Anna vacation rentals

We found 80 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Anna that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as a garden and pool. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Anna

Why visit Anna

  • Outdoor Adventures: Anna offers a range of activities like hiking, fishing, and exploring nearby national and state parks.
  • Scenic Beauty: Enjoy stunning landscapes and serene lakes that provide a picturesque backdrop for relaxation.
  • Family-Friendly Atmosphere: The welcoming vibe makes Anna perfect for families and history enthusiasts alike.
  • Cozy Accommodations: Choose from various lodging options, including cabins and vacation homes for a comfortable stay.
  • Tranquil Neighborhoods: Explore secluded areas that enhance the peaceful vacation experience in Anna.

Popular types of accommodation in Anna

Planning a getaway to Anna? The excitement begins with selecting your perfect accommodation. Explore a variety of popular options, including cozy cabins, houses, and stylish apartments. Whether you're searching for rentals near Anna, bath houses, or Indianapolis vacation rentals with hot water, we've got you covered. Discover the ideal place to unwind and enjoy your stay.

  • Cabins: The top choice for visitors to Anna, offering a cozy escape surrounded by nature.
  • Houses: Ideal for families or groups, providing spacious and comfortable living areas.
  • Apartments: A convenient option for those seeking a home-like atmosphere in the heart of the city.
  • Cottages: Perfect for a quaint and charming getaway, ideal for couples or small families.
  • Chalets: A unique lodging experience that combines rustic charm with modern amenities.**

Top attractions in and around Anna

Anna, Illinois, is perfect for outdoor enthusiasts seeking adventure and stunning scenery. Explore the nearby national and state parks, serene lakes, and urban parks that offer a variety of activities for every traveler. Whether you're hiking, fishing, or simply enjoying nature, Anna provides an excellent backdrop for a memorable vacation experience.

  • Anna City Park: This urban park offers a family-friendly atmosphere with plenty of outdoor space to enjoy. Perfect for picnics, leisurely walks, and community events, it provides a serene escape right in the heart of Anna.
  • Giant City State Park: Located 10 miles from Anna, this national state park is a haven for adventure seekers. Experience breathtaking scenery, hiking trails, and opportunities for wildlife observation in a stunning natural setting.
  • Shawnee Community College: Situated within Anna, this modern college campus boasts a vibrant atmosphere. It's an ideal spot for exploring educational programs and community events while soaking in the city vibes.

Things to do recommended for couples

For a romantic getaway in Anna, explore the charming Lincoln Heritage Winery and StarView Vineyards, both offering a delightful atmosphere. Treat yourselves to relaxation at eDen Spa & Salon, perfect for unwinding together. Enjoy the local experiences that make your couple's vacation memorable.

Things to do recommended for families

Your family vacation in Anna, Illinois, can include a fun-filled day at Cape Splash Family Aquatic Center, a waterpark located 20 miles from Anna. Enjoy thrilling water slides, a lazy river, and plenty of family-friendly entertainment that guarantees a memorable experience for everyone.

Things to do recommended for groups

Groups visiting Anna, Illinois can enjoy a round of golf at the Stone Creek Golf Club and Resort, hike the scenic Indian Creek Trail, or embark on an adventure at Spillway Road Ponds Trailhead, all offering beautiful outdoor experiences just a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Anna

If you're traveling with a group, your family, pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Anna with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Anna with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, you might want to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Anna: For many families, a trip just wouldn't be the same without their furry companion. If you can relate to that, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Anna: If you’re in search of vacation rentals that offer special rates for stays of a month or longer, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like parking, a well-equipped kitchen, or a private pool in your search to enhance your experience.

Where to stay near Anna

Explore the charming city of Anna, Illinois, where outdoor adventures and scenic beauty await. Perfect for families and history enthusiasts, Anna offers a relaxing atmosphere with nearby neighborhoods that boast seclusion and a welcoming vibe. Discover prime locations for renting houses and enjoy excursions in the surrounding areas. Whether you seek thrilling activities or tranquil retreats, Anna is the ideal destination for an unforgettable vacation experience.

