Andersonville holiday lettings

We found 155 holiday rentals — enter your dates for availability

Discover a selection of 12 apartments and other holiday rentals in Andersonville that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include parking and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
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Why visit Andersonville

  • Charming neighbourhood: Andersonville boasts a delightful blend of family-friendly attractions and urban experiences.
  • Scenic parks and beaches: Enjoy picturesque views and outdoor activities at local parks and nearby beaches.
  • Diverse shopping and dining: Discover unique boutiques and eateries that showcase local flavours and crafts.
  • Cultural encounters: Explore modern colleges and universities, enriching your visit with educational experiences.
  • Variety of accommodations: Choose from cosy apartments to stylish condos, ensuring a comfortable stay for every traveller.

Popular types of accommodation around Andersonville

Planning a getaway to Andersonville? The next exciting step is selecting your accommodation. From cosy apartments and charming private holiday homes to stylish condos, Andersonville offers a variety of options to suit every traveller's needs. Explore our selection of holiday rentals and vacation rentals to find the perfect rental house for your stay, ensuring comfort and convenience throughout your visit.

  • Flats: The top choice for holiday rentals in Andersonville, offering a range of stylish and comfortable living spaces for solo travellers, couples, or families.
  • Private Holiday Homes: A favourite for those seeking more space and privacy, ideal for groups or families looking to enjoy a home-like atmosphere.
  • Condos: A popular option providing modern amenities and often situated in vibrant locations, perfect for a city getaway.
  • Cottages: A charming selection for a quaint and cosy retreat, offering a peaceful escape from the hustle and bustle.**

Top attractions near Andersonville

Andersonville is an ideal destination for families and city explorers, offering a delightful blend of outdoor activities and cultural experiences. Visitors can enjoy the nearby beach, explore modern colleges and universities, and relax in urban parks. With its diverse attractions, Andersonville caters to those seeking a vibrant city atmosphere, a beach getaway, and enriching cultural encounters.

  • Northwestern University: A prestigious modern university offering a vibrant campus atmosphere, stunning architecture, and cultural events. Explore its beautiful grounds and soak in the academic spirit just 3.1km from Andersonville.
  • Water Tower Place: An iconic skyscraper with a shopping mall at its base, featuring a range of boutiques and eateries. Enjoy the bustling city vibes and panoramic views from the upper levels, located 3.7km away.
  • Lincoln Park: A spacious urban park perfect for families, with playgrounds, walking trails, and beautiful gardens. Experience outdoor leisure and city energy just 1.9km from Andersonville.

Things to do recommended for couples

For a romantic getaway in Andersonville, consider a night at the Aragon Ballroom, just 559m away, for a lively music experience. Alternatively, enjoy a delightful meal at the Historic Michael Jordan Restaurant, 4.3km off, or catch a concert at Lincoln Hall, 2.5km away.

Things to do recommended for families

Families can revel in the excitement of Wrigley Field, a mere 1.2km from Andersonville, or unwind in the serene surroundings of Norridge Park District, located 5.0km away. For wellness and relaxation, The East Bank Club is a delightful choice, situated 3.7km from the area.

Things to do recommended for groups

Experience a night out at the Riviera Theatre, just 559m from Andersonville, or enjoy a laugh at Second City, 3.1km away. For a shopping spree, visit the 900 North Michigan Shops, located 3.7km away, offering a mix of entertainment and family-friendly vibes.

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

When planning your trip, whether you’re going with a group, family, or pets, or if you’re seeking extended stays, it’s essential to refine your search based on your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Andersonville with a group: Think about how many bedrooms you require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Andersonville with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Andersonville: For many, a family holiday isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Andersonville: If you’re in search of holiday rentals with discounts for stays of a month or more, you’ve come to the right spot. By applying the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Andersonville

Andersonville, a charming neighbourhood in Chicago, offers a delightful mix of family-friendly attractions and urban experiences. Visitors can explore scenic parks, enjoy picturesque water views, and discover local boutiques and eateries. Nearby, you'll find rustic retreats perfect for a relaxing getaway, making it an ideal destination for your next family holiday. Whether you're seeking adventure or a tranquil escape, Andersonville has something to please every traveller.

  • Downtown Chicago: Downtown Chicago is a bustling urban centre located approximately 4.3km from Andersonville. This vibrant neighbourhood is a must-visit for families and outdoor enthusiasts alike, offering a plethora of activities. Stroll along the renowned Magnificent Mile for premier shopping, or catch a live performance at one of the many theatres. The area is home to impressive landmarks such as Millennium Park and the Art Institute of Chicago, while the United Center hosts exhilarating sports events. With its blend of culture, entertainment, and dining options, Downtown Chicago promises an unforgettable city experience.
  • Lakewood-Balmoral: Situated just 186m from Andersonville, Lakewood-Balmoral offers a charming blend of city life and outdoor activities. Ideal for sports enthusiasts, this neighbourhood features a modern college university and a variety of sports facilities. Visitors can enjoy local parks, which provide perfect spots for picnics and leisure activities. The area’s educational institutions add a unique character, making it a great place to explore while benefiting from its proximity to Andersonville. Lakewood-Balmoral is perfect for those looking to enjoy a quieter, yet engaging urban experience.
  • Bowmanville: Located around 249m from Andersonville, Bowmanville is a delightful neighbourhood that caters to families and sports lovers alike. This area boasts access to various educational facilities, shopping areas, and music concerts, ensuring there’s always something to do. With its community spirit and friendly atmosphere, Bowmanville is ideal for enjoying a leisurely stroll or engaging in local events. Close to sports facilities, it’s perfect for those keen on an active lifestyle. Experience the warmth of this neighbourhood while still being close to the excitement of the city.

Best time to go to Andersonville

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can achieve considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board feature provides you with a dedicated space to plan new journeys, pick up where you paused, or manage your existing arrangements. You can easily find the properties you've previously saved and booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Andersonville?
In Andersonville, apartments are the most popular type of holiday rental, with around 10 available in the area. These apartments are typically situated in charming neighbourhoods, close to local shops and eateries, providing a vibrant atmosphere for visitors. Most rooms come with fully equipped kitchens, comfortable living areas, and some even feature outdoor spaces like balconies or patios, superb for relaxing after a day of exploring.
How much does it cost to rent a holiday home in Andersonville?
Prices for holiday rentals in Andersonville 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 Andersonville 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 Andersonville holiday house rentals?
You can find great discounts on house rentals in Andersonville 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 are popular rental amenities in Andersonville?
In Andersonville, popular holiday rental amenities include fully equipped kitchens, which are ideal for guests who prefer to prepare their own meals. Many properties also feature coffee and tea makers, ensuring that guests can enjoy their morning beverages in the comfort of their rental. Additionally, blenders are commonly available for those who enjoy smoothies or cooking. For families travelling with young children, rentals often provide travel cribs, adding convenience for parents. Many properties also offer kitchen islands, which can serve as additional dining space or a gathering spot for socialising.
Are there any family house rentals in Andersonville?
In Andersonville, Illinois, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This vibrant neighbourhood is known for its charming streets, diverse dining options, and proximity to parks and recreational areas. Many of the properties offer spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can play or enjoy a barbecue.
Are there any Andersonville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Andersonville 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.
Are there pet-friendly holiday rentals in Andersonville?
In Andersonville, travellers can indeed find several pet-friendly holiday rentals available for booking. This vibrant neighbourhood is well-known for its charming, tree-lined streets and a strong sense of community. Many of the holiday rentals in this area come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces, making them ideal for families or groups.
Can I find long-stay holiday rentals in Andersonville?
A long-stay holiday rental in Andersonville 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.
When is the best time to visit Andersonville for a holiday rental?
The best time to book a holiday rental in Andersonville is during the peak season from June to August, with July being particularly popular among travellers. This vibrant period attracts visitors eager to experience the neighbourhood's lively atmosphere filled with outdoor festivals, street fairs, and a diverse range of dining options. The warm summer temperatures, typically ranging from the mid-teens to low 30s Celsius, provide an ideal backdrop for leisurely strolls along the picturesque streets and enjoying local parks.

For those seeking a quieter and more budget-friendly experience, visiting Andersonville in November can be a delightful alternative. While the weather cools down, with temperatures averaging around 5 to 10 degrees Celsius, the charm of the neighbourhood remains intact. You can explore the unique local shops and enjoy the rich history of the area without the crowds that summer brings.
Are there any remote work holiday rentals in Andersonville?
In Andersonville, Illinois, there are several remote work holiday rentals available, with around 12 options to choose from. This vibrant neighbourhood is known for its charming atmosphere, featuring a variety of local shops, restaurants, and cultural attractions. Many of the properties cater specifically to remote workers, offering amenities such as dedicated desks, ergonomic chairs, and high-speed Wi-Fi, ensuring a comfortable working environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Andersonville holiday rental?
Book your Andersonville 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 Andersonville?
In Andersonville, visitors can engage in a unique blend of attractions that reflect the neighbourhood's rich cultural heritage. The historic Swedish American Museum offers insights into the area's Swedish roots, showcasing exhibitions and artefacts that celebrate the community's history. Nearby, the vibrant Clark Street is lined with an array of independent boutiques, vintage shops, and a diverse selection of restaurants serving global cuisine.
Can I change or cancel my Andersonville home rental booking on Vrbo?
To find Andersonville 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 Andersonville 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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