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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (1,348 reviews)
"Nice room, will stay again, highly recommend:)"
United States
Reina
$200 nightly
The price is $235
Oct 26 - Oct 27
Total with taxes and fees
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (49 reviews)
"Location is perfect"
United States
Mary
$239 nightly
The price is $284
Nov 1 - Nov 2
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, (532 reviews)
"Location and facility was very nice"
United States
Brian
$278 nightly
The price is $327
Nov 1 - Nov 2
Total with taxes and fees
Level Chicago – Old Town
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.
$223 nightly
The price is $268
Oct 5 - Oct 6
Total with taxes and fees
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A rooftop terrace with a brick wall, large windows, and a metal railing.

5. 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, (29 reviews)
"Was a great and clean place to stay.. "
United States
Ashly B.
$223 nightly
The price is $268
Oct 5 - Oct 6
Total with taxes and fees
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

6. 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.
$243 nightly
The price is $269
Oct 5 - Oct 6
Total with taxes and fees
3BR Complete and Spacious Apartment in Ideal Spot
A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

7. 2BR Apt with 2 Baths & Laundry

2BR Apt with 2 Baths & Laundry
Near West Side
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and perfect for our overnight stay. Thank you"
United States
michele
$271 nightly
The price is $304
Nov 2 - Nov 3
Total with taxes and fees
2BR Apt with 2 Baths & Laundry
A round table with a wooden board holding cheese, crackers, and grapes, a bottle of wine, and two glasses.

8. 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.
$255 nightly
The price is $302
Oct 26 - Oct 27
Total with taxes and fees
Sleeps 7 • Huge Projector • Designated Workspace
Private kitchen

9. Cozy Boho - 10 Minutes to Downtown Chicago + Arcades

Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
$194 nightly
The price is $217
Oct 8 - Oct 9
Total with taxes and fees
Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
A hotel room with a bed, a wall-mounted mirror, a television displaying a space-themed image, and a window with curtains.

10. 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.
$242 nightly
The price is $287
Oct 14 - Oct 15
Total with taxes and fees
Private Workspace • Sleeps4 • Modern Stylish Stay
A modern living room with a blue sofa, a patterned rug, and a television.

11. 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.
$184 nightly
The price is $206
Oct 13 - Oct 14
Total with taxes and fees
Great Area Logan Square Apt Games Pets - Sleeps 5
A modern bedroom with a bed, a sofa, and a hanging plant.

12. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (99 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.
$118 nightly
The price is $145
Oct 26 - Oct 27
Total with taxes and fees
Cozy studio in Andersonville Chicago
A hotel room with a bed, two bedside tables, and three wall-mounted paintings.

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

Stylish Japanese-Themed 2BR Apt Close to Downtown
Downtown Chicago
$278 nightly
The price is $313
Nov 2 - Nov 3
Total with taxes and fees
Stylish Japanese-Themed 2BR Apt Close to Downtown
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

14. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (68 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
$246 nightly
The price is $253
Oct 13 - Oct 14
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
A modern apartment with a living room, kitchen, and a large window with curtains.

15. 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)
"Perfect uptown location. Host was very responsive. "
United States
Christopher S.
$223 nightly
The price is $268
Oct 5 - Oct 6
Total with taxes and fees
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
A modern building with a large dome and circular design, surrounded by a landscaped area with trees and a water body.

16. Expertly designed 2BR Art Deco sanctuary.

Expertly designed 2BR Art Deco sanctuary.
Lakeview
9.2 out of 10, Wonderful, (17 reviews)
"Awesome place and steps from Wrigley!"
United States
Mark A.
$384 nightly
The price is $464
Oct 26 - Oct 27
Total with taxes and fees
Expertly designed 2BR Art Deco sanctuary.
A modern living room with a sofa, a coffee table, a floor lamp, a television, and a black cabinet.

17. Modern 1BR in Prime West Loop Location

Modern 1BR in Prime West Loop Location
Downtown Chicago
$323 nightly
The price is $360
Oct 25 - Oct 26
Total with taxes and fees
Modern 1BR in Prime West Loop Location
A living room with a green sofa, a dark armchair, a coffee table, two lamps, and a large abstract painting on the wall.

18. 1BR Well-Equipped Apartment

1BR Well-Equipped Apartment
Lakeview
8.4 out of 10, Very good, (11 reviews)
"Clean"
United States
Annette
$260 nightly
The price is $286
Nov 2 - Nov 3
Total with taxes and fees
1BR Well-Equipped Apartment
A living room with a gray sofa, a coffee table, a TV mounted on the wall, and a wooden door.

19. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay "
United States
Harquesha S.
$168 nightly
The price is $179
Oct 13 - Oct 14
Total with taxes and fees
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
A modern dining area with a white table, chairs, and a chandelier. There is a painting on the wall and a plant on the sideboard.

20. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
9.6 out of 10, Exceptional, (7 reviews)
"Room was nice and in a safe location."
United States
Jacob
$311 nightly
The price is $384
Oct 6 - Oct 7
Total with taxes and fees
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
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

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Older hotel. Everything seemed tight (room, hallways, elevator. Sometimes it takes a while for valet since the drivers had to manage two hotels, averaging around 10-15min. The staff were very friendly though. Would I stay here again? Probably not."
Choua 2-night trip
Posted 6 hours ago
Hotel Saint Clair- Magnificent Mile

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 $82 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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