Apartments in Historic Route 66 for Rent

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Apartments in Historic Route 66

Stylish 1BR in Lakeview Chicago
Fridge, microwave, oven, stovetop

Stylish 1BR in Lakeview Chicago

8.0 out of 10, Very Good, (8)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
The price is ￥15,308
￥31,868 total
includes taxes & fees
Sep 9 - Sep 10
Stylish 1BR in Lakeview Chicago
Clean & Equipped 1BR Apt
1 bedroom, iron/ironing board, WiFi, bed sheets

Clean & Equipped 1BR Apt

8.0 out of 10, Very Good, (11)
The price is ￥13,541
￥29,798 total
includes taxes & fees
Sep 9 - Sep 10
Clean & Equipped 1BR Apt
Cozy, Fully Set-Up 1BR Space
Fridge, microwave, oven, stovetop

Cozy, Fully Set-Up 1BR Space

8.8 out of 10, Excellent, (14)
"Great place! 15 min walk to Wrigley "
The price is ￥13,541
￥30,344 total
includes taxes & fees
Sep 3 - Sep 4
Cozy, Fully Set-Up 1BR Space
Lakeview 2BR Apartment
Fridge, microwave, oven, stovetop

Lakeview 2BR Apartment

9.2 out of 10, Wonderful, (12)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
The price is ￥13,983
￥33,433 total
includes taxes & fees
Aug 25 - Aug 26
Lakeview 2BR Apartment
Charming 2BR in Vibrant Lakeview
2 bedrooms, iron/ironing board, travel crib, WiFi

Charming 2BR in Vibrant Lakeview

8.8 out of 10, Excellent, (9)
The price is ￥14,425
￥33,226 total
includes taxes & fees
Aug 19 - Aug 20
Charming 2BR in Vibrant Lakeview
Nice 1BR Spot, Unwind & Relax
TV

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (11)
"Super clean. Cozy. SAFE. Short drive to nearly every big attraction! Host was very communicative and kind!!"
The price is ￥12,511
￥28,955 total
includes taxes & fees
Sep 3 - Sep 4
Nice 1BR Spot, Unwind & Relax
Bright & Roomy 4BR in Pilsen

Bright & Roomy 4BR in Pilsen

7.8 out of 10, Good, (7)
The price is ￥17,957
￥58,464 total
includes taxes & fees
Aug 18 - Aug 19
Bright & Roomy 4BR in Pilsen
White House at Grand Central
Comfort Apartment | 1 bedroom, individually decorated, individually furnished, desk

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (114)
"It was very clean and nicely decorated. The house is a cool old building. The AC worked great (important, as it was super muggy outside.) I was only there for a couple nights but I think it would have worked well for a longer stay. "
The price is ￥13,424
￥25,161 total
includes taxes & fees
Aug 18 - Aug 19
White House at Grand Central
Your Perfect 2BR Home w/ Parking
Fridge, microwave, oven, stovetop

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very Good, (4)
"Great location, close to United Center. Our host was super and was able to help me when I couldn't follow the instructions (lol). Wish I could have had a longer stay."
The price is ￥16,191
￥37,298 total
includes taxes & fees
Sep 1 - Sep 2
Your Perfect 2BR Home w/ Parking
Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

The price is ￥8,614
￥41,542 total
includes taxes & fees
Aug 18 - Aug 19
Huge Projector and Designated Workspace - Near Wrigley!
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
2 bedrooms, WiFi, wheelchair access

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

6.0 out of 10, (2)
"Only issue was the water pressure in the bathroom was very very low. "
The price is ￥17,486
￥45,476 total
includes taxes & fees
Aug 18 - Aug 19
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (36)
"Great place to stay when you’re in town for the Cubbies! "
The price is ￥21,063
￥50,329 total
includes taxes & fees
Aug 19 - Aug 20
2-bedroom apartment just 2 minutes drive to Wrigley Field
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (17)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is ￥13,247
￥25,427 total
includes taxes & fees
Sep 2 - Sep 3
Cozy studio in Andersonville Chicago
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Fridge, microwave, oven, stovetop

Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

8.8 out of 10, Excellent, (35)
"Location was everything here. We were in town for a wedding and our puppy got spayed so this property being pet friendly was perfect. Walking distance to Wrigley, bagels, CVS. Couldn’t have asked for something more convenient. "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Cozy studio in charming Santa Fe
Property grounds

Cozy studio in charming Santa Fe

9.8 out of 10, Exceptional, (14)
"Spacious studio and comfy bed!!"
The price is ￥14,719
￥28,776 total
includes taxes & fees
Aug 18 - Aug 19
Cozy studio in charming Santa Fe
Charming Wrigleyville Home Close to the Cubs!
Exterior detail

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (28)
"Great stay"
Charming Wrigleyville Home Close to the Cubs!
Lovely 1BR Apt in Lakeview
TV, offices

Lovely 1BR Apt in Lakeview

9.6 out of 10, Exceptional, (4)
"Great apartment, great location, and excellent host."
The price is ￥13,983
￥30,315 total
includes taxes & fees
Aug 18 - Aug 19
Lovely 1BR Apt in Lakeview
Cozy & Colorful garden unit in Logan Square
TV

Cozy & Colorful garden unit in Logan Square

2.0 star property
10.0 out of 10, Exceptional, (7)
"Our stay was great - lovely little spot in a great neighborhood, close to trains and restaurants. No issues here, host was great at communicating and made sure we were doing okay. Would absolutely stay here again. "
Cozy & Colorful garden unit in Logan Square
Perfect 1BR Spot near Attractions
Fridge, microwave, oven, stovetop

Perfect 1BR Spot near Attractions

7.4 out of 10, Good, (3)
"Freshly painted and clean. Hosts were responsive. Everything we needed for our stay. Walkable area. "
The price is ￥13,983
￥30,315 total
includes taxes & fees
Aug 18 - Aug 19
Perfect 1BR Spot near Attractions
Stylish City Reno Retreat!
Private kitchen

Stylish City Reno Retreat!

7.2 out of 10, Good, (7)
Stylish City Reno Retreat!
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 Historic Route 66 Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
" The WhiteHall Hotel BW Premier Collection is fortunate to have both Felicia and Cheryl representing their establishment and welcoming guests daily. During our recent stay in the downtown Chicago area, these two exceeded expectations to ensure our stay was pleasant and rewarding. Upon check-in, we encountered an unforeseen issue with our room key, but Felicia quickly resolved the situation by providing us with a complimentary upgrade, which we greatly appreciated. Additionally, Cheryl went above and beyond by assisting us in obtaining a private car service to attend a special event we were in town for. Their exceptional service truly made our experience memorable! "
Shirley 4-night trip
Posted 9 hours ago
The Whitehall Hotel, BW Premier Collection