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Callaway County holiday rentals

We found 91 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 9 homes and other holiday rentals in Callaway County that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include parking and a fireplace. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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  • 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

Find the perfect holiday rental for your Callaway County getaway

Learn about the unique charm of Callaway County with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Callaway County

Are you looking for things to do in the city? Venture out of your cosy holiday rental and experience everything that makes Callaway County a fun place to get away to. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Stone Hill Winery (28.9 mi / 46.4 km)
  • Hermannhof Vineyards (29.5 mi / 47.4 km)
  • Oak Hills Golf Center (24 mi / 38.6 km)
  • Endless Summer Winery (25.2 mi / 40.5 km)
  • Adam Puchta & Son Winery (28.6 mi / 46 km)
  • Serenity Valley Winery (9.8 mi / 15.7 km)

Exploring the natural features in Callaway County

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

  • Rock Bridge Memorial State Park (20 mi / 32.2 km)
  • Shelter Gardens (23.8 mi / 38.4 km)
  • Graham Cave State Park (20.4 mi / 32.9 km)
  • Runge Nature Center (23.5 mi / 37.9 km)
  • Finger Lakes State Park (26 mi / 41.9 km)
  • Lakeview Park (21.5 mi / 34.5 km)

Frequently asked questions

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

The most desirable types of holiday homes in Callaway County are houses. Want something different? Stayz has a variety of options to match the diverse needs of our guests, so you'll see properties in all sizes, and for all budgets. The perfect fit is waiting for you — lock in yours today.

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

Length of stay, property type and season are some things that can influence the price of a holiday home. Simply click on your travel dates to find your ideal match. From comfy cottages to expansive villas, all Stayz holiday homes provide unbeatable value.

How much does it cost to rent a beach house in Callaway County?

The average price for a holiday home by the beach in Callaway County depends on when you're going and the size and style of property you're searching for. You can find prices quickly and easily on Stayz by entering your travel dates and destination. Then use the filters to choose the number of bedrooms and amenities that you require, like a pool, air conditioning and WiFi.

What are popular home amenities in Callaway County?

A microwave oven and a fridge top the list of home amenities that guests look for in Callaway County. When you stay in a Stayz holiday home, you'll have the entire property to yourself, which means you won't have to share your holiday with strangers.

Are there large group holiday homes in Callaway County?

With two properties that can host 10 or more people in Callaway County, you won't have to keep your invite list short. From family get-togethers to events like birthday and Christmas parties, Stayz can help you find a large group home that fits the occasion.

Can I find two-bedroom holiday homes in Callaway County?

Gather your loved ones and enjoy total privacy and comfort in one of the two two-bedroom holiday homes Callaway County has to offer.

Are there holiday homes with WiFi in Callaway County?

Whether you want to keep up with the latest news, send a few emails or surf social media, there are four holiday homes with WiFi in Callaway County. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.

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

We advise checking with the Callaway County holiday home you want on Stayz as the age limit varies. However, typically it's 16, 18 or 21.

How long can I rent a holiday home in Callaway County for?

It's up to the Callaway County property. To see all available options offering extended stays, just enter your dates and guest number into the Stayz search page. Look forward to having the whole place to yourself, along with home comforts like a full kitchen, air conditioning and a backyard where the kids can burn off energy. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.

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