Apartments in Historic Route 66

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Featured Apartments in Historic Route 66

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (98)
"The room was fantastic. While the bedroom part was smaller than usual, having a small kitchen made more size than usual. I really appreciated having that kitchen. I also appreciated that the thermostat was easy to put up and down when needed. There was no elevator and I was on the third floor, which suited me fine but is something to know. The problem is that there's no front desk and check-in is done an odd way. They send codes to get in rather than having someone to handle it when you get...
The price is NZ$278
includes taxes & fees
17 Mar - 18 Mar
White House at Grand Central

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

9.2 out of 10, Wonderful, (73)
"Loved this location near Wrigley Stadium. "
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

8.8 out of 10, Excellent, (26)
"We are visiting from the United Kingdom and was very happy with this property. Perfect size for our needs, the property was clean and catered with all our needs, the host was very prompt on our requests.Thank you "
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

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

10.0 out of 10, Exceptional, (225)
"Best vrbo host ive ever had"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (45)
"Just as described and fit our needs perfectly. Super clean"
Chic, Cozy home, by Blue Line Train Stop + Free parking

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (16)
"Really nice location and a good place to stay. There's not a full kitchen but there is a kitchenette. We were out and about most of the time so that was no problem for us. Great neighborhood. "
Charming Wrigleyville Home Close to the Cubs!

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (278)
"This property is super cute and really appreciated the spacious layout. The adults and adult aged kids could all have separate rooms/bathrooms! It was really clean throughout and well stocked. Plenty of restaurants/bars in walkable distance. The owner was super responsive to any questions/concerns. We had a rental car and utilized an onsite spot in the rear of the building. There is a quite a bit of sound bleed from the bar next store until after midnight - even in the middle of the week - so if...
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

Original Mid-Century Spanish Family Compound in Santa Fe Center

9.8 out of 10, Exceptional, (162)
"Felt snug in my own space away from town yet within comfortable walking distance to Old Town Plaza and all the surrounding shops, museums and restaurants, not to mention day trips to surrounding areas. Robert & Erica were helpful and kind from before to after two night stay. Highly recommend!"
Original Mid-Century Spanish Family Compound in Santa Fe Center

StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

10.0 out of 10, Exceptional, (249)
"Second floor apartment great for 2 people close proximity to anything you want to do we enjoyed our stay despite to cold and snowApartment was a little cold (heat pump) but plenty of extra blankets for warmth "
The price is NZ$261
includes taxes & fees
25 Mar - 26 Mar
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (32)
"I didn’t realize when I booked this unit that I would have to carry my luggage up two flight of stairs. Unit is spacious, bathroom is a little tight the only issue I experienced was NOISE, first two nights it was the heater (I think) the last night I could hear foot steps from above and on the early morning of Monday it sounded like construction. Location is great if you want to be steps from high end shopping and restaurants. "
Chic & Historic Apartment Steps from Mag Mile

The Lofts of North Main Street

9.6 out of 10, Exceptional, (125)
"This is our 2nd time staying here for a girls weekend, and it is perfect."
The price is NZ$467
includes taxes & fees
7 Apr - 8 Apr
The Lofts of North Main Street

One half block from Lincoln Park and the zoo

9.8 out of 10, Exceptional, (106)
"Clean and a perfect location for you in Chicago! Book it. This is my second time and everything was perfect."
One half block from Lincoln Park and the zoo

Spacious Shaw 2 Bedroom - Walk to Botanical Garden & Tower Grove - Pet Friendly

9.6 out of 10, Exceptional, (63)
"Thank you Diem"
Spacious Shaw 2 Bedroom - Walk to Botanical Garden & Tower Grove - Pet Friendly

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

10.0 out of 10, Exceptional, (44)
"Loved the art, books, games, comfy mattresses, clean linens… this place has it all!"
Stylish, Inviting 2-BR near Logan Square and Wrigley Field

Experience Chicago in Hip Logan Square

9.2 out of 10, Wonderful, (5)
"Very clean townhome with all the necessary amenities. Owner was quickly responsive to all communications. Relatively quiet neighborhood. Next door neighbor had a Halloween party on a Sunday night that lasted until 3am. Wasn’t horribly loud but could hear enough noise that I needed to use my noise canceling headphones to sleep. The other nights were very quiet and peaceful. Would stay there again in the future. "
Experience Chicago in Hip Logan Square

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Everything was nice and neat. They were super easy to communicate with. We had a little issue with the main building door keyless entry. Other than that everything was great."
Remodeled West Loop Apartment Near United Center

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.8 out of 10, Exceptional, (7)
"My wife and I were attending a show and stayed for a night. It's fairly close to the Aragon Ballroom and has lots of dining options nearby. The host was attentive and easy to reach. He even shoveled the snow at 11pm; as it had snowed during the show and when it was over several inches had fallen. Well done sir, cleanest walk in the neighborhood.Everything in the apartment was clean and comfortable."
The price is NZ$449
includes taxes & fees
13 Mar - 14 Mar
2-bedroom apartment just 2 minutes drive to Wrigley Field

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

10.0 out of 10, Exceptional, (93)
"Great place for me to stay for work travel! Bed is cozy and Jamie does a fantastic job making guests feel welcome and comfortable. Location was super cute as well. I would definitely stay here again. "
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

Luxurious and sanitized Studio, original adobe walls, wood floor, real sanctuary

9.6 out of 10, Exceptional, (68)
"This is a great place for one or two people. Very quiet and comfortable. Great location and the host was very responsive. "
The price is NZ$249
includes taxes & fees
14 Mar - 15 Mar
Luxurious and sanitized Studio, original adobe walls, wood floor, real sanctuary

Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach

10.0 out of 10, Exceptional, (214)
"Beautiful property.. very responsive host .. above and beyond what we expected.. and Peefect location for us .. near our daughter’s new Roger’s park apartment !! Highly recommen "
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
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 property types in Historic Route 66

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (697)
"Nice "
The price is NZ$312
includes taxes & fees
13 Mar - 14 Mar
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (447)
"A great stay! I’d definitely come back."
The price is NZ$203
includes taxes & fees
13 Mar - 14 Mar
Sonder South Wabash

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2005)
"Beautiful location in Oak Creek Canyon "
The price is NZ$581
includes taxes & fees
23 Mar - 24 Mar
Junipine Resort
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.