  • Jonesboro: Located a mere mile from Anna, Jonesboro is a charming city that offers an abundance of outdoor adventure and stunning scenery. Travelers flock here for its recreational areas and campgrounds, perfect for a weekend getaway. The nearby Shawnee National Forest beckons with beautiful trails, lush woods, and the chance to experience the region's natural beauty up close. Whether you're hiking, bird-watching, or simply enjoying a picnic, Jonesboro serves as an ideal base for exploring the great outdoors.
  • Cobden: About 5 miles from Anna, Cobden is another gem for outdoor enthusiasts and adventure seekers. This small city is known for its recreational areas and campground, providing ample opportunities for camping, hiking, and exploring nature. With easy access to the nearby national park and scenic forest trails, Cobden is perfect for those looking to immerse themselves in the tranquility of the outdoors. You can also enjoy a day by the lake, soaking in the sun or fishing to your heart's content.
  • Makanda: Located 11 miles from Anna, Makanda is a delightful city that showcases the beauty of Southern Illinois. Known for its golf courses and recreational areas, it's a great spot for both golfing enthusiasts and those looking to relax outdoors. The surrounding national parks and lakes offer breathtaking views and a variety of outdoor activities, from fishing to hiking. Makanda's unique charm lies in its blend of adventure and serenity, making it a must-visit for any traveler seeking to explore the natural wonders of the region.

Best time to go to Anna

If you're planning a trip to Anna, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and July to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January33.8°F (1.0°C)Light RainMostly SunnySlightly LowSlightly Low
February37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April56.7°F (13.7°C)Light RainMostly SunnySlightly HighAverage
May66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
June75.6°F (24.2°C)Light RainMostly SunnyAverageSlightly High
July78.3°F (25.7°C)Light RainMostly SunnySlightly HighSlightly High
August76.5°F (24.7°C)Light RainMostly SunnySlightly HighSlightly High
September70.7°F (21.5°C)Light RainMostly SunnyAverageAverage
October59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
November46.8°F (8.2°C)Light RainMostly SunnySlightly LowAverage
December39.2°F (4.0°C)Light RainMostly SunnySlightly LowSlightly Low

Booking with Vrbo is a breeze

Are you aiming to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient area for you to plan new adventures, keep your travel arrangements on track, or manage your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply go to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting rustic Anna

Take a vacation to Anna and enjoy the area's architecture, history and monuments. This city's university setting, parks and restaurants draw many visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Anna

Are you searching for attractions to visit while you're in town? Venture out of your cozy vacation rental and check out everything that makes Anna a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Blue Sky Vineyards (10.8 mi / 17.4 km)
  • Stone Creek Golf Club and Resort (11.4 mi / 18.4 km)
  • Hunter Valley Winery (13.7 mi / 22 km)
  • Lincoln Heritage Winery (2.2 mi / 3.5 km)
  • Owl Creek Vineyard (6.5 mi / 10.4 km)
  • StarView Vineyards (6.6 mi / 10.6 km)

Exploring the natural features in Anna

Whether you're looking for adventure or just want to appreciate the scenery, Anna is a great place to get outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Little Grand Canyon Trail Trailhead (17.2 mi / 27.7 km)
  • Tunnel Hill State Trail (19.9 mi / 32.1 km)
  • Lake of Egypt (20 mi / 32.2 km)
  • Cedar Lake (11.8 mi / 19 km)
  • Panther Den Trailhead (12 mi / 19.3 km)
  • Lake Boutin (13.2 mi / 21.2 km)

Transportation options to and around Anna

The nearest airport is in Veterans Airport of Southern Illinois (MWA), located 23.6 mi (38 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Cape Girardeau, MO (CGI-Cape Girardeau Municipal), which is 23.8 mi (38.2 km) away.

