Photo by Matt Russell

Winston County vacation rentals

We found 262 vacation rentals — enter your dates for availability

Discover a selection of 103 homes, 12 cabins, and other vacation rentals in Winston County that are perfect for your trip. Vacation homes provide the amenities you need and want for your family, friends, or furry companion, like WiFi and parking. At the end of the day, you'll be able to choose a rental that has what everyone needs, including a place that is accessible or non-smoking.

Popular Winston County destinations on Vrbo

Vacation rentals with weekly discounts - Winston County

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Choose a vacation rental for your Winston County getaway

Experience the unique character of Winston County with a stay in a vacation home rental. There's no shortage of things to see and do in the area.Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Exploring the natural landscape of Winston County

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Winston County. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • 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 best area to stay in Winston County when booking a vacation rental?
One of the most popular areas to get a Winston County vacation home is Arley. When you book your vacation property with Vrbo, you can look forward to having the whole place to yourself. So you don’t have to share it with anybody other than your people.
What is the most popular type of vacation rental accommodation in Winston County?
Based on our data, cabins are the most desirable type of vacation rental in Winston County. But as you know, everyone’s idea of an epic trip isn’t going to be the same. Vrbo has vacation homes of all shapes, sizes and budgets, and we’ll help you find the best fit for your needs.
How much does it cost to rent a vacation rental in Winston County?
The average price for a vacation home in Winston County can vary based on factors including length of stay, season and property type. Whether you’d like a sprawling villa with space for the whole family or a cozy condo just for the two of you, just enter your travel dates to see stays with great value.
How much does it cost to rent a beach house in Winston County?
Prices for beach houses in Winston County can vary depending on the size and type of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use our filters to tailor your search results by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Winston County?
Good news. There are. You’ll have a choice of 10 vacation homes that welcome pets in Winston County on Vrbo. Our furry companions deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to book a pad where your puppy can lap up the good times.
Are there large group vacation rentals in Winston County?
With 53 properties that can host 10 or more people in Winston County, you don’t have to cross anyone off the invite list. From vacations with the extended family to special events like Christmas or New Year’s Eve parties, Vrbo can help you find a large group rental to match the occasion.
Are there one-bedroom vacation rentals in Winston County?
You’ll find 2 one-bedroom properties in Winston County to choose from. A one-bedroom vacation property is an excellent option if it’s just you and your partner or if you’re traveling on your own. Throw in more convenience, space and privacy compared to a standard hotel, and you’ve got yourself a memorable trip.
Can I find two-bedroom vacation rentals in Winston County?
You can select from nine two-bedroom vacation rentals in Winston County. Give your little ones the second room or fill it with a couple of your nearest and dearest friends. There’s ample space for whoever’s fortunate enough to be joining in on the fun.
Are there vacation rentals with WiFi in Winston County?
Winston County has 37 vacation rentals with WiFi, so you’ll be able to stay connected when you’re away. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movie blockbusters to checking emails, these Vrbo homes will keep you online.
How can I find vacation rentals with air conditioning in Winston County?
Select your dates and then use our filters to search for vacation rentals with air conditioning in Winston County on Vrbo. With 82 air-conditioned properties available, you can enjoy a comfy and cool stay.
How old do you have to be to rent a vacation rental in Winston County?
The minimum age requirements can differ between properties on Vrbo, so look at the rules of the vacation home in Winston County you’re interested in. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental in Winston County for?
How long you can rent a vacation rental in Winston County is up to the property. Simply enter your preferred travel dates to display a list of options offering extended stays. With tons of features like air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you’re sure to get somewhere just right to call your home away from home in Winston County.
Does Vrbo offer discounts for vacation homes in Winston County?
Whether you’re eyeing off one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some fabulous deals and discounts on Vrbo. From weekend retreats to extended vacations, we’ve got the perfect place for your next Winston County escape.

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