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, (792)
"Great stay!"
The price is ¥22,136
¥30,254 total
includes taxes & fees
Jun 30 - Jul 1
Sentral Michigan Avenue

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (542)
"Great stay"
The price is ¥22,103
¥25,947 total
includes taxes & fees
Jul 7 - Jul 8
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (320)
"Hotel was nice"
The price is ¥53,495
¥66,059 total
includes taxes & fees
Jul 17 - Jul 18
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (424)
"We had an amazing week staying here. Highly recommend!!"
Kasa Magnificent Mile Chicago

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.4 out of 10, Very Good, (106)
"We love staying at Sonder properties. The apartment has a full kitchen with everything you need, the shower is so refreshing, and the in-room washer/dryer is super handy when traveling."
The price is ¥18,846
¥22,124 total
includes taxes & fees
Jun 30 - Jul 1
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (163)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is ¥18,502
¥21,721 total
includes taxes & fees
Jul 7 - Jul 8
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (40)
"Our stay was amazing. "
The price is ¥28,312
¥33,236 total
includes taxes & fees
Jul 20 - Jul 21
Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (307)
"Great stay"
Kasa South Loop Chicago

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (152)
"Great stay, clean room!"
Kasa River North Chicago

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

9.4 out of 10, Exceptional, (93)
"We traveled to Chicago for a 3 day visit - this house was in a quiet neighborhood and walking distance to several coffee shops and diners. The house fit our family well and was warm and cozy."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

55-56 Mag Mile Penthouse

10.0 out of 10, Exceptional, (291)
"Greta location, great stay, perfect location to so many things and if not subway at building for easy travel. "
55-56 Mag Mile Penthouse

McCormick Place Oasis 2br/2ba with optional Parking/Patio/Gym/sleeps 6

9.0 out of 10, Wonderful, (2)
"Overall stay, I would rate a 4.2 out of 5. The host was very responsive. The only problems I did encounter was parking, the inconsistency of the thermostat, and beds. Overall I would book again. So that should say a lot. "
McCormick Place Oasis 2br/2ba with optional Parking/Patio/Gym/sleeps 6

Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (54)
"Apartment was spacious. The 2 1/2 bathrooms were great to have for our group. Location was great for quick Uber to downtown area. "
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

2 Connecting Suites at a 5⭐️ Hotel

The price is ¥375,551
¥492,370 total
includes taxes & fees
Jul 1 - Jul 2
2 Connecting Suites at a 5⭐️ Hotel

Historic and Unique Brownstone in Gold Coast - 3

10.0 out of 10, Exceptional, (3)
"My mother and I had a few days in the city, going shopping and enjoying restaurants. This place was a lovely historic property in a convenient location. Very clean and comfortable!"
Historic and Unique Brownstone in Gold Coast - 3

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

9.6 out of 10, Exceptional, (26)
"Everything was good and it was in a great location. Renters were kind and frequently checked in. "
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

Downtown Mich Ave #7| Park View Penthouse +gym

10.0 out of 10, Exceptional, (5)
"Great location...host quick response..."
Downtown Mich Ave #7| Park View Penthouse +gym

2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct

10.0 out of 10, Exceptional, (3)
"Dominique was very accommodating, you cannot beat the location, 10 min walk to McCormick. Secure building. "
2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct

McCormick Place with 5 beds/Pool table/Optional Parking/Sleeps 10

8.0 out of 10, Very Good, (1)
"Nice 4 bedroom right inside the city! Loved the apartment and the property manager was really cool! It’s next to a VERY popular car wash (and the horns are consistent) #LightSleeperProblems "
McCormick Place with 5 beds/Pool table/Optional Parking/Sleeps 10

Beautiful, Remodeled Penthouse Unit in Old Town!

9.2 out of 10, Wonderful, (22)
"Super nice property, and the host was so helpful and kind. Super happy with the house overall, would recommend! "
Beautiful, Remodeled Penthouse Unit in Old Town!
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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