Photo by Ian Hall

Winston holiday homes

We found 455 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

    Our Book with Confidence guarantee gives you 24/7 support
  • 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

Why visit Winston

  • Heritage charm: Discover the quaint history of Winston through its picturesque Witton Castle and charming local landmarks.
  • Family-friendly fun: Enjoy a range of activities suitable for visitors of all ages, including leisurely strolls and adventurous outings.
  • Natural beauty: Revel in the serene ambience provided by nearby waterfalls and outdoor spaces perfect for relaxation.
  • Cultural experiences: Immerse yourself in the local heritage and community spirit that gives Winston its unique character.
  • Leisure and romance: Unwind at local leisure centres and enjoy the peaceful, inviting atmosphere ideal for a memorable holiday.

Top attractions near Winston

Winston, located in Darlington, England, offers a delightful mix of family-friendly activities and stunning outdoor experiences. Visitors can explore the picturesque Witton Castle and enjoy the serene beauty of local waterfalls. The area is ideal for those seeking culture and romance, with leisure centres providing entertainment for all ages. Whether you're wanting a leisurely stroll or an adventurous day out, Winston has something to cater to every traveller's needs.

  • Barnard Castle: A romantic, culturally rich castle located 10km away, offering historical charm and scenic surroundings.
  • Croft Circuit: A thrilling motor racing venue 18km away, providing sports and adventure experiences for enthusiasts.
  • Eggleston Hall: A historic house 16km away, exuding cultural allure and timeless elegance.

Things to do recommended for couples

Discover the charm of Winston, Darlington, with a leisurely walk along the River Tees or enjoy a cosy picnic at the picturesque Hall Garth Park. For a touch of magic, indulge in a romantic dinner at a local bistro, savouring delicious dishes together under a starlit sky.

Things to do recommended for families

In Winston, families can explore local parks, visit heritage sites, and enjoy child-friendly activities, ensuring a memorable holiday experience in Darlington. Discover outdoor adventures and cultural sites suitable for all ages in this charming locale.

Things to do recommended for groups

Groups visiting Winston can experience the thrill of motor racing at Croft Circuit, located 18km away. This exciting venue offers a blend of sports and adventure, perfect for those looking to enjoy high-speed action and camaraderie in a vibrant atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Winston

If you're travelling with a group, family, pets, or planning for an extended stay, it's important to use the right filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Winston with a group: Think about how many bedrooms you require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Winston with young kids: Traveling with little ones can be demanding. You must ensure their well-being and security, along with age-suitable features like a private swimming pool. It’s also wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Winston: For many, a family holiday isn’t the same without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winston: If you’re after holiday rentals with special rates for month-long stays, you’ve come to the right spot. With the correct filter, you can effortlessly locate and save on monthly rentals. You might also want to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Winston

Winston, Darlington offers a delightful mix of family-friendly and outdoor experiences. Discover its charming atmosphere, rich culture, and relaxing luxury. Explore local landmarks and enjoy the welcoming community spirit, all within this quaint village. Ideal for a memorable holiday in a peaceful setting, Winston invites travellers to immerse in its unique blend of heritage and modern leisure.

  • Staindrop: A charming village located 5km away from Winston, Staindrop invites travellers with a culture-themed, romantic, and scenic experience. The village is a gateway to educational and recreational areas with nearby landmarks including a castle, national park, and national state park. Whether you’re exploring the historic streets or enjoying the natural beauty of the surrounding countryside, Staindrop offers a relaxed yet enriching escape for those keen on history and nature.
  • Richmond: Set 16km from Winston, Richmond is a vibrant city that promises an outdoor, adventure, and scenic experience. With its proximity to expansive national parks and a majestic castle, the city is ideal for visitors who love exploring nature and engaging in outdoor activities. Richmond is also known for its recreational areas and opportunities for body treatments, providing a diverse range of experiences for active holidaymakers and those seeking to unwind.
  • Barnard Castle: Located 10km from Winston, Barnard Castle is a city that offers an enticing blend of outdoor adventure and scenic beauty. It is surrounded by expansive natural settings including a national park, national state park, and a historic castle. With recreational areas and wellness activities like spa and body treatments, Barnard Castle is well-suited for visitors seeking both excitement and relaxation in a picturesque environment.

Best time to go to Winston

If you're planning a trip to Winston, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January37.2°F (2.9°C)Light RainMostly Cloudy
February38.5°F (3.6°C)Light RainMostly Cloudy
March41.0°F (5.0°C)Light RainMostly Cloudy
April44.8°F (7.1°C)No Rain (Dry)Mostly Cloudy
May50.0°F (10.0°C)Light RainMostly Cloudy
June55.6°F (13.1°C)Light RainMostly Cloudy
July59.0°F (15.0°C)Light RainMostly Cloudy
August58.3°F (14.6°C)Light RainMostly Cloudy
September54.5°F (12.5°C)Light RainMostly Cloudy
October49.3°F (9.6°C)Light RainMostly Cloudy
November43.0°F (6.1°C)Light RainMostly Cloudy
December38.7°F (3.7°C)Light RainMostly Cloudy

Booking with Vrbo is simple

Looking to stretch your travel dollars? Being flexible with your travel dates can help you take advantage of fluctuating prices. And by opting for an extended stay, you can often unlock significant savings. Use our handy filters to sort by price, location, and type of holiday rental to find the perfect Vrbo property for your budget.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy space where you can create new trips, continue planning where you stopped, or review and organise your travel plans. You’ll see your saved or booked properties sorted into Potential, Upcoming, or Current Trips. To start using Trip Boards, visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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)
  • Brancepeth Castle Golf Club (14.2 mi / 22.8 km)
  • Walworth Castle Birds of Prey (5.7 mi / 9.3 km)
  • Planet Leisure (9.5 mi / 15.3 km)
  • Bishop Auckland Golf Club (9.6 mi / 15.5 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:

  • Yorkshire Dales National Park (22 mi / 35.4 km)
  • Hamsterley Forest (9.4 mi / 15.1 km)
  • Richmond Falls (10.2 mi / 16.5 km)
  • 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)

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

How much does it cost to rent a holiday home in Winston?
Length of stay, property type and season are some of the conditions that can influence the price of a holiday home. Simply click on your travel dates to find your ideal fit. From comfy cabins to expansive villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Winston?
When you travel and the style and size of the property will influence how much you'll pay for your beachside holiday home. Put in your Winston travel dates to view your options on Bookabach. Can't live without a hot tub? Use our filters to select the amenities and features you need.
What are the top attractions for families in Winston?
Keep the kids entertained at these fantastic family-friendly attractions in Winston:

  • Barnard Castle
  • Raby Castle
  • Raby Castle

How old do you have to be to rent a holiday home in Winston?
The minimum age is generally 16, 18 or 21. It can change from one property to another on Bookabach, so look at the rules of your preferred Winston holiday home before making a booking.
How long can I rent a holiday home in Winston for?
How long you can book a holiday home in Winston is down to the property. Just enter your desired dates to look at a list of options offering extended stays. With lots of features like washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to discover someplace just right to call your home away from home in Winston.