River North holiday rentals

We found 1,124 holiday rentals — enter your dates for availability

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Flexible dates

August 2025

September 2025

Select from 129 houses, 181 apartments and other holiday rentals to find the perfect place for your stay in River North. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, which might include a garden and pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - River North

Showing deals for:31 Oct - 7 Nov

Exceptional

(6 reviews)

Unbeatable Top Floor: Views, Central, Modern

Chicago, IL

7% off

S$784 per night

includes taxes & fees

Exceptional

(22 reviews)

Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!

Chicago, IL

7% off

S$5,238 per night

includes taxes & fees

Open living room and dining space with lake views and great light

Exceptional

(28 reviews)

Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views

Chicago, Illinois

7% off

S$591 per night

includes taxes & fees

Enter into our large 1800 sq. ft. condo, featuring a game room. Perfect for you!

Exceptional

(27 reviews)

City Center, River North Condo HUGE 3BR, Patio, Parking(2x)

Chicago, IL

11% off

S$1,695 per night

includes taxes & fees

Exceptional

(30 reviews)

Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1

Chicago, IL

7% off

S$1,301 per night

includes taxes & fees

Exceptional

(36 reviews)

Modern Corner 2BR in Streeterville | Roof Deck | Lake Views

Chicago, Illinois

7% off

S$535 per night

includes taxes & fees

Exceptional

(42 reviews)

Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views

Chicago, Illinois

7% off

S$529 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in River North

Merchandise Mart

Find the best place to stay - River North

Kasa Magnificent Mile Chicago

Sleeps 3 · 1 bedroom

Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower

Sleeps 2 · 1 bedroom · 1 bathroom

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in River North?

The most sought-after types of holiday rentals in River North are apartments. Searching for something different? Vrbo has a variety of options to match the needs of our guests, so you'll see holiday homes in lots of sizes and shapes. The perfect home away from home is waiting for you — book yours today.

How much does it cost to rent a holiday rental in River North?

Several things affect how much you'll pay for a holiday rental in River North, like the season, length of stay and type of property. However, all our holiday homes have something in common — excellent value. Simply enter your travel dates to find your ideal escape.

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

Prices for beach houses in River North can vary depending on the type and size of the property and time of year you're travelling. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use the filters to narrow your search results by nearby activities, amenities, ratings and more.

Are there pet-friendly holiday rentals in River North?

Yes. There are. You'll have your pick of 219 holiday rentals that allow pets in River North. Lots of our pet-friendly holiday rentals even have space outdoors for your fur baby to play around in, dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a holiday home on Vrbo that's pawfect.

Can I rent a house with a pool in River North?

Grab your swimsuit and pool noodle, because there are 49 houses with a private pool in River North. Stay at one of these sought-after holiday homes and make every day a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!

What are popular rental amenities in River North?

The most popular rental amenities guests are looking for in River North include a nearby waterfront, a fireplace and a sauna. Whether you're on a trip with pals, family or even pets, Vrbo holiday homes have the best amenities for making new memories with the people you cherish the most.

Are there large group holiday rentals in River North?

River North has nine holiday properties that can cater to 10 or more guests. These stays come with the space you need to share good times with loved ones.

Are there holiday rentals in River North that welcome kids?

River North has 219 family-friendly holiday rentals to pick from. And discovering a stay that welcomes kids is easy with Vrbo's "Properties good for families" filter. Besides having the entire place to yourselves, you'll also get access to amenities and perks like dining rooms, private pools and yards.

What are the top attractions for families in River North?

Keeping the kids amused during your River North holiday is a cinch with these cool family-friendly attractions:

Navy Pier
Chicago Riverwalk
Shedd Aquarium

Are there one-bedroom holiday rentals in River North?

There are 85 one-bedroom properties in River North to choose from. A one-bedroom holiday home is a great choice if it's just you and your sweetheart or if you're travelling solo. Add in more convenience, privacy and space than a hotel, and you'll be sure to have a memorable trip.

Can I find two-bedroom holiday rentals in River North?

Select from 49 two-bedroom holiday homes in River North. Give your little ones the second room or fill it with a couple of your best buddies. There's a comfy spot for whoever's fortunate enough to be coming along for the ride.

Are there holiday rentals with WiFi in River North?

River North has 30 holiday rentals with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with your family to updating your social media, these Vrbo homes make it easy to go online.

How can I find holiday rentals with air conditioning in River North?

River North has 216 holiday rentals where you'll be able to chill out in air-conditioned comfort. To find a stay on Vrbo that has this amenity, enter your travel dates and use the handy filters to select the "air conditioning" box.

How old do you have to be to rent a holiday rental in River North?

It's advisable to check with the River North holiday home you're looking at on Vrbo as the minimum age varies. However, typically it's 16, 18 or 21.

How long can I rent a holiday rental in River North for?

How long you can book a holiday rental in River North is up to the property. Simply enter your selected dates to display a list of options offering extended stays. With tons of features like laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get someplace just right to call your home away from home in River North.