Frequently asked questions

How much does it cost to rent a vacation home in Anna?
Prices for vacation rentals in Anna 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 Anna 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 Anna vacation house rentals?
You can find great discounts on house rentals in Anna 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 vacation rental accomodation in Anna?
In Anna, vacation houses, cabins, and cottages are the most popular types of rental accommodations, with several options available throughout the area. These properties often provide a cozy atmosphere, featuring multiple bedrooms, fully equipped kitchens, and comfortable living spaces ideal for families or groups. Many of the cabins and cottages are set in serene locations, allowing guests to immerse themselves in the natural beauty of the surrounding landscapes. Additionally, apartments are also available, typically offering convenient amenities for those looking for a more compact stay.
Can I find long-stay vacation rentals in Anna?
A long-stay vacation rental in Anna is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Anna?
In Anna, Illinois, there are several pet-friendly house rentals available, making it a great destination for travelers looking to bring their furry companions along. Many of these rentals offer amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, ensuring a pleasant stay for both pets and their owners.

The area around Anna is known for its beautiful landscapes, providing numerous opportunities for outdoor activities with pets. Nearby parks and trails offer scenic walking paths, ideal for enjoying nature and spending quality time with your pet. Additionally, the charming local community features pet-friendly dining options, allowing you to enjoy meals with your dog in tow.
Are there any remote work vacation rentals in Anna?
In Anna, Illinois, there are several remote work vacation rentals available, with about 10 options to choose from. These accommodations often come equipped with essential amenities for remote work, such as free Wi-Fi in the rooms and dedicated workspaces, including desks and chairs. Travelers can expect comfortable living spaces that allow for both productivity and relaxation.

The town of Anna is known for its welcoming atmosphere and proximity to attractions like the Shawnee National Forest, which offers opportunities for hiking and outdoor activities during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Anna vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Anna with parking available—perfect for families or travelers 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 Anna?
In Anna, popular vacation rental amenities include kitchens, which allow travelers to prepare their own meals, and decks or patios for enjoying the outdoors. Many rentals also feature coffee and tea makers for a quick caffeine fix and onsite parking for convenience. Additionally, dining areas are commonly available, providing a comfortable space for guests to enjoy meals together.
When is the best time to visit Anna for a vacation rental?
April is the most popular month to visit Anna, Illinois, as the region comes alive with vibrant spring blooms and pleasant weather. This is a wonderful time for outdoor enthusiasts to enjoy activities like hiking and biking along the scenic trails, with temperatures typically ranging from the low 40s to the mid-70s Fahrenheit. The mild climate makes it comfortable for exploring the picturesque Shawnee National Forest and discovering local wineries.

From June to August, the peak season draws in a larger crowd, with families and adventure seekers flocking to the area for warm-weather activities and events. During these months, the lively option enhances the experience, with opportunities to participate in local festivals and enjoy outdoor concerts.

For those looking for more budget-friendly options, November is the ideal time to consider a vacation rental in Anna. The fall foliage creates a stunning backdrop for leisurely drives and hikes, and with fewer tourists around, you can enjoy a more tranquil experience while savoring the beauty of the changing season.
How early should I book a Anna vacation rental?
Book your Anna vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Anna, Illinois, United States of America?
In Anna, Illinois, visitors can enjoy a variety of attractions that showcase the area's natural beauty and local culture. One of the highlights is the nearby Shawnee National Forest, which offers hiking trails, scenic vistas, and opportunities for outdoor recreation, including birdwatching and picnicking. The forest is home to the famous Garden of the Gods, known for its stunning rock formations and panoramic views.

The town itself features charming local shops and eateries, providing a taste of the community's hospitality. Additionally, the Anna-Jonesboro Community High School often hosts local events and activities, contributing to the vibrant community atmosphere. For those interested in history, the Anna Historical Museum offers insights into the area's past and showcases artifacts that tell the story of the region.
Can I change or cancel my Anna home rental booking on Vrbo?
To find Anna vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Anna vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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