Holiday Homes in Central Chicago

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Featured Holiday Homes in Central Chicago

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is AU$380
includes taxes & fees
15 Sept - 16 Sept
The One: A 1BR Stay That Feels Like Home

Smart Simple and Spacious 4BR Apt State 203

10.0 out of 10, Exceptional, (1)
"New apartment building with high tech entry keypad. Centralize location close to downtown and Chinatown. The area has a few other new apartment buildings and appears to be transforming into a trendy neighborhood in a few years. I enjoyed the apartment layout with 4 bedrooms and 3 bathrooms. It provided a lot of privacy. New appliances and great water pressure. Minor drawback is street parking. I stayed for only two nights over a weekend and was able to find parking within a half a block of...
The price is AU$647
includes taxes & fees
4 Sept - 5 Sept
Smart Simple and Spacious 4BR Apt State 203

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is AU$348
includes taxes & fees
4 Sept - 5 Sept
Stylish 1BR in West Loop

Sun-Drenched 1BR Apartment

The price is AU$339
includes taxes & fees
22 Sept - 23 Sept
Sun-Drenched 1BR Apartment

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"Very clean in a safe neighborhood. I would stay here again"
The price is AU$307
includes taxes & fees
4 Sept - 5 Sept
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

Cozy house in the city

2.0 star property
8.8 out of 10, Excellent, (3)
"it was nice"
The price is AU$615
includes taxes & fees
4 Sept - 5 Sept
Cozy house in the city

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (26)
"Great studio apartment. Needed just one night and worth the price. Would recommend."
The price is AU$276
includes taxes & fees
9 Sept - 10 Sept
Cozy studio in Andersonville Chicago

2BR, Sleeps7 • Coffee Station, Backyard w/ Grill

10.0 out of 10, Exceptional, (1)
"The house was amazing. The beds were so comfortable. The stay was so fun. Thank you for everything!"
The price is AU$568
includes taxes & fees
4 Sept - 5 Sept
2BR, Sleeps7 • Coffee Station, Backyard w/ Grill

4BR Retreat w/ Theater, Game Room & Backyard

7.4 out of 10, Good, (9)
The price is AU$773
includes taxes & fees
23 Sept - 24 Sept
4BR Retreat w/ Theater, Game Room & Backyard

Peaceful 1BR Escape in Evanston

9.4 out of 10, Exceptional, (3)
"Quiet, clean and spacious! A peaceful neighborhood. "
The price is AU$328
includes taxes & fees
15 Sept - 16 Sept
Peaceful 1BR Escape in Evanston

Great Layout – Spacious 2BR Apt

10.0 out of 10, Exceptional, (4)
"Clean, comfortable, and would definitely stay again!"
The price is AU$333
includes taxes & fees
17 Sept - 18 Sept
Great Layout – Spacious 2BR Apt

Cozy & Furnished 2BR Unit

9.8 out of 10, Exceptional, (7)
The price is AU$328
includes taxes & fees
4 Sept - 5 Sept
Cozy & Furnished 2BR Unit

Cozy Studio in Portage Park

The price is AU$290
includes taxes & fees
9 Sept - 10 Sept
Cozy Studio in Portage Park

1BR Chic & Sunny Place

9.4 out of 10, Exceptional, (3)
"Location was perfect for visiting family and getting around the city. Bed was extra comfy and the AC worked wonderfully. Will stay here again on our next visit. "
The price is AU$299
includes taxes & fees
9 Sept - 10 Sept
1BR Chic & Sunny Place

Cozy 2BR Apt for a Seamless Stay

8.0 out of 10, Very good, (1)
"Everything as advertised. The only part that I was unsure of was what to do with the keys as this was not stated in any of the information provided. So I left them on the table. "
The price is AU$330
includes taxes & fees
10 Sept - 11 Sept
Cozy 2BR Apt for a Seamless Stay

Roscoe Retreat · Cozy 2BR in Chicago

The price is AU$328
includes taxes & fees
8 Sept - 9 Sept
Roscoe Retreat · Cozy 2BR in Chicago

NEW Private West Loop 1br with Backyard near Green Line and CTA

9.0 out of 10, Wonderful, (2)
"The apartment was clean and the host was very responsive and helpful. "
The price is AU$318
includes taxes & fees
9 Sept - 10 Sept
NEW Private West Loop 1br with Backyard near Green Line and CTA

Homey 1BR Space Apartment

9.2 out of 10, Wonderful, (5)
"This was a wonderful base for the days I spent exploring Chicago. The apartment is clean and comfy and it is located right on the 'L' Brown line in a charming and vibrant neighborhood. I could zip to anywhere in the city I wanted on the L and felt very relaxed coming "home" each night."
The price is AU$299
includes taxes & fees
1 Oct - 2 Oct
Homey 1BR Space Apartment

Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

10.0 out of 10, Exceptional, (1)
"Very quiet and private and cl9se to alot of things "
The price is AU$367
includes taxes & fees
4 Sept - 5 Sept
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Stylish 4BR South Loop Home State 23-202

10.0 out of 10, Exceptional, (1)
"Very happy with stay. Good communication from property host. "
The price is AU$643
includes taxes & fees
4 Sept - 5 Sept
Stylish 4BR South Loop Home State 23-202
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 Central Chicago Hotel Reviews

Find out more about Central Chicago

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Central Chicago Holiday Homes information

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