West Side Vacation Rentals

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Vacation Rentals in West Side

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.6 out of 10, Excellent, (304)
"Super cool spot in a great part of the city."
The price is ¥15,941
¥18,713 total
includes taxes & fees
Jul 8 - Jul 9
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (183)
"Easy and great for extended stay."
The price is ¥28,101
¥32,987 total
includes taxes & fees
Jun 30 - Jul 1
Sonder by Marriott Bonvoy The Burnham Apartments Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (167)
"Great room, well decorated and appointed. Great location!"
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.8 out of 10, Excellent, (53)
"Great location, easy stay!"
The price is ¥26,992
¥31,687 total
includes taxes & fees
Jun 29 - Jun 30
Sonder by Marriott Bonvoy Greektown Apartments

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (121)
"Perfect for what we were looking for!"
Luxury Home Away From Your Home

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (165)
"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "
NEW LUXURY CONDO WITH PATIO DECK

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.6 out of 10, Exceptional, (14)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
The price is ¥16,946
¥30,543 total
includes taxes & fees
Jul 6 - Jul 7
Ground Floor Studios in Chicago by 747 Lofts

Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!

9.8 out of 10, Exceptional, (88)
"Place was cozy with many daily conveniences available (laundry, stove, full size fridge). Location was in the heart of some amazing food and close to the metro making travel around the city easy! Would certainly stay here again. "
Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!

HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12

10.0 out of 10, Exceptional, (4)
"Great property and very kind and responsive hosts. I would be happy to stay here again. "
HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12

Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown

2.0 star property
8.8 out of 10, Excellent, (3)
"We got all the help and instructions needed to easily find this clean, well-supplied apartment with lovely outdoor space attached. And with the Pink Line just a few minutes walk and The Loop just 6 stops away, it was the perfect home base for getting to all that Chicago has to offer!"
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown

Chic Chicago Retreat (2-Bedroom Home) by RedAwning

10.0 out of 10, Exceptional, (1)
"Great place to find last minute. Very helpful hosts and a nice place to stay"
Chic Chicago Retreat (2-Bedroom Home) by RedAwning

Prime Location Wicker Park Studio Close to Shops & Dining

Prime Location Wicker Park Studio Close to Shops & Dining

Vintage Arcade Apt with Parking

2.0 star property
The price is ¥8,700
¥26,502 total
includes taxes & fees
Jun 23 - Jun 24
Vintage Arcade Apt with Parking

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (238)
"I’ve stayed at this host’s properties several times, and the places are all lovely and welcoming with lots of extra touches and conveniences!"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Entire 2 bedroom with Office & Deck!

9.2 out of 10, Wonderful, (11)
"Good stay"
Entire 2 bedroom with Office & Deck!

Flexhome Wicker Park 2BR DV3

9.6 out of 10, Exceptional, (4)
"We enjoyed our stay! The apartment is nice, clean, and well stocked. The location is central to many things and made getting around town easy. Whenever we had a question, our hosts answered quickly. Recommend a stay here for anyone visiting Chicago"
Flexhome Wicker Park 2BR DV3

MODERN HOME: 4BD & 3 FULL BATHS, WFH Setup, Public Transit, 15 Mins to Downtown!

10.0 out of 10, Exceptional, (10)
"My family of 7 stayed here for five nights enjoying the city and this wonderful home. Home was very nice and clean. The host was quick to respond to any questions I had. Great stay"
MODERN HOME: 4BD & 3 FULL BATHS, WFH Setup, Public Transit, 15 Mins to Downtown!

4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking

9.4 out of 10, Exceptional, (10)
"Clean, cool sports memorabilia, great location!"
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (38)
"Overall a great place that was super convenient, comfortable, and exactly what we were looking for!"
Remodeled West Loop Apartment Near United Center

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (181)
"A perfect place to stay. The rooftop bar has the BEST views of the city, especially around sunset. I would definitely stay here again! "
NEW LUXURY PENTHOUSE CONDO
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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