Near South Side holiday lettings

Why visit Near South Side

• Cultural experiences: Immerse yourself in the vibrant local culture with museums, galleries, and historic sites that reflect Chicago's rich heritage.
• Urban parks: Enjoy leisurely strolls in lush parks, perfect for families and those seeking a respite from city life.
• Iconic architecture: Marvel at the stunning skyscrapers and historic buildings that define the Chicago skyline.
• Family-friendly activities: Engage in a variety of activities suitable for all ages, ensuring a memorable holiday for everyone.
• Convenient accommodation: Choose from a range of comfortable lodgings, including apartments and holiday homes, tailored to your needs.

Popular types of accommodation around Near South Side

Planning a getaway to Near South Side? The excitement begins with selecting the perfect place to stay. Explore an array of popular accommodations, including apartments, private holiday homes, and condos. Whether you're searching for house rentals or homes for rent in Chicago, you're sure to find the ideal option that suits your needs and budget. Dive into your adventure with confidence and comfort!

• Flats: The top choice for visitors in Near South Side, offering a home-like atmosphere with modern amenities.
• Private Holiday Homes: A popular selection for families and groups seeking more space and privacy during their stay.
• Condos: These stylish and comfortable units provide a convenient option for those wanting a blend of hotel-like services and home comforts.
• Cottages: A delightful choice, perfect for those seeking a quaint and charming retreat.
• Villas: Ideal for a luxurious getaway, offering ample space and upscale features for a memorable experience.**

Top attractions in and around Near South Side

Near South Side in Chicago is an excellent destination for family, business, and entertainment-themed holidays. Visitors can explore a variety of attractions, including urban parks, iconic skyscrapers, and historic buildings. This vibrant area caters to travellers seeking cultural experiences, family-friendly activities, and the dynamic essence of city life. Whether you're enjoying a leisurely stroll or delving into the local history, Near South Side has something for everyone.

• McCormick Place: A premier convention centre, McCormick Place is known for its impressive scale and modern facilities, perfect for business events and conferences. Its dynamic atmosphere makes it a hub of activity, attracting professionals and visitors alike.
• Grant Park: This expansive urban park is ideal for families and outdoor enthusiasts, featuring beautiful gardens, walking paths, and recreational areas. It serves as a serene escape in the city, often hosting events and festivals.
• Chicago Riverwalk: A picturesque waterfront promenade, the Chicago Riverwalk offers stunning views and a variety of dining and entertainment options, making it a delightful spot for families and leisurely strolls along the river.

Things to do recommended for couples

For a romantic getaway in Near South Side, explore the vibrant House of Blues for an energetic concert or indulge in a meal at the Historic Michael Jordan Restaurant, perfect for couples. If you fancy a bit more distance, the Aragon Ballroom offers captivating music experiences just 5.0km away.

Things to do recommended for families

Your family will have a splendid time exploring Soldier Field, soaking in the sports atmosphere, and enjoying the natural beauty at Northerly Island Natural Area for some relaxation. Don't miss a visit to The East Bank Club, a wonderful place for wellness and leisure, just 1.9km away.

Things to do recommended for groups

Experience the vibrant culture of Chicago at the Chicago Theatre, just 1.2km away, or enjoy a night of laughter at Second City, located 2.5km from Near South Side. For shopping enthusiasts, Chicago Place Mall, 1.9km away, offers a delightful retail experience for the whole group.

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming holiday? Being flexible with your travel dates can make a significant difference, as prices often vary. Additionally, opting for a longer stay typically leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Where to stay near Near South Side

Exploring Near South Side, Chicago offers a delightful mix of urban charm and family-friendly attractions. Visitors can immerse themselves in the vibrant local culture, enjoy stunning scenery, and experience the warmth of friendly locals. Don't miss the nearby South Chicago neighbourhood, where business and entertainment blend seamlessly, providing endless opportunities for adventure and relaxation. Whether you're here for leisure or work, Near South Side is a perfect base for discovering the rich tapestry of Chicago's South Side.

• Chicago: Chicago is a bustling metropolis located approximately 1.2km from the Near South Side. Renowned for its vibrant culture, the city offers a plethora of attractions for families and outdoor enthusiasts alike. Visitors can indulge in extensive shopping experiences, catch an exhilarating game at the local sports facilities, or explore various educational venues. Iconic landmarks like stadiums and tourist precincts are easily accessible, making Chicago a fantastic destination for those seeking an urban adventure.
• Downtown Chicago: Downtown Chicago, situated just 1.2km from the Near South Side, is the city's dynamic core. This neighbourhood is perfect for families and city explorers, offering a wide array of activities, including shopping, theatre performances, and visits to arena entertainment facilities. The area boasts impressive landmarks, such as sports stadiums and tourist precincts, ensuring that visitors have an unforgettable experience filled with excitement and culture.
• The Loop: The Loop, also located around 1.2km from the Near South Side, serves as a central hub for those looking to immerse themselves in the city's urban landscape. Families and outdoor lovers will appreciate the diverse offerings, from vibrant shopping areas to engaging theatre shows. The Loop is home to notable attractions such as urban parks and stadiums, providing ample opportunities for relaxation and entertainment in the heart of Chicago.

Best time to go to Near South Side

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	High	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	High	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	High	Slightly High
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Average
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Average
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Low	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Low	Average

What do I need to keep in mind when booking a vacation around Near South Side

Regardless of whether you're travelling with a group, as a family, bringing your pets, or seeking extended stays, it's important to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

• Traveling to Near South Side with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
• Traveling to Near South Side with young kids: Traveling with young children can present its challenges. It's important to prioritise their comfort and safety, as well as access to suitable facilities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Near South Side: For many families, a holiday isn't truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
• Planning for a long term stay visiting Near South Side: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filter, 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.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new getaways, pick up from where you last stopped, or review and organise your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.