Rush Street Vacation Homes

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

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Our top choices for Rush Street holiday homes

1. Modern 3BR Apartment Near North Ave Shops

Near North Side

HK$5,834 total

includes taxes & fees

21 Sept - 22 Sept

2. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

Near North Side

HK$6,328 total

includes taxes & fees

13 Sept - 14 Sept

A billiards room with multiple tables, large windows, and a high ceiling with exposed ductwork.

3. Wabash 4BR - Pool, Free In & Out Parking 1

Downtown Chicago

HK$3,435 total

includes taxes & fees

22 Sept - 23 Sept

A living room with a flat-screen TV mounted on the wall, a plant on a stand, and a window with blinds.

4. 4 BR • Theater Room • Gym • Walk to Lincoln Park!

Lincoln Park

HK$4,881 total

includes taxes & fees

7 Sept - 8 Sept

A modern gym with various exercise equipment, including a bench press, dumbbells, and a treadmill.

5. Brand New 12 Bedroom Mansion

Downtown Chicago

HK$32,434 total

includes taxes & fees

29 Sept - 30 Sept

A modern balcony with a city view, a cushioned chair, a small table with a plant, and a potted plant on the floor.

6. ENVITAE Hotel, 4BR Luxury Modern Apartments

Near North Side

Pedro C.

HK$8,127 total

includes taxes & fees

16 Sept - 17 Sept

A living room with a sectional sofa, a round wooden coffee table, and three framed artworks on the wall.

7. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

Belmont Cragin

Jason

HK$4,024 total

includes taxes & fees

8 Sept - 9 Sept

A marble countertop with a cheese platter, grapes, nuts, and a bottle of wine.

8. Game Room • Fire-pit • Playground • Gym • Billiard

Belmont Cragin

kim r.

HK$4,000 total

includes taxes & fees

7 Sept - 8 Sept

A dining table with a bottle of wine, two glasses, a vase with white flowers, and a cheese board with fruits.

9. Sleeps 18 • 8BR • Game Room • Gym • Theater

Portage Park

Ashley Y.

HK$6,501 total

includes taxes & fees

8 Sept - 9 Sept

10. Arcade • Theater • Gym • Office • Sleeps 15

Portage Park

Latasha C.

HK$5,459 total

includes taxes & fees

7 Sept - 8 Sept

A patio area with stone flooring, wicker furniture, and a brick building in the background.

11. Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

South Evanston

debra

HK$2,423 total

includes taxes & fees

9 Sept - 10 Sept

A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

12. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood

Amal

HK$2,361 total

includes taxes & fees

7 Sept - 8 Sept

A hotel room with a large bed, two pillows, a teal throw blanket, and a view of buildings through a window.

13. 3BR · Steps from McCormick · Balcony & Gym

Near South Side

Kathy

HK$6,579 total

includes taxes & fees

12 Sept - 13 Sept

A circular fire pit with chairs around it, string lights overhead, and a house in the background.

14. Sleeps 18 • 7BR • Gym • Game Room • Theater

Austin

Adrian Cesar C.

HK$7,219 total

includes taxes & fees

8 Sept - 9 Sept

A single-story house with a covered porch, a front door, and a small garden area.

15. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Oak Park

Willow M.

HK$2,688 total

includes taxes & fees

5 Oct - 6 Oct

A modern living room with a sectional sofa, a coffee table, and a TV.

16. Attractive Coach House Apartment for rent in Oak Park.

Oak Park

kerston b.

HK$1,831 total

includes taxes & fees

8 Sept - 9 Sept

A white two-story house with a porch, steps, and a small table with chairs.

17. Oak Park Victorian by FLW Studio

Oak Park

Margaret L.

HK$4,246 total

includes taxes & fees

9 Sept - 10 Sept

A beach with people sunbathing and swimming, a lighthouse, and a pier extending into the water.

18. Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Lincoln Park

Ann V.

HK$7,391 total

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

19. Classic Forest Park Foursquare < 1 Mi to Blue Line

Forest Park

LEM R.

HK$3,783 total

includes taxes & fees

7 Sept - 8 Sept

A wooden deck with a railing, a staircase, and a window with a wreath.

20. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Robertsdale

Jusu K.

HK$1,617 total

includes taxes & fees

10 Sept - 11 Sept

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Top Rush Street Hotel Reviews

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Very fancy, clean and the best view to the river. Staff was excellent!"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Such a beautiful hotel. I loved that it has some history in it. Staff were very kind, friendly and helpful. The rooms were also very clean. Would definitely recommend and will definitely be coming back. If they could add some more elevators that would be awesome."

Hyatt Regency Chicago

10/10 Excellent

"Amazing place to stay. Rooms were very well maintained, staff was friendly, and room was always cleaned on time. Didn't get a chance to get breakfast, but I did eat dinner at Stentons, and I can say it was lovely. Hotel is within walking distance to everything you could possibly dream of. I highly recommend staying here. I will definitely be back to stay. 5 stars all around."

Hotel Saint Clair- Magnificent Mile

8/10 Good

"Both guys at the front desk were very friendly and welcoming. I really enjoyed the historic vibe of the hotel, but the room itself was a little smaller than I expected. I also didn’t like that the iron and ironing board were located in the hallway on each floor instead of inside the room. The bed wasn’t as comfortable as I’m used to at a 4-star hotel, and the room could use a little TLC and a few upgrades. I stayed in room 1007, and although I love being on a higher floor, I would probably choose a different room next time. Overall, I enjoyed my stay and would definitely stay here again because I loved the historic charm of the hotel."

Find out more about Rush Street