Central Chicago Vacation Rentals

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Vacation Rentals in Central Chicago

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (681)
"This is a great hotel. The rooms have a kitchenette and the staff is wonderful! Beautiful hotel, great amenities. "
The price is ¥16,367
¥23,595 total
includes taxes & fees
Feb 24 - Feb 25
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (432)
"Loved the app and process for checking-in and out. The property itself could use some TLC, there were lots of scuff marks and scratches in the walls due to prior tenants. Our unit could have used a painting. There also wasn't a space to get extra toiletries per the app, would take this out if it's not really an option. "
The price is ¥14,323
¥16,814 total
includes taxes & fees
Mar 23 - Mar 24
Sonder South Wabash

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (186)
"It was a Great option, straight and contactless."
The price is ¥20,020
¥23,500 total
includes taxes & fees
Mar 5 - Mar 6
Found Chicago powered by Sonder

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (363)
"Great extended stay with full kitchen and area. "
Kasa Magnificent Mile Chicago

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (288)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is ¥22,824
¥30,134 total
includes taxes & fees
Feb 24 - Feb 25
Level Chicago – Old Town

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (259)
"Best place to stay in Chicago. "
Kasa South Loop Chicago

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very Good, (138)
"Loved it Had to leave early but loved "
The price is ¥17,000
¥19,957 total
includes taxes & fees
Feb 26 - Feb 27
Sonder Jewelers Row

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (125)
"Loved the view, and the proximity to restaurants and to the L-train"
The price is ¥13,743
¥16,133 total
includes taxes & fees
Feb 24 - Feb 25
Kasa River North Chicago

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (28)
"Our stay was amazing. "
The price is ¥16,066
¥18,859 total
includes taxes & fees
Mar 12 - Mar 13
Sonder The Opal

Sonder The Plymouth

3.5 star property
8.2 out of 10, Very Good, (90)
"Great apartment, we were given an extra bedroom which we used as a wardrobe. Well equipped, modern and well decorated. Full cooker, fridge freezer, microwave. We were provided with tablets for laundry and dishwasher. Washing up.liquids, towels and toilet roll. Great shower. Loved the location. We enjoy cities and walking. Trains a very short walks (several L stations). Target was a 15 minute walk, great independent coffee shop 2 mins from entrance. We will use Sonder again. "
The price is ¥17,150
¥20,132 total
includes taxes & fees
Feb 23 - Feb 24
Sonder The Plymouth

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (31)
"Great amenities, great location, spacious and comfortable. Check in a few days prior was difficult as the owner/manager didn’t message me or email me back… I had to call VRBO to have them investigate. Once they were made aware, smooth sailing from then on. Also, they listed a jacuzzi on site which was an error,and that was disappointing as I planned on that. Overall, despite these two things, great place ti stay! "
Chic & Historic Apartment Steps from Mag Mile

Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago

10.0 out of 10, Exceptional, (285)
"This place is incredible. I wish we could stay forever. The view never gets old, and it looks even better at night. "
Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (86)
"Location of house is great, communication with owner is great. The house "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

10.0 out of 10, Exceptional, (217)
"Thank you so much for sharing your penthouse! We had a very relaxing time and hope to come back sometime when it is a little warmer and we can explore the area more! It was an amazing location for sure! There were so many nice touches from the ample number of outlets/places to charge, the plentiful kleenex boxes, the kitchen amenities and even a fan. We felt right at home and literally needed nothing. Thank you so much for making this past week exactly what we needed!"
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi

10.0 out of 10, Exceptional, (5)
"This apartment has almost everything you could hope for! From the shoe covers and socks by the front door, to a heated towel rack in the bathroom. The only thing missing is a soaking tub! If you’re looking for a fantastic view of the city with spacious accommodations, look no further! The host was more than accommodating and very quick to reply when I had questions "
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi

Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop

10.0 out of 10, Exceptional, (18)
"Our stay was great. When we walked in the room it was nice and warm. It looked clean and well decorated. A little compact but the perfect amount of space for a family of 5. We had extra towels and a washer/dryer to use with laundry soap. I was super happy about the laundry accessibility. "
Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

9.8 out of 10, Exceptional, (83)
"We had a wonderful visit in Chicago and this VRBO was a great place to stay for our group. There are plenty of bedrooms and bathrooms and it is close to all the restaurants, bars, and an El stop. "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

Beautiful, Remodeled Penthouse Unit in Old Town!

9.4 out of 10, Exceptional, (18)
"I am an FCA advisor at a small rural school in Mid-Mo. We volunteer every year at the Operation Christmas Child facilities. I brought 6 high school students with me. The OCC facility is about 40 minutes from Chicago but we all wanted to experience the big city since we come from such a small rural area. The apartment was just as shown. We struggled with finding a parking spot as we drove a 10 passenger van but Dan does state that on the rental info there is no designated parking. We found...
The price is ¥44,482
¥91,508 total
includes taxes & fees
Mar 8 - Mar 9
Beautiful, Remodeled Penthouse Unit in Old Town!

51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center

10.0 out of 10, Exceptional, (182)
"Great location! very comfortable!"
51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.6 out of 10, Exceptional, (7)
"Stayed here for a week while attending a festival and central downtown location was good. Having the garage was very helpful but suggest you have a small car as the garages are very shallow. Common area with kitchen and TV is very spacious for lounging"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
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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Other types of properties in Central Chicago you may be interested in

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3802)
"I loved everything the beds were amazing view was beautiful loved what was around us food wise "
The price is ¥12,202
¥14,325 total
includes taxes & fees
Mar 23 - Mar 24
River Hotel

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8533)
"Just a easy place to stay at "
The price is ¥12,790
¥15,015 total
includes taxes & fees
Feb 23 - Feb 24
Congress Plaza Hotel

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1673)
"Great stay "
The price is ¥20,749
¥24,357 total
includes taxes & fees
Feb 23 - Feb 24
L7 Chicago by LOTTE
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.