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

Rush Street Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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, (1,405 reviews)
"10/10 2nd time staying here!"
United States
Rosa
$127 nightly
The price is $149
Dec 7 - Dec 8
Total with taxes and fees
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (84 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
$190 nightly
The price is $226
Nov 23 - Nov 24
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, (558 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
$234 nightly
The price is $274
Nov 23 - Nov 24
Total with taxes and fees
Level Chicago – Old Town
A wooden dining table with two chairs, a potted plant, and a painting on the wall.

4. Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great little spot in a fun area of downtown Chicago. Lots of bars & restaurants within walking distance."
United States
Ryan
$194 nightly
The price is $209
Nov 16 - Nov 17
Total with taxes and fees
Chic Studio in the Heart of the Gold Coast
A hotel room with a large bed, a desk, a chair, a lamp, and artwork on the wall.

5. Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6

Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
West Town
9.0 out of 10, Wonderful, (16 reviews)
"Great location! Comfortable and quiet. "
United States
Jonalyn B.
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

6. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.4 out of 10, Exceptional, (49 reviews)
"Clean room"
United States
Michael
$164 nightly
The price is $192
Nov 16 - Nov 17
Total with taxes and fees
Wrigleyville Suites
A rooftop terrace with a brick wall, large windows, and a metal railing.

7. 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, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
$207 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A hotel room with a large grey sofa, a small table with a copper pot, a red lamp, and a bed with white linens.

8. 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.
$159 nightly
The price is $187
Nov 8 - Nov 9
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 1 BR
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with a bar stool.

9. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (24 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
$189 nightly
The price is $205
Nov 8 - Nov 9
Total with taxes and fees
3BR Complete and Spacious Apartment in Ideal Spot
A modern living room with a blue sofa, a patterned rug, and a television.

10. 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, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
$166 nightly
The price is $184
Nov 9 - Nov 10
Total with taxes and fees
Great Area Logan Square Apt Games Pets - Sleeps 5
A desk with a computer monitor, keyboard, mouse, a lamp, a mug, a plant, and a clock.

11. Private Workspace • Sleeps 4 • Modern and Stylish

Private Workspace • Sleeps 4 • Modern and Stylish
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay here. The communication was great. Check-in was flawless. We were able to find free parking close by. The listing is accurate, and the location was perfect for our visit to Chicago. We would definitely stay again. Well-equipped kitchen, in-unit laundry, plug strips and extra bedding all were appreciated."
United States
Karin S.
$276 nightly
The price is $326
Nov 21 - Nov 22
Total with taxes and fees
Private Workspace • Sleeps 4 • Modern and Stylish
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

12. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (77 reviews)
"We had a very nice stay, the place was comfortable and clean, beautifully decorated. We only wish we would’ve had more time! And bonus it came with a parking spot. We hope to come back again!"
United States
Rachael
$407 nightly
The price is $416
Nov 11 - Nov 12
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.

13. 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.
$375 nightly
The price is $412
Nov 18 - Nov 19
Total with taxes and fees
River North Rooftop With In and Out Parking 6
A modern bedroom with a bed, a sofa, and a hanging plant.

14. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (110 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
$138 nightly
The price is $170
Nov 12 - Nov 13
Total with taxes and fees
Cozy studio in Andersonville Chicago
A rooftop terrace with a brick wall, large windows, and a metal railing.

15. 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, (32 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
$210 nightly
The price is $252
Nov 8 - Nov 9
Total with taxes and fees
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A spacious room with exposed brick walls, a large window with a city view, a gray sofa, a dining table with chairs, and a small side table.

16. River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.4 out of 10, Exceptional, (16 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
$300 nightly
The price is $331
Nov 16 - Nov 17
Total with taxes and fees
River North Rooftop With In and Out Parking 1
A rooftop terrace with a fire pit, seating area, and a city skyline view.

17. Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
West Town
9.6 out of 10, Exceptional, (8 reviews)
"Very happy with our stay. Loved the rooftop views! The host was very friendly and welcoming."
United States
Jessica C.
$242 nightly
The price is $280
Dec 3 - Dec 4
Total with taxes and fees
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

18. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
9.8 out of 10, Exceptional, (9 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
$143 nightly
The price is $168
Nov 8 - Nov 9
Total with taxes and fees
LIVN West Loop Chicago Classic Queen Studio
Private kitchen

19. Convenient 2BR Apt w/ In-Unit Laundry

Convenient 2BR Apt w/ In-Unit Laundry
West Town
$207 nightly
The price is $229
Nov 23 - Nov 24
Total with taxes and fees
Convenient 2BR Apt w/ In-Unit Laundry
A bedroom with a bed, a desk, a chair, a TV, and a window with blinds.

20. Flexhome Wicker Park • Stylish 2BR • Sleeps 6

Flexhome Wicker Park • Stylish 2BR • Sleeps 6
West Town
10.0 out of 10, Exceptional, (3 reviews)
"Wouldn’t change a thing. Great location to downtown and all the things that we wanted to do."
United States
beth m.
$140 nightly
The price is $172
Nov 24 - Nov 25
Total with taxes and fees
Flexhome Wicker Park • Stylish 2BR • Sleeps 6
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"Good"
Wojciech 1-night trip
Posted 1 hour ago
Club Quarters Hotel, Central Loop, Chicago

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 $76 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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