Photo by Matt Russell

Winston County holiday rentals

We found holiday rentals — enter your dates for availability

Discover a selection of 103 homes, 12 cabins and other holiday rentals in Winston County that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as air conditioning and a pool. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Popular Winston County destinations on Stayz

Double Springs

Double Springs

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

Choose a holiday rental for your Winston County getaway

Learn about the unique charm of Winston County with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Exploring the natural landscape of Winston County

Whether you're an active traveller or just want to appreciate the scenery, Winston County is a great place to spend some time outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Natural Bridge Park (12.7 mi / 20.5 km)
  • Lewis Smith Lake (22.6 mi / 36.4 km)
  • Dismals Canyon (25 mi / 40.3 km)
  • Smith Lake Park (25.8 mi / 41.6 km)
  • Gamble Park (22.7 mi / 36.5 km)
  • Walker County Lake Park (25.6 mi / 41.3 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Winston County?
Based on our data, houses are considered the most popular type of property in Winston County. But naturally, everyone’s idea of an epic stay differs. Stayz has holiday homes of all shapes and sizes, so you’re sure to find the best fit for your needs.
How much does it cost to rent a holiday home in Winston County?
Different things determine the price of a holiday home in Winston County, like the length of stay, type of property and season. Still, all Stayz homes have one thing in common — unbeatable value. Just enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Winston County?
Prices for beach houses in Winston County will vary depending on the type and size of the property and when you plan to travel. All you have to do is enter your travel dates into Stayz and how many guests to view your home options and prices. From there you can use the filters to tailor your search results by amenities, nearby activities, ratings and more.
What are popular home amenities in Winston County?
Some of the most popular home amenities people search for in Winston County include an oven, a fridge and a washing machine. Whether you’re on a trip with your besties, family or even pets, Stayz holiday properties include the best amenities for making epic memories with the people you cherish the most.
Are there large group holiday homes in Winston County?
Winston County has 47 holiday homes that can accommodate 10 or more guests. These properties come with the space you need to enjoy good times with loved ones.
What are the top attractions for families in Winston County?
Keep the kids occupied at these popular family-friendly attractions in Winston County:

  • Sipsey Trailhead
  • Randolph Trailhead
  • Houston Historic Jail

Can I find two-bedroom holiday homes in Winston County?
You can select from seven two-bedroom holiday homes in Winston County. Give the kids the second room or maybe fill it with a couple of your best friends. There’s enough space for whoever’s lucky enough to come along for the ride.
Are there holiday homes with WiFi in Winston County?
Take your pick of 29 holiday homes with WiFi in Winston County. If you want to disconnect from the world on your holiday, but still need to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Winston County?
We recommend you check with the Winston County holiday home you’d like on Stayz as age restrictions vary. However, it’s generally 16, 18 or 21.
How long can I rent a holiday home in Winston County for?
The amount of time you can rent a Winston County holiday home for is up to each property. Just put in your preferred travel dates to view options that offer long-term stays. They include all you require to make your extended break more enjoyable and convenient, like kitchens and laundries. Some Stayz holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.

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