Photo by Jamie Nelson

Charleston holiday lettings

We found 20 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Charleston that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as parking and a pool. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Travel to lively Charleston

Enjoy the live music and other features of Charleston. This city's university setting, sporting events and local tours draw many visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Charleston

Do you want to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Charleston a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Meadowview Golf Course (10.7 mi / 17.2 km)
  • Beachy's Bulk Foods (19.1 mi / 30.7 km)
  • Ironhorse Golf Club (22.7 mi / 36.6 km)

Exploring the natural features in Charleston

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Charleston is a great place to spend some time outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Mattoon Peterson Park (9.6 mi / 15.5 km)
  • Lake Shelbyville (28.4 mi / 45.7 km)
  • Rockome Gardens (16.7 mi / 26.8 km)
  • Kelly Moore Memorial Park (14.2 mi / 22.9 km)
  • Haughton Park (16.8 mi / 27 km)

Transport options to and around Charleston

The nearest airport is in Champaign, IL (CMI-University Of Illinois Urbana-Champaign Williard), located 37.6 mi (60.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Charleston when booking a holiday rental?
When considering where to stay in Charleston, Illinois, a great choice would be the historic downtown area. This charming neighbourhood offers a delightful blend of quaint shops, local eateries, and beautiful architecture, making it a vibrant spot for visitors. The downtown area is particularly appealing, with a range of holiday rental options that provide easy access to the local culture and community.

One of the top attractions nearby is the Coles County Courthouse, a stunning example of 19th-century architecture that offers a glimpse into the town's rich history. Additionally, the nearby Eastern Illinois University adds a youthful energy to the area, with various events and activities that often welcome the public.

Staying in this part of Charleston allows you to enjoy both the historical aspects of the town and the lively option created by the university community.
How much does it cost to rent a holiday home in Charleston?
Prices for holiday rentals in Charleston vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Charleston to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Charleston holiday house rentals?
You can find great discounts on house rentals in Charleston on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Charleston?
In Charleston, a variety of holiday rental accommodations are available, including several apartments, holiday houses, cottages, cabins, and campsites. These options provide diverse experiences for travellers. Most apartments and holiday houses typically feature amenities like fully equipped kitchens, comfortable living areas, and outdoor spaces, making them great for families or groups. Cottages and cabins often offer a more rustic charm, with cosy interiors and scenic surroundings, great for those looking to immerse themselves in nature. Campsites provide a more adventurous option for those who wish to enjoy the outdoors.
Are there any family house rentals in Charleston?
In Charleston, Illinois, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. Properties in this charming area often come equipped with spacious living rooms, fully stocked kitchens for preparing family meals, and outdoor areas where kids can enjoy some fresh air. Many homes also include amenities such as air conditioning and Wi-Fi to ensure a comfortable stay.

Visitors can explore nearby attractions, including parks where families can picnic, walk, or engage in sports activities. The town's friendly atmosphere and rich community spirit further enhance the appeal for families looking to create lasting memories during their stay.
Can I find long-stay holiday rentals in Charleston?
A long-stay holiday rental in Charleston is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work holiday rentals in Charleston?
In Charleston, Illinois, there are around 20 remote work-friendly holiday rentals available. These accommodations are ideal for those looking to balance work and leisure, with amenities specifically suiting remote professionals. Many properties feature reliable Wi-Fi, ensuring connectivity for virtual meetings or work tasks. Additionally, guests can expect comfortable workspaces within the units, allowing for a productive environment.

The town itself offers a quaint atmosphere, with local parks and cafes providing pleasant spots for breaks or casual meetings. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Charleston holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Charleston with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Charleston?
In Charleston, popular holiday rentals typically include amenities that enhance the comfort and convenience of guests. Most properties feature onsite parking, making it easy for travellers to explore the area without the hassle of finding street parking. Kitchens are a common amenity, allowing guests to prepare their own meals, which is particularly appealing for families or those staying for longer durations. Many rentals also come with patios, providing a lovely outdoor space to relax or enjoy a meal al fresco. Additionally, some accommodations are pet-friendly, permitting travellers to bring their furry companions along, which adds to the overall appeal. Service animals are also welcomed, ensuring that all guests have the necessary support during their stay.
When is the best time to visit Charleston for a holiday rental?
April is the most popular month to visit Charleston, Illinois, as it marks the peak travel season from March to May. During this time, the town comes alive with blooming flowers and vibrant community events, making it an ideal period for those seeking a delightful holiday experience.

Spring temperatures in Charleston are typically mild, ranging from around 5 to 20 degrees Celsius, providing comfortable conditions for outdoor activities and sightseeing. Visitors can stroll through the charming streets, enjoy local parks, and partake in seasonal festivals that showcase the town's unique culture and hospitality.

For those looking for a more budget-friendly option, December offers a quieter experience. While it may be considered the low season, visitors can enjoy the festive spirit of the holiday season, complete with beautiful decorations and local events. This month provides a great opportunity to explore the town's rich history without the bustling crowds.

Ultimately, the best time to book a holiday rental in Charleston depends on your preference for lively spring activities or a serene winter getaway.
How early should I book a Charleston holiday rental?
Book your Charleston holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Charleston?
In Charleston, Illinois, visitors can enjoy several attractions that highlight the area's charm and history. The Eastern Illinois University campus is a significant landmark, featuring beautiful architecture and a variety of cultural events throughout the year. The Tarble Arts Centre, located on campus, showcases local art and hosts exhibitions, making it a great stop for art enthusiasts.

For those interested in history, the Coles County Historical Society and Museum offers insights into the region's past, featuring artifacts and exhibits that tell the story of Charleston and its surroundings. The local parks, such as Morton Park and East Park, provide lovely green spaces for relaxation, picnics, and outdoor activities, great for families and nature lovers.

Additionally, the downtown area boasts charming shops and restaurants, offering a taste of local life and cuisine. Visitors can also explore nearby Lake Charleston, which is ideal for fishing, boating, and enjoying scenic views.
Can I change or cancel my Charleston home rental booking on Vrbo?
To find Charleston holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Charleston holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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