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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Rush Street vacation rentals

A waterfront promenade with high-rise buildings, a sandy beach, and a pedestrian walkway.

1. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (94 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
$202 nightly
The price is $240
Nov 22 - Nov 23
Total with taxes and fees
Kasa Lake Shore Chicago
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, (564 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
$236 nightly
The price is $277
Nov 23 - Nov 24
Total with taxes and fees
Level Chicago – Old Town
A modern building with the name 'SENIORAL' prominently displayed on the facade.

3. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,416 reviews)
"Great for extended stays."
United States
Jeff
$191 nightly
The price is $224
Dec 13 - Dec 14
Total with taxes and fees
Sentral Michigan Avenue
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
$213 nightly
The price is $232
Dec 7 - Dec 8
Total with taxes and fees
Chic Studio in the Heart of the Gold Coast
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a window above the sink.

5. Flexhome East Village • Modern 2BR • Quiet Street

Flexhome East Village • Modern 2BR • Quiet Street
West Town
9.6 out of 10, Exceptional, (29 reviews)
"Great location! "
United States
Andrea B.
$139 nightly
The price is $171
Dec 9 - Dec 10
Total with taxes and fees
Flexhome East Village • Modern 2BR • Quiet Street
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
9.6 out of 10, Exceptional, (53 reviews)
"The area was nice! Many restaurants and stores are at walking distance Room was very nice and clean"
United States
Francisco
$119 nightly
The price is $139
Nov 16 - Nov 17
Total with taxes and fees
Wrigleyville Suites
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with a bar stool.

7. 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, (25 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
$222 nightly
The price is $244
Nov 18 - Nov 19
Total with taxes and fees
3BR Complete and Spacious Apartment in Ideal Spot
A hotel room with a large bed, a desk, a chair, a lamp, and artwork on the wall.

8. 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.
$139 nightly
The price is $171
Nov 16 - Nov 17
Total with taxes and fees
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

9. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (79 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
$418 nightly
The price is $430
Nov 29 - Nov 30
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
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.
$173 nightly
The price is $193
Nov 16 - Nov 17
Total with taxes and fees
Great Area Logan Square Apt Games Pets - Sleeps 5
A bedroom with a bed, a desk, a chair, a TV, and a window with blinds.

11. 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.
$139 nightly
The price is $171
Nov 24 - Nov 25
Total with taxes and fees
Flexhome Wicker Park • Stylish 2BR • Sleeps 6
A rooftop terrace with a brick wall, large windows, and a metal railing.

12. 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.
$217 nightly
The price is $261
Nov 17 - Nov 18
Total with taxes and fees
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
LIVN Millennium Park entrance at 19 S Wabash Ave

13. 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.
$233 nightly
The price is $275
Nov 20 - Nov 21
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 1 BR
A desk with a computer monitor, keyboard, mouse, a lamp, a mug, a plant, and a clock.

14. 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.
$275 nightly
The price is $324
Nov 21 - Nov 22
Total with taxes and fees
Private Workspace • Sleeps 4 • Modern and Stylish
A hotel room with a large bed, two bedside tables, two lamps, and two abstract paintings on the wall.

15. Modern 1BR in Prime West Loop Location

Modern 1BR in Prime West Loop Location
Downtown Chicago
8.0 out of 10, Very good, (1 review)
"Everything was great, good location, all went smooth.It is right by the L train so is a bit noisy. Host left earplugs which was nice."
United States
Doris L.
$245 nightly
The price is $268
Nov 17 - Nov 18
Total with taxes and fees
Modern 1BR in Prime West Loop Location
A modern kitchen with a built-in microwave, a dining area with a black sofa, and a large window offering a city view.

16. Stylish Japanese-Themed 2BR Apt Close to Downtown

Stylish Japanese-Themed 2BR Apt Close to Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
$216 nightly
The price is $240
Nov 17 - Nov 18
Total with taxes and fees
Stylish Japanese-Themed 2BR Apt Close to Downtown
A modern apartment with a living room, kitchen, and a large window with curtains.

17. Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Uptown
8.8 out of 10, Excellent, (20 reviews)
"READ THE FULL LISTING BEFORE YOU BOOK!! I've never had to jump through so many hoops to book a room before! Then they reached out multiple times via Vrbo messaging, texting and now a phone call requesting a 5 star review. What a pain just for a room to sleep in after a concert at Wrigley!With that said, the space was great! Clean, comfy and looked to have all of the essentials should you need to use the apartment more than we did."
United States
Heather B.
$217 nightly
The price is $261
Nov 17 - Nov 18
Total with taxes and fees
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Private kitchen

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
$194 nightly
The price is $214
Nov 16 - Nov 17
Total with taxes and fees
Convenient 2BR Apt w/ In-Unit Laundry
A modern living room with a sofa, a coffee table, a TV mounted on the wall, and a large window with curtains.

19. Peaceful Zen Flat | 2BR Oasis with Free Parking

Peaceful Zen Flat | 2BR Oasis with Free Parking
West Town
10.0 out of 10, Exceptional, (8 reviews)
"Awesome place to stay, no issues with anything whatsoever and will definitely love to come back!"
United States
joey d.
$392 nightly
The price is $457
Dec 1 - Dec 2
Total with taxes and fees
Peaceful Zen Flat | 2BR Oasis with Free Parking
A living room with a flat-screen TV on a wooden cabinet, a dark sofa, a coffee table, a floor lamp, and a potted plant.

20. 1BR/1BA City Comfort

1BR/1BA City Comfort
Lincoln Square
8.6 out of 10, Excellent, (14 reviews)
"good place to stay clean and comfortable!"
United States
patricia r.
$145 nightly
The price is $159
Nov 17 - Nov 18
Total with taxes and fees
1BR/1BA City Comfort
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

10/10 Excellent
"The hotel is older but for the 48 hours we were in Chicago, I didn’t have any complaints. The hotel itself can use an upgrade but overall, it was clean. The staff was helpful. The best part of our stay was the Belleman. We was extremely nice, helpful and made himself available anytime he saw us."
Jasmaine 2-night trip
Posted 2 hours 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 $74 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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