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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Rush Street vacation rentals

Lake

1. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (55 reviews)
"Location is perfect"
United States
Mary
$229 nightly
The price is $272
Nov 5 - Nov 6
Total with taxes and fees
Kasa Lake Shore Chicago
A modern building with the name 'SENIORAL' prominently displayed on the facade.

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,356 reviews)
"Nice room, will stay again, highly recommend:)"
United States
Reina
$183 nightly
The price is $215
Oct 26 - Oct 27
Total with taxes and fees
Sentral Michigan Avenue
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, (536 reviews)
"Location and facility was very nice"
United States
Brian
$278 nightly
The price is $327
Nov 2 - Nov 3
Total with taxes and fees
Level Chicago – Old Town
A bedroom with a bed, bedside tables, a ceiling fan, framed pictures, and a window.

4. Stylish Gold Coast 1BR with Vintage Flair

Stylish Gold Coast 1BR with Vintage Flair
Downtown Chicago
$318 nightly
The price is $354
Oct 26 - Oct 27
Total with taxes and fees
Stylish Gold Coast 1BR with Vintage Flair
A rooftop terrace with a fire pit, seating area, and a city skyline view.

5. 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.
$201 nightly
The price is $233
Nov 4 - Nov 5
Total with taxes and fees
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
A modern kitchen with stainless steel appliances, wooden cabinets, and a brick wall.

6. River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.8 out of 10, Exceptional, (7 reviews)
"Everything was amazing"
United States
Kimberly R.
$290 nightly
The price is $323
Nov 2 - Nov 3
Total with taxes and fees
River North Rooftop With In and Out Parking 5
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
$216 nightly
The price is $239
Nov 2 - Nov 3
Total with taxes and fees
2BR Apt with 2 Baths & Laundry
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
8.2 out of 10, Very good, (22 reviews)
"absolutely would stay here again. Great property and great communcation"
United States
Daniel J.
$279 nightly
The price is $312
Oct 15 - Oct 16
Total with taxes and fees
3BR Complete and Spacious Apartment in Ideal Spot
A round table with a wooden board holding cheese, crackers, and grapes, a bottle of wine, and two glasses.

9. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
9.6 out of 10, Exceptional, (8 reviews)
"Great location and easy on street parking. "
United States
Lori A.
$261 nightly
The price is $309
Oct 26 - Oct 27
Total with taxes and fees
Sleeps 7 • Huge Projector • Designated Workspace
A modern bedroom with a bed, a sofa, and a hanging plant.

10. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (102 reviews)
"Great location and amazing space! Perfect for visiting the city to apartment search for an upcoming move."
United States
Audrey A.
$118 nightly
The price is $145
Nov 3 - Nov 4
Total with taxes and fees
Cozy studio in Andersonville Chicago
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.
$194 nightly
The price is $218
Oct 13 - Oct 14
Total with taxes and fees
Great Area Logan Square Apt Games Pets - Sleeps 5
Private kitchen

12. 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.
$198 nightly
The price is $222
Oct 20 - Oct 21
Total with taxes and fees
Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
A spacious lobby with a sectional sofa, a dining area, and large windows.

13. 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
$396 nightly
The price is $442
Oct 14 - Oct 15
Total with taxes and fees
South Loop Rooftop With In and Out Parking 3
A modern kitchen with a dining area, large windows, and a city view.

14. Modern 2BR Retreat Near Old Town & Lincoln Park

Modern 2BR Retreat Near Old Town & Lincoln Park
Near North Side
9.2 out of 10, Wonderful, (23 reviews)
"Such a great apartment! Perfect size for 2 couples and the location was excellent. I’d highly recommend staying here- we’ll definitely stay again when we return to Chicago!"
United States
Josephine P.
$473 nightly
The price is $584
Nov 1 - Nov 2
Total with taxes and fees
Modern 2BR Retreat Near Old Town & Lincoln Park
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

15. 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.
$204 nightly
The price is $210
Oct 26 - Oct 27
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
A modern kitchen with a large island, a built-in refrigerator, and a view of the city through large windows.

16. River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
$403 nightly
The price is $462
Oct 27 - Oct 28
Total with taxes and fees
River North Private Balcony With In and Out Parking
A hotel room with a bed, a view of a cityscape, and a window with curtains.

17. 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.
$234 nightly
The price is $240
Oct 8 - Oct 9
Total with taxes and fees
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
A modern living room with a brick wall, large windows, a flat-screen TV, a sofa, a coffee table, and a side table.

18. 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.
$352 nightly
The price is $388
Nov 3 - Nov 4
Total with taxes and fees
River North Rooftop With In and Out Parking 6
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, (17 reviews)
"Great place! Highly recommended!"
United States
Keith N.
$388 nightly
The price is $469
Oct 27 - Oct 28
Total with taxes and fees
Expertly designed 2BR Art Deco sanctuary.
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 Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Great location and there is parking close by in a garage for $40 per night. The hotel itself is nice but the room we stayed in had stained carpets and couch cushions. Assuming all rooms are alike, rooms need a deep clean and some updates. Overall, pretty solid stay if you’re on a budget but want to stay in a quiet and old-money neighborhood"
Yevgeniy 4-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast

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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