Photo by Michelle Finseth

Winston holiday homes

We found 38 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of holiday rentals in Winston that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • 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

Travel to trendy Winston

The wildlife and other outdoor surroundings create an inviting atmosphere in Winston. This trendy city attracts visitors thanks to its safari tours and restaurants. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Winston

Do you want to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Winston has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Wildlife Safari (1.4 mi / 2.3 km)
  • Melrose Vineyards (9.6 mi / 15.5 km)
  • Abacela Winery (1.9 mi / 3 km)
  • Tesoaria Vineyard & Winery (9.9 mi / 15.9 km)
  • HillCrest Winery and Distillery (11.2 mi / 18 km)
  • Reustle Prayer Rock Vineyards (15.6 mi / 25.1 km)

Exploring the natural features in Winston

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Winston. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • South Umpqua River (0.7 mi / 1.1 km)
  • Stewart Park (7 mi / 11.2 km)
  • Discovery Garden (10.3 mi / 16.6 km)
  • Winchester Dam (11.6 mi / 18.6 km)
  • Millsite Park (9.1 mi / 14.7 km)
  • Stinebaugh Park (9.1 mi / 14.7 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Winston?

The most desirable types of holiday homes in Winston are houses. Searching for something different? Bookabach has a variety of options to match the unique needs of our guests, so you'll see properties in lots of sizes and shapes. The ideal fit is ready and waiting for you — book yours today.

How much does it cost to rent a holiday home in Winston?

The average price for a holiday home in Winston is based on several factors, such as length of stay, property type and season. Whether you're thinking about a villa with space for extended family or a quaint cabin just enough for two, just add your dates of travel to see stays that offer great 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 stay. Put in your Winston travel dates to view your options on Bookabach. Did someone just say "private pool"? Use our filters to pick the features and amenities you want.

Are there pet-friendly holiday homes in Winston?

Yes. Choose from two holiday homes that welcome pets in Winston on Bookabach. Our furry friends need to get away from it all too, so simply use our search function for pet-friendly holiday homes to book a perfect pad where your puppy can be near his favourite humans.

What are popular home amenities in Winston?

When it comes to home amenities that guests prefer in Winston, a garden, a barbecue grill and a fireplace rank the highest. With Bookabach holiday homes, you'll find options to suit your taste and style, whether you're going on a trip with your partner, your family or even pets.

Are there holiday homes in Winston that welcome kids?

Winston has two family-friendly holiday homes to choose from. And tracking down a stay that welcomes kids is a breeze with our "Properties good for families" filter. As well as having the whole place to yourselves, you can also look forward to perks and amenities such as extra bedrooms, kitchens and yards.

What are the top attractions for families in Winston?

Keep your kids occupied at these awesome family-friendly attractions in Winston:

  • Wildlife Safari
  • Douglas County Museum of History and Natural History
  • South Umpqua River

How can I find holiday homes with air conditioning in Winston?

Winston has two holiday homes where you'll be able to chill out in air-conditioned comfort. To book a property on Bookabach that has this amenity, enter your dates of travel and use the handy filters to select the "air conditioning" box.

How old do you have to be to rent a holiday home in Winston?

The minimum age requirements can vary across properties on Bookabach, so look at the rules of the holiday home in Winston you're interested in. But usually, it's 16, 18 or 21.

How long can I rent a holiday home in Winston for?

The amount of time you can book a Winston holiday home for differs depending on the property. Simply put in your dates of travel to find options offering extended stays. They include everything you need to make your extended break more enjoyable like kitchens and yards. Some holiday homes might also offer weekly or monthly discounts, so you can stick around for longer for less.

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