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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (1,336 reviews)
"Great venue"
United States
Arthur Noel
$177 nightly
The price is $208
Sep 27 - Sep 28
Total with taxes and fees
Sentral Michigan Avenue
A modern kitchen with a large island, bar stools, and a city view.

2. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (527 reviews)
"Location and facility was very nice"
United States
Brian
$364 nightly
The price is $428
Sep 27 - Sep 28
Total with taxes and fees
Level Chicago – Old Town
A modern living room with a grey sofa, a coffee table, a desk with a chair, a round mirror, and two framed leaf artworks on the wall.

3. Modern 1BR in Prime West Loop Location

Modern 1BR in Prime West Loop Location
Downtown Chicago
$312 nightly
The price is $347
Sep 29 - Sep 30
Total with taxes and fees
Modern 1BR in Prime West Loop Location
A rooftop terrace with a brick wall, large windows, and a metal railing.

4. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (59 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
$213 nightly
The price is $256
Sep 23 - Sep 24
Total with taxes and fees
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A modern bedroom with a bed, a sofa, and a hanging plant.

5. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (97 reviews)
"The room was clean, comfortable, and well decorated. The location is walkable and safe. The hosts are very kind and accommodating. We would stay there again."
United States
Katie K.
$131 nightly
The price is $162
Oct 5 - Oct 6
Total with taxes and fees
Cozy studio in Andersonville Chicago
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

6. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (65 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
$226 nightly
The price is $232
Sep 28 - Sep 29
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
A modern living room with a brick wall, large windows, a flat-screen TV, a sofa, a coffee table, and a side table.

7. River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was amazing, very responsive. VRBO was spotless! Great location! Would definitely stay here again."
United States
Amy L.
$388 nightly
The price is $432
Oct 13 - Oct 14
Total with taxes and fees
River North Rooftop With In and Out Parking 6
A modern living room with a dining area, a large window, a flat-screen TV, and a piece of abstract art on the wall.

8. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
$289 nightly
The price is $341
Sep 27 - Sep 28
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 2BR

9. Cozy Urban View Retreat Near Downtown - Sleeps 7

Cozy Urban View Retreat Near Downtown - Sleeps 7
Lawndale
$199 nightly
The price is $222
Sep 30 - Oct 1
Total with taxes and fees
Cozy Urban View Retreat Near Downtown - Sleeps 7
A rooftop terrace with a brick wall, large windows, and a metal railing.

10. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (27 reviews)
"Was a great and clean place to stay.. "
United States
Ashly B.
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A spacious lobby with a sectional sofa, a dining area, and large windows.

11. South Loop Rooftop With In and Out Parking 3

South Loop Rooftop With In and Out Parking 3
Downtown Chicago
8.8 out of 10, Excellent, (5 reviews)
"Clean place. Family friendly. Location was great. A lot of restaurants close by. Great communication from the host."
United States
jaspreet
$414 nightly
The price is $464
Oct 14 - Oct 15
Total with taxes and fees
South Loop Rooftop With In and Out Parking 3
A modern living room with a blue sofa, a patterned rug, and a television.

12. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (1 review)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
$186 nightly
The price is $209
Sep 30 - Oct 1
Total with taxes and fees
Great Area Logan Square Apt Games Pets - Sleeps 5

13. Cozy Studio Suite, Steps from River North & Shops

Cozy Studio Suite, Steps from River North & Shops
Near North Side
9.4 out of 10, Exceptional, (3 reviews)
"Clean apartment in cozy neighborhood"
United States
Susannah R.
$299 nightly
The price is $369
Sep 27 - Sep 28
Total with taxes and fees
Cozy Studio Suite, Steps from River North & Shops
A modern living room with a sofa, a coffee table, and a flat-screen TV mounted on the wall.

14. Private Workspace • Sleeps4 • Modern Stylish Stay

Private Workspace • Sleeps4 • Modern Stylish Stay
Irving Park
10.0 out of 10, Exceptional, (6 reviews)
"The apartment was just as described, modern, comfortable, very clean and perfect for two people for our five night stay. Very comfortable bed and we especially appreciated the easy entry lock. Great location. Good communication with property manager but we had zero complaints. We would stay again!"
United States
Margaret N.
$243 nightly
The price is $287
Oct 13 - Oct 14
Total with taxes and fees
Private Workspace • Sleeps4 • Modern Stylish Stay
A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

15. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
$208 nightly
The price is $246
Sep 27 - Sep 28
Total with taxes and fees
LIVN West Loop Chicago Classic Queen Studio
A round table with a wooden board holding cheese, crackers, and grapes, a bottle of wine, and two glasses.

16. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
9.6 out of 10, Exceptional, (7 reviews)
"Great location and easy on street parking. "
United States
Lori A.
$256 nightly
The price is $303
Oct 14 - Oct 15
Total with taxes and fees
Sleeps 7 • Huge Projector • Designated Workspace
A courtyard with a garden, stone building, and wooden house.

17. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
North Center
9.6 out of 10, Exceptional, (103 reviews)
"We really enjoyed the space, and it was perfect for us."
United States
Nate T.
$260 nightly
The price is $321
Sep 27 - Sep 28
Total with taxes and fees
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

18. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.2 out of 10, Wonderful, (21 reviews)
"Great little place not far from downtown. Clean apartment and a comfortable bed. Daughter slept on the couch and said it wasn't too bad. Everything worked as expected with no issues. Can hear people walking up the steps from time to time but overall pretty quiet. Took some time to find a parking spot but not the host's fault. Overall a great experience and would stay again."
United States
Garrett C.
$158 nightly
The price is $169
Sep 23 - Sep 24
Total with taxes and fees
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
A modern building with a large dome and circular design, surrounded by a landscaped area with trees and a water body.

19. Expertly designed 2BR Art Deco sanctuary.

Expertly designed 2BR Art Deco sanctuary.
Lakeview
9.2 out of 10, Wonderful, (16 reviews)
"Awesome place and steps from Wrigley!"
United States
Mark A.
$379 nightly
The price is $457
Sep 30 - Oct 1
Total with taxes and fees
Expertly designed 2BR Art Deco sanctuary.
A modern living room with a flat-screen TV, a wooden console, a round glass coffee table, and a beige sofa with blue cushions.

20. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.2 out of 10, Very good, (22 reviews)
"absolutely would stay here again. Great property and great communcation"
United States
Daniel J.
$230 nightly
The price is $254
Sep 23 - Sep 24
Total with taxes and fees
3BR Complete and Spacious Apartment in Ideal Spot
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

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Staff were very polite. Room very spacious. Would definitely stay there again. Thank you for the distilled water."
Yvan 2-night trip
Posted less than an hour ago
The Allegro Royal Sonesta Hotel Chicago Loop

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 $84 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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