Anna holiday lettings

We found 80 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Anna that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Why people love visiting rustic Anna

Take a holiday 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 holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Anna

Do you want to discover attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Anna a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 take in the scenery, Anna is a great place to get out in nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Cape Girardeau, MO (CGI-Cape Girardeau Municipal), which is 23.8 mi (38.2 km) away.

Frequently asked questions

What is the best area to stay in Anna when booking a holiday rental?
When considering the best area to stay in Anna, Illinois for a holiday rental, the downtown district is a fantastic choice. This charming area offers a delightful mix of local shops, eateries, and a sense of community that makes it particularly inviting for visitors. Staying here allows easy access to attractions such as the historic Anna City Hall and the beautiful Anna Park, where you can enjoy leisurely walks and picnics.

Another appealing option is the neighbourhood surrounding the nearby Shawnee National Forest. This stunning natural area is superb for those who appreciate outdoor activities, offering hiking, birdwatching, and breathtaking scenery. The forest is home to the renowned Garden of the Gods, a must-see for its spectacular rock formations and panoramic views.

In terms of holiday rentals, both areas have a variety of options to suit different preferences, from quaint cottages to family-sized homes.
How much does it cost to rent a holiday home in Anna?
Prices for holiday 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 holiday 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 holiday rental accomodation in Anna?
In Anna, holiday houses are the most popular type of holiday rental, with about 18 available throughout the area. These properties provide ample space, often featuring multiple bedrooms, fully equipped kitchens, and outdoor areas for enjoying the scenic surroundings. Additionally, there are around 15 cabins that offer a more rustic experience, typically located in nature, complete with amenities like fireplaces and decks for relaxation. Several apartments and cottages can also be found, suiting those seeking a cozier stay.
Are there any family house rentals in Anna?
In Anna, Illinois, there are several family-friendly house rentals available, with around 11 options to choose from. This charming town has an inviting space, ideal for families looking to explore the region. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to play. Amenities like Wi-Fi and air conditioning are typically included to ensure a comfortable stay.

Visitors can enjoy the nearby attractions, such as the scenic trails at the Shawnee National Forest, which provide opportunities for hiking and outdoor adventures. Additionally, local parks and recreational facilities offer further options for family fun.
Can I find long-stay holiday rentals in Anna?
A long-stay holiday rental in Anna 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 pet-friendly house rentals in Anna?
In Anna, Illinois, there are several pet-friendly house rentals available, making it an excellent choice for travellers wishing to bring their furry companions along. Many of these holiday homes offer amenities such as spacious backyards, where pets can play freely, and comfortable living areas that provide a welcoming environment for both guests and their pets. Some properties may also feature fully equipped kitchens, allowing for convenient meal preparation during your stay.

The area around Anna is known for its natural beauty, with nearby parks and outdoor spaces superb for walks and exploration with pets. The Shawnee National Forest, located just a short drive away, offers numerous trails and scenic spots where you can enjoy the great outdoors with your four-legged friends.
Are there any remote work holiday rentals in Anna?
In Anna, Illinois, there is a solid selection of remote work-friendly holiday rentals, with around 30 options available. This quaint town offers a peaceful environment, ideal for those looking to blend work with leisure. Many properties come equipped with essential amenities for remote work, such as desks, free Wi-Fi in both public areas and individual rooms, and designated laptop workspace, ensuring that guests can stay productive during their stay.

Visitors can enjoy the charm of Anna, which is situated near the beautiful Shawnee National Forest, offering opportunities for outdoor activities like hiking and exploring nature. The local area features quaint shops and restaurants, allowing for convenient breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Anna holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Anna 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 Anna?
In Anna, popular rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios for enjoying the outdoors. Many rentals also feature coffee and tea makers for a comforting start to the day, as well as onsite parking for convenience. Dining areas are commonly available, providing comfortable spaces for guests to enjoy meals together.
When is the best time to visit Anna for a holiday rental?
April is the best time to visit Anna for a holiday rental, as this month marks the beginning of a vibrant spring season. The weather is pleasantly mild, with temperatures typically ranging from 10 to 20 degrees Celsius, making it ideal for outdoor activities and exploring the scenic beauty of the area. Visitors can enjoy leisurely hikes, cycling, and various local festivals that celebrate the arrival of spring.

The peak tourist season in Anna runs from June to August, attracting families and travellers eager to make the most of summer adventures. This bustling period sees an influx of visitors who partake in activities like boating on the nearby lakes and enjoying the region's lush landscapes. However, if you prefer a more tranquil atmosphere while still enjoying pleasant weather, April provides a wonderful balance.

For those looking to save a bit on accommodation, November presents an excellent opportunity. Although it's a quieter month, visitors can appreciate the unique charm of Anna during the late autumn transition, complete with beautiful fall colours and fewer crowds.
How early should I book a Anna holiday rental?
Book your Anna 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 Anna?
In Anna, Illinois, visitors can explore several local attractions that highlight the area's charm. The historic downtown area features quaint shops and restaurants, great for a leisurely stroll. Nature enthusiasts will appreciate the nearby Shawnee National Forest, which offers numerous hiking trails, scenic views, and opportunities for bird watching. The forest is also home to the stunning Garden of the Gods, where visitors can witness breathtaking rock formations and panoramic vistas.
Can I change or cancel my Anna home rental booking on Vrbo?
To find Anna 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 Anna 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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