Central Chicago Holiday House Rentals from AU$270: Search Holiday Homes

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Our top choices for Central Chicago holiday homes

A modern living room with a white sofa, a white armchair, and a floor lamp.

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

Belmont Cragin

Rhiannon

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a dining area, a sofa set, and a television mounted on the wall.

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

Portage Park

Latasha C.

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinets, a granite countertop, a coffee machine, and a window with blinds.

3. 4 BR • Theater Room • Gym • Walk to Lincoln Park!

Lincoln Park

Sara C.

includes taxes & fees

9 Nov - 10 Nov

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

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

Portage Park

Anonymous traveller

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a neon sign, a fireplace, a television, and a guitar.

5. Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops

Lincoln Park

Jill L.

includes taxes & fees

15 Nov - 16 Nov

Step into a bright, airy space where comfort and style flow seamlessly from the cozy living area into a chic dining room. Whether you're curled up on the sectional with a blanket and coffee or gathering around the modern wood table for a meal with fr

6. Theater • Game Room • Gym • Firepit • 4BR Home

Belmont Cragin

Jason

includes taxes & fees

9 Nov - 10 Nov

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

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

Oak Park

Willow M.

includes taxes & fees

10 Nov - 11 Nov

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

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

Maywood

Carl T.

includes taxes & fees

4 Nov - 5 Nov

A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

9. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Westmont

includes taxes & fees

9 Nov - 10 Nov

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

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

Robertsdale

Jusu K.

includes taxes & fees

9 Nov - 10 Nov

A cozy outdoor seating area with Adirondack chairs around a fire pit, string lights overhead, and a house in the background.

11. Firepit • Game Room • Theater • Gym • Sleeps 18

Austin

Adrian Cesar C.

includes taxes & fees

9 Nov - 10 Nov

A dining room with a wooden table, black chairs, a red placemat, and a ceiling light fixture.

12. Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking

Oak Park

includes taxes & fees

5 Nov - 6 Nov

A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

13. Spacious 2BR • Full Basement w/Fireplace • Coffee Bar • Pets OK• Gam...

Brookfield

Steve H.

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with stainless steel appliances, a built-in oven, and a dining area with bar stools.

14. Premier 9BR Art Deco manor with garage.

Lakeview

Joel D.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

15. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Westmont

Tomas R.

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa, coffee table, TV, and a staircase leading to an upper floor.

16. Spacious 5BR 2BA Berwyn Home

Berwyn

jamya w.

includes taxes & fees

7 Nov - 8 Nov

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

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

Forest Park

LEM R.

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a grey sofa, a white armchair, a coffee table, and a TV. There is a kitchen area in the background with a dining table and chairs.

18. Cozy Home | King Bed | 10P | Metra |Chicago Suburb

Highland Hills

"I booked this property because I was told (before I made the reservation) that the bedroom and one of the bathrooms were on the main floor. I specifically inquired whether my mother-in-law would need to use stairs to access a bedroom and bathroom. In the words of the host, "the main living area, kitchen, two bedrooms and a full bathroom are on the main floor. Only the basement requires the use of steps ". This was not the case. The two bedrooms and a full bathroom are up a flight of 5...

Denise G.

includes taxes & fees

18 Nov - 19 Nov

A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

19. LUXE 3 BR, 2 BA + Hot Tub

Elmhurst

Anonymous traveller

includes taxes & fees

5 Nov - 6 Nov

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

20. Oak Park Victorian by FLW Studio

Oak Park

Margaret L.

includes taxes & fees

4 Nov - 5 Nov

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Top Central Chicago Hotel Reviews

L7 Chicago by LOTTE

10/10 Excellent

"Great location!"

Sports Illustrated Resorts Chicago

8/10 Good

"Overall my stay was pretty good. The only two issues were my mini fridge wasn’t working and I lost my leftovers that sat in there for the two days I stayed. Secondly, I had a staff member tell me about a special tour and promotion, only to tell me somehow I was not eligible. Then he had me bring my son down to see if he could be eligible. He was only 18,not 21. So he was not. That was not very pleasant considering it was basically pulled back for some reason . I visit 3-4 times a year. I either stay at the Westin River north or the Royal Sonesta River North. The lost food was no biggie but being given a whole rundown about how the hotel was trying to build a new customer base and then being told I wasn’t eligible was crappy. I can’t lie. Everything else was pretty good. The happy hours were cool. Staff outside of that was generally ok."

Find out more about Central Chicago

Central Chicago Holiday Homes information

Number of reviews	217
Accommodation	29 Holiday Homes
Lowest Price	AU$270
Highest Price	AU$2,556

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Change your mind

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Check prices for these dates

Our top choices for Central Chicago holiday homes

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

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

3. 4 BR • Theater Room • Gym • Walk to Lincoln Park!

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

5. Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops

6. Theater • Game Room • Gym • Firepit • 4BR Home

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

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

9. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

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

11. Firepit • Game Room • Theater • Gym • Sleeps 18

12. Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking

13. Spacious 2BR • Full Basement w/Fireplace • Coffee Bar • Pets OK• Gam...

14. Premier 9BR Art Deco manor with garage.