston is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Winston holiday home?
Book your Winston holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Winston?
Prices for holiday homes in Winston vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Winston to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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