Near South Side vacation rentals

Apartments are the most popular style of vacation rental in Near South Side, according to our data. Even if you have something different in mind, Vrbo has properties in a variety of shapes and sizes. Look over our options to find your ideal fit.

Length of stay, season and property type are some of the conditions that can influence the price of a vacation home. Simply enter your dates of travel to find your dream escape. From cozy country cottages to expansive luxury villas, all Vrbo vacation rentals offer incredible value.

The average price for a vacation rental close to the beach in Near South Side depends on when you’re visiting the area and the style and size of property you want. Find prices quickly and easily on Vrbo by entering your preferred travel dates. Then use the filters to select the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a hot tub.

Yes. There are. You’ll have your pick of 90 vacation rentals that cater to pets in Near South Side. Several of our pet-friendly vacation rentals even have a garden for your four-legged fur baby to run around in, complimentary treats, doggie beds and proximity to parks or green space. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Vrbo.

Add an extra element of fun to your getaway by booking your crew into one of the 31 houses with a private pool in Near South Side. Use our handy search filter to find the kind of property you want on Vrbo, and then spend carefree days splashing about in a swimming pool that’s all your own.

The most popular rental amenities guests are looking for in Near South Side include nearby museums, a lake view and a nearby river. Whether you’re vacationing with family, buddies or even pets, Vrbo vacation properties provide the best amenities for chilling out with the people you cherish the most.

With 36 Near South Side vacation homes that can host five or more people, you can bring a few extra family members or pals along. Whether you’re planning an informal gathering or a birthday party, Vrbo will help you find a comfy space to match the occasion.

With 90 family-friendly vacation rentals to choose from in Near South Side, now is a great time to introduce your children to the joys of travel. Just check our “Properties good for families” filter box to browse stays packed with amenities ideal for families on the move, such as multiple bedrooms, swimming pools, hot tubs and entertainment areas.

Keep your kids entertained at these popular family-friendly attractions in Near South Side:

• Navy Pier
• Chicago Riverwalk
• Shedd Aquarium

Yes, you can take your pick from 30 one-bedroom rentals in Near South Side. Whether you’re on the lookout for a cozy chalet or a cabin, Vrbo’s one-bedroom properties are just right if you don’t need lots of space. One of the major perks of having your own digs? You’ll never need to share your trip with strangers.

You can select from 34 two-bedroom vacation homes in Near South Side. Put the kids in the second room or maybe fill it with a couple of your nearest and dearest friends. There’s a comfy spot for whoever’s fortunate enough to be coming along.

Near South Side has 31 vacation rentals with WiFi, so you’ll be able to stay connected during your vacation. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to scrolling social media, these Vrbo homes will keep you online.

You’ll find 85 vacation rentals with air conditioning in Near South Side giving you that cooling breeze and extra comfort level. Just enter your preferred travel dates and then make use of our filters to help you book stays with air conditioning.

We recommend you check with the Near South Side vacation property you want on Vrbo as the minimum age differs. However, it’s generally 16, 18 or 21.

The length of time you can rent a vacation rental in Near South Side depends on the property. Just enter your desired travel dates to view a list of options offering extended stays. With many amenities like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you’re sure to find the perfect place to call your home away from home in Near South Side.