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

Rush Street Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (1,372 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
$143 nightly
The price is $168
Nov 9 - Nov 10
Total with taxes and fees
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (68 reviews)
"First time staying there and we absolutely loved our stay. We will definitely be going back."
United States
Iliana
$229 nightly
The price is $263
Nov 1 - Nov 2
Total with taxes and fees
Kasa Lake Shore Chicago
A bedroom with a bed, bedside tables, a desk, and a chair. There are windows with blinds, a ceiling fan, and a rug on the floor.

3. 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
$267 nightly
The price is $296
Nov 10 - Nov 11
Total with taxes and fees
Chic Studio in the Heart of the Gold Coast
A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

4. 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
$222 nightly
The price is $246
Nov 2 - Nov 3
Total with taxes and fees
2BR Apt with 2 Baths & Laundry
A modern kitchen with a large island, bar stools, and a city view.

5. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (541 reviews)
"Great location, very clean, loved the gym and cafe!"
United States
Kerry
$324 nightly
The price is $380
Nov 1 - Nov 2
Total with taxes and fees
Level Chicago – Old Town
A rooftop terrace with a fire pit, seating area, and a city skyline view.

6. 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
9.8 out of 10, Exceptional, (6 reviews)
"Very happy with our stay. Loved the rooftop views! The host was very friendly and welcoming."
United States
Jessica C.
$205 nightly
The price is $238
Nov 4 - Nov 5
Total with taxes and fees
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
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.
$343 nightly
The price is $376
Nov 3 - Nov 4
Total with taxes and fees
River North Rooftop With In and Out Parking 6
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

8. 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, (23 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
$229 nightly
The price is $253
Oct 20 - Oct 21
Total with taxes and fees
3BR Complete and Spacious Apartment in Ideal Spot
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, (69 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
$205 nightly
The price is $211
Nov 2 - Nov 3
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
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.

10. River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.6 out of 10, Exceptional, (14 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
$323 nightly
The price is $363
Nov 11 - Nov 12
Total with taxes and fees
River North Rooftop With In and Out Parking 1
A hotel room with a bed, a wall-mounted mirror, a television displaying a space-themed image, and a window with curtains.

11. Private Workspace • Sleeps4 • Modern Stylish Stay

Private Workspace • Sleeps4 • Modern Stylish Stay
Irving Park
10.0 out of 10, Exceptional, (7 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
Nov 2 - Nov 3
Total with taxes and fees
Private Workspace • Sleeps4 • Modern Stylish Stay
A modern kitchen with a central island, stainless steel appliances, and a brick backsplash.

12. Modern Zen Retreat mins from Downtown

Modern Zen Retreat mins from Downtown
West Town
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay! We would definitely come back when we're in Chicago again."
United States
Caley C.
$387 nightly
The price is $451
Nov 2 - Nov 3
Total with taxes and fees
Modern Zen Retreat mins from Downtown
A modern living room with a sofa, a coffee table, a floor lamp, a television, and a black cabinet.

13. Modern 1BR in Prime West Loop Location

Modern 1BR in Prime West Loop Location
Downtown Chicago
$294 nightly
The price is $326
Oct 26 - Oct 27
Total with taxes and fees
Modern 1BR in Prime West Loop Location
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, (102 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.
$113 nightly
The price is $139
Nov 2 - Nov 3
Total with taxes and fees
Cozy studio in Andersonville Chicago
A bedroom with a bed, bedside tables, a ceiling fan, framed pictures, and a window.

15. Stylish Gold Coast 1BR with Vintage Flair

Stylish Gold Coast 1BR with Vintage Flair
Downtown Chicago
$308 nightly
The price is $343
Oct 16 - Oct 17
Total with taxes and fees
Stylish Gold Coast 1BR with Vintage Flair
A modern living room with a white coffee table, a vase with flowers, a bottle of wine, and a cheese board with snacks.

16. 2BR Fitness Pad • Private Gym • Sleeps 7

2BR Fitness Pad • Private Gym • Sleeps 7
Irving Park
9.4 out of 10, Exceptional, (8 reviews)
"Great property in a central location. Neighborhood was quiet and safe with good parks nearby. Apartment had good amenities and perfect for our stay. Communication with host was excellent"
United States
Carey M.
$303 nightly
The price is $359
Oct 22 - Oct 23
Total with taxes and fees
2BR Fitness Pad • Private Gym • Sleeps 7
A rooftop terrace with a brick wall, large windows, and a metal railing.

17. 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.
$296 nightly
The price is $356
Oct 21 - Oct 22
Total with taxes and fees
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
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.

18. 1BR/1BA City Comfort

1BR/1BA City Comfort
Lincoln Square
8.4 out of 10, Very good, (12 reviews)
"good place to stay clean and comfortable!"
United States
patricia r.
$182 nightly
The price is $203
Oct 26 - Oct 27
Total with taxes and fees
1BR/1BA City Comfort
A hotel room with a bed, a view of a cityscape, and a window with curtains.

19. Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Uptown
8.6 out of 10, Excellent, (11 reviews)
"Great location and great place! "
United States
Ryinne P.
$334 nightly
The price is $344
Oct 20 - Oct 21
Total with taxes and fees
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
A parking lot with a white car, a building with a fire escape, and a street with a fence and greenery.

20. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
$374 nightly
The price is $437
Nov 2 - Nov 3
Total with taxes and fees
Peaceful Boho Retreat | Free Private Parking
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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"veru convenient for early flights from share."
arvind 1-night trip
Posted 3 hours ago
Hilton Chicago O'Hare Airport

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 $81 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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