Search Condo Rentals in Historic Route 66

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Compare 21 Condo Rentals in Historic Route 66 with updated reviews, rates, and availability.

Visitors Love the Location, I Love the View!

10.0 out of 10, Exceptional, (391)
"Great place! The view is beautiful especially if you catch the sunrise. Everything we needed to make our Thanksgiving dinner was in the kitchen. The place was comfortable, welcoming and well stocked. The owner was very responsive and had great suggestions about things to do in the area."
Visitors Love the Location, I Love the View!

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (83)
"Very close to the train. Good location "
Stunning 3 BR in prime Chicago location

Left Frame Lofts 210, Where history meets Luxury

9.8 out of 10, Exceptional, (20)
"The lifts are always clean and the esthetic of each loft is astonishing this is my 2nd time booking and I will continue to do so ! The host is great and responsive !"
The price is SAR 617
SAR 1,260 total
includes taxes & fees
29 Dec - 30 Dec
Left Frame Lofts 210, Where history meets Luxury

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (152)
"We had a great stay, location was great, very clean, beautifully remodeled, the bathroom felt like a 5 star hotel with all the upgrades they've done. The first night the refrigerator stopped working, they immediately went over to try to fix it but were unsuccessful, they offered to purchase ice for us and by the next day they had purchased and installed a new refrigerator. Overall, we had a great experience and would definitely stay here again. "
NEW LUXURY CONDO WITH PATIO DECK

Hidden East Village Gem

9.6 out of 10, Exceptional, (29)
"Perfect spot for a family. Visiting for husband’s conference. Great neighborhood and easy to get to all tourist attractions. Highly recommend. All our needs were anticipated. "
Hidden East Village Gem

Placid home with new fireplace, full kitchen, gas grill, patio, & washer/dryer

9.4 out of 10, Exceptional, (19)
"It was nice to relax after a long day of moving kids into college."
Placid home with new fireplace, full kitchen, gas grill, patio, & washer/dryer

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
The price is SAR 339
SAR 749 total
includes taxes & fees
4 Jan - 5 January 2025
Chic Suite/Mins to L Train /Laundry/Free Parking

Walking distance to restaurants, shops and Lake Michigan,

9.8 out of 10, Exceptional, (194)
"The apartment is beautifully decorated and updated. Ross, the host gave us a welcome tour and everything was clearly explained. Beds are comfortable and rooms are spacious. We were relieved our rental minivan (just barely) fit in the garage! We did the kitchen wasn't as well equipped as we would have liked, but we were cooking a Thanksgiving meal which may have been a bit ambitious. The meal turned out well and we enjoyed our stay immensely!"
Walking distance to restaurants, shops and Lake Michigan,

3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena

9.8 out of 10, Exceptional, (21)
"This was the perfect spot for our family's getaway. We love going to chinatown and it was ready to get to chinatown with walking distance. Definitely recommend!"
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena

Perfect Weekend Getaway! Condo With Great River Views! Pool!

9.8 out of 10, Exceptional, (129)
"The unit was perfect for a weekend getaway! "
The price is SAR 451
SAR 574 total
includes taxes & fees
27 Dec - 28 Dec
Perfect Weekend Getaway! Condo With Great River Views! Pool!

Your Riverfront Relaxing Vacation Home

9.8 out of 10, Exceptional, (55)
"The condo was in a great shape and Laura was a great host and made everything run smoothly!"
Your Riverfront Relaxing Vacation Home

Parking included and longer stays encouraged in Lincoln Park

9.8 out of 10, Exceptional, (62)
"The apartment was as promised, home like with basic pantry supplies. Close to downtown and walkable to Second City."
Parking included and longer stays encouraged in Lincoln Park

Experience charm in Historic Eastside, just a quick 5min drive to Santa Fe Plaza

9.4 out of 10, Exceptional, (41)
"I love the koi pond, the entry was leveled a bit higher but we rented a small suv that was perfect, the bed was amazingly comfortable to sleep on. Everything was clean, close to everything. I would recommend this casita. "
Experience charm in Historic Eastside, just a quick 5min drive to Santa Fe Plaza

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (174)
"We were very pleased with the property. Stayed there over the Thanksgiving holiday & weekend while visiting my older daughter. Nice neighborhood & easy location to get to other parts of the city. Everything was as depicted in the description and communication with management was excellent. Would stay here again."
Walking distance to restaurants, shops and Lake Michigan,

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center

Unique to Santa Fe, this industrial condo is 5 mins to Railyard, 7 mins to Plaza

10.0 out of 10, Exceptional, (11)
"Quirky, charming and the perfect space for me and my two best friends!"
Unique to Santa Fe, this industrial condo is 5 mins to Railyard, 7 mins to Plaza

Cozy Southwest Style Santa Fe Condo!

10.0 out of 10, Exceptional, (46)
"Very quiet and peaceful. Beautiful spot close to downtown Santa Fe. Very clean facility. "
Cozy Southwest Style Santa Fe Condo!

The Upscale Getaway Near Downtown

9.8 out of 10, Exceptional, (81)
"Alex was helpful in every way possible and the place was perfect in every way and so well appointed "
The Upscale Getaway Near Downtown

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

9.4 out of 10, Exceptional, (22)
"We could not have asked for a better host & the place was awesome. Thank you"
The price is SAR 1,011
SAR 2,026 total
includes taxes & fees
6 Jan - 7 January 2025
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

Brilliant Downtown Chicago 3-Bedroom Condominium

10.0 out of 10, Exceptional, (43)
"Apartment was as shown on Vrbo website - comfortable and clean. Good location, easy access and nearby parking. Kitchen well equipped, bathrooms modern and good towels and bed linens. Only modest issue is that the heating system is really quite loud when on. "
Brilliant Downtown Chicago 3-Bedroom Condominium
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, (626)
"I have stayed at this property 3 times now and every time has been amazing. They have become the only place I will stay at in the city. The location is great with a parking garage around the corner at is very cheap. You get so many more amenities than a hotel and is an overall great experience. I highly recommend."
The price is SAR 412
SAR 594 total
includes taxes & fees
24 Dec - 25 Dec
Sentral Michigan Avenue

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (1940)
"Amazing stay at a beautiful property. Far exceