A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Rush Street Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rush Street vacation rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,306 reviews)
"A great place"
United States
Lahiru
$177 nightly
The price is $208
Sep 8 - Sep 9
Total with taxes and fees
Sentral Michigan Avenue

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (26 reviews)
"Great location and super clean!"
United States
Erica
$213 nightly
The price is $254
Sep 9 - Sep 10
Total with taxes and fees
Kasa Lake Shore Chicago
A modern kitchen with a large island, bar stools, and a city view.

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (522 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
$345 nightly
The price is $405
Sep 8 - Sep 9
Total with taxes and fees
Level Chicago – Old Town
A modern kitchen with a large island, a built-in refrigerator, and a view of the city through large windows.

4. River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
River North Private Balcony With In and Out Parking
A hotel room with a large grey sofa, a small table with a copper pot, a red lamp, and a bed with white linens.

5. LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
$312 nightly
The price is $368
Sep 10 - Sep 11
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 1 BR
A narrow hallway with a concrete wall, a wooden floor, a small table, and a large mirror on the right.

6. South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
$445 nightly
The price is $502
Sep 21 - Sep 22
Total with taxes and fees
South Loop Rooftop With In and Out Parking 2
A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

7. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
$245 nightly
The price is $289
Sep 10 - Sep 11
Total with taxes and fees
LIVN West Loop Chicago Classic Queen Studio
A modern building with a glass facade, surrounded by a parking area and greenery.

8. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (31 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
$393 nightly
The price is $485
Sep 29 - Sep 30
Total with taxes and fees
Spacious 4BR Central Apartment w/ Skyline Views
A modern kitchen with a central island, bar stools, and a dining table.

9. River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.8 out of 10, Exceptional, (14 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
$575 nightly
The price is $657
Sep 29 - Sep 30
Total with taxes and fees
River North Private Deck With In and Out Parking
A modern kitchen with a marble island, wooden cabinets, and a dining area with a table and chairs.

10. River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.0 out of 10, Wonderful, (9 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
$406 nightly
The price is $454
Sep 8 - Sep 9
Total with taxes and fees
River North Rooftop With In and Out Parking 3
A room with a large window, a round table with chairs, a television, and a lamp.

11. LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
$247 nightly
The price is $292
Sep 8 - Sep 9
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Superior 1BR
A room with a round table, two chairs, a vase with flowers, a plate with food, and a window with blinds.

12. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.2 out of 10, Wonderful, (10 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
$193 nightly
The price is $228
Sep 8 - Sep 9
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Studio

13. Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
9.8 out of 10, Exceptional, (6 reviews)
$603 nightly
The price is $744
Sep 21 - Sep 22
Total with taxes and fees
Modern 3BR Apartment Near North Ave Shops
A modern living room with a dining area, a large window, a flat-screen TV, and a piece of abstract art on the wall.

14. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
9.8 out of 10, Exceptional, (9 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
$230 nightly
The price is $272
Sep 9 - Sep 10
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 2BR
A room with a round table, two chairs, a vase with flowers, a plate with food, and a window with blinds.

15. LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
$245 nightly
The price is $289
Sep 9 - Sep 10
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Prem Studio
A hotel room with a large bed, a window with a view of buildings, a nightstand with a lamp, and two framed pictures on the wall.

16. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (21 reviews)
"Incredible location, very clean and easy! Would book again!"
United States
Andrea K.
$208 nightly
The price is $246
Sep 8 - Sep 9
Total with taxes and fees
LIVN West Loop Chicago Queen Superior Studio
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a gray sofa and patterned cushions.

17. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
$385 nightly
The price is $430
Sep 8 - Sep 9
Total with taxes and fees
Plymouth Collection: 3BD 2BA High Floor with Gym
A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

18. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
$324 nightly
The price is $383
Sep 10 - Sep 11
Total with taxes and fees
LIVN West Loop Chicago King Studio
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

19. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (63 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
$204 nightly
The price is $210
Sep 8 - Sep 9
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
A modern living room with a blue sofa, a leather armchair, and a geometric coffee table.

20. LIVN Millennium Park Downtown Chicago Superior 2 BR

LIVN Millennium Park Downtown Chicago Superior 2 BR
Downtown Chicago
8.6 out of 10, Excellent, (10 reviews)
"We loved the location."
United States
Nicoll M.
$226 nightly
The price is $267
Sep 9 - Sep 10
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Superior 2 BR
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.
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Top Rush Street Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The hotel was nicely maintained. My only issue was that the beds are hard as a rock. The pillows are great. The bathroom door kept sticking, because they put too many coats of paint on it. It was updated nicely."
Tammy 4-night trip
Posted less than an hour ago
Congress Plaza Hotel

Find out more about Rush Street

Everything you need to know about Rush Street vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rush Street vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rush Street vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rush Street vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rush Street. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rush Street in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $156 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rush Street rentals

At Expedia, we put the best Rush Street vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rush Street rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rush Street vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rush Street. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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