Photo by Jamie Nelson

Riverside Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Riverside

Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very clean in a safe neighborhood. I would stay here again"
The price is AU$309
includes taxes & fees
28 July - 29 July
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

Nice cozy home to experience on your vacation

The price is AU$2,185
includes taxes & fees
2 Aug - 3 Aug
Nice cozy home to experience on your vacation

Stylish 4BR South Loop Home State 23-202

10.0 out of 10, Exceptional, (1)
"Very happy with stay. Good communication from property host. "
The price is AU$391
includes taxes & fees
4 Aug - 5 Aug
Stylish 4BR South Loop Home State 23-202

2 Connecting Suites at a 4⭐️ Hotel

The price is AU$1,145
includes taxes & fees
18 Aug - 19 Aug
2 Connecting Suites at a 4⭐️ Hotel

2 Connecting Suites at a 5⭐️ Hotel

The price is AU$5,591
includes taxes & fees
10 Aug - 11 Aug
2 Connecting Suites at a 5⭐️ Hotel

“The Marlowe” A Couples Getaway

The price is AU$511
includes taxes & fees
28 July - 29 July
“The Marlowe” A Couples Getaway

Luxury Unit with Rooftop Lounge & Spectacular City Views

The price is AU$362
includes taxes & fees
27 July - 28 July
Luxury Unit with Rooftop Lounge & Spectacular City Views

Cozy Room with Rooftop Lounge & City Views in River North

The price is AU$411
includes taxes & fees
27 July - 28 July
Cozy Room with Rooftop Lounge & City Views in River North

Spacious Room with Rooftop Lounge & Scenic Views of Chicago

The price is AU$429
includes taxes & fees
27 July - 28 July
Spacious Room with Rooftop Lounge & Scenic Views of Chicago

Modern Suite with Rooftop Lounge & Views of Downtown Chicago

The price is AU$487
includes taxes & fees
27 July - 28 July
Modern Suite with Rooftop Lounge & Views of Downtown Chicago

2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago

The price is AU$737
includes taxes & fees
27 July - 28 July
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago

2 Relaxing Rooms with Rooftop Lounge & City Views of Chicago

The price is AU$844
includes taxes & fees
27 July - 28 July
2 Relaxing Rooms with Rooftop Lounge & City Views of Chicago

2 Suites with Rooftop Lounge & Beautiful Views of Chicago Skyline

The price is AU$880
includes taxes & fees
27 July - 28 July
2 Suites with Rooftop Lounge & Beautiful Views of Chicago Skyline

2 Luxury Queen with Rooftop Lounge & City Views Near Attractions

The price is AU$987
includes taxes & fees
27 July - 28 July
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions

Walk to the Beach! Theater-Coffee Bar-Games-Gym

2.0 star property
9.6 out of 10, Exceptional, (8)
"Everything was as it was described. Very nice "
Walk to the Beach! Theater-Coffee Bar-Games-Gym

Cozy 3-Bedroom Escape w/ Bonus Extra Living Area – Chicago Suburbs

10.0 out of 10, Exceptional, (2)
"Lakeia was very accommodating throughout our stay."
The price is AU$406
includes taxes & fees
29 July - 30 July
Cozy 3-Bedroom Escape w/ Bonus Extra Living Area – Chicago Suburbs

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (1)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is AU$369
includes taxes & fees
27 July - 28 July
Stylish 1BR in West Loop

Sun-Drenched 1BR Apartment

The price is AU$372
includes taxes & fees
27 July - 28 July
Sun-Drenched 1BR Apartment

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is AU$322
includes taxes & fees
24 July - 25 July
The One: A 1BR Stay That Feels Like Home

Bright & Modern Lakeview Studio

8.0 out of 10, Very good, (1)
"This is a great location to hit the Lakeview neighborhood with Wrigley Field just a couple blocks over. When trying to get the check-in instructions, there were a lot of hoops to jump through to get the payment to the management company for this property. I had to contact the host (management company) multiple times to get the links to the forms to upload a driver's license and selfie holding said driver's license. Another URL to get to the payment Venmo account. And another URL for the...
The price is AU$319
includes taxes & fees
24 July - 25 July
Bright & Modern Lakeview Studio
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Riverside Hotel Reviews

Frequently asked questions

Are there holiday rentals in Riverside?

Yes, there are holiday rentals close to the most popular sights in Riverside, or you can select a more secluded option if you're looking for a relaxing stay. Riverside is known for its riverfront and zoo. Make sure you have time to check out the shopping while you're in the area.

What are some of the best holiday rentals that Riverside has to offer?

4BR Retreat w/ Theater, Game Room & Backyard: This holiday home rental outside of Riverside offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Riverside?

While exploring the area, visit family-friendly sights like Galloping Ghost, or get outside and enjoy nature at Millennium Park. You’ll find favourite places to visit such as Michigan Avenue and Wrigley Field in the wider area.

What’s a holiday rental in Riverside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Riverside. Holiday rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.