Riverside Vacation Rentals, Chicago: homes, house rentals & more

Scroll through and select from vacation rentals in Riverside to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

Find the best place to stay - Riverside

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

Sleeps 4 · 1 bedroom · 1 bathroom

Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!

Sleeps 20 · 5 bedrooms · 2+ bathrooms

Top rated rentals - Riverside

60+ Woman safe and sound

Peace of mind
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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Explore the riverside setting in Riverside

Enjoy the history and other features of Riverside. This city's riverfront, zoo and wildlife draw many visitors. McCormick Place and Grant Park are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Riverside

Do you want to find attractions to visit while you're in town? Venture out of your vacation home and experience everything that makes Riverside a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Oak Brook Golf Course (5.5 mi / 8.8 km)
Dave & Buster's (10.8 mi / 17.5 km)
Lincoln Park Zoo (11.4 mi / 18.4 km)
Cog Hill Golf & Country Club (13.1 mi / 21 km)
TopGolf Chicago (13.7 mi / 22 km)
Orland Park Sportsplex (16.6 mi / 26.8 km)

Exploring the natural landscape of Riverside

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Riverside is a great spot to appreciate mother nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

Grant Park (10.7 mi / 17.3 km)
Millennium Park (10.8 mi / 17.4 km)
Garfield Park (6.3 mi / 10.2 km)
Garfield Park Conservatory (6.5 mi / 10.4 km)
Anna and Frederick Douglass Park (6.6 mi / 10.7 km)
Humboldt Park (7.9 mi / 12.7 km)

Transportation options to and around Riverside

Fly into Chicago Midway Airport (MDW), the closest airport, located 5.3 mi (8.5 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Chicago O'Hare Intl. Airport (ORD), which is 10.7 mi (17.2 km) away.

If you're traveling by train, you can make your way to Riverside Station.

Frequently asked questions

How much does it cost to rent a vacation rental in Riverside?

Several factors can influence how much you'll pay for a vacation rental in Riverside, like the season, length of stay and type of property. However, all our vacation homes have something in common — exceptional value. Just enter your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Riverside?

The average price for a vacation home near the beach in Riverside depends on when you're going and the size and style of property you're looking for. You can quickly and easily find prices on Vrbo by entering your destination and preferred travel dates. Then use our filter tool to choose the number of bedrooms and amenities that you prefer, like WiFi, a pool and air conditioning.

What are the top attractions for families in Riverside?

There are tons of fabulous things to see and do with the family in Riverside, including:

Brookfield Zoo
Galloping Ghost
Humboldt Park Beach

How old do you have to be to rent a vacation rental in Riverside?

You should check with the Riverside vacation home you want on Vrbo as the minimum age varies. However, it's normally 16, 18 or 21.

How long can I rent a vacation rental in Riverside for?

The amount of time you can rent a Riverside vacation rental for varies depending on the property. Just enter your preferred travel dates to find available options that offer extended stays. They include everything you need to make your extended getaway more enjoyable and convenient, such as kitchens and laundries. Some Vrbo vacation rentals may also offer discounted weekly or monthly prices, so you can stay even longer for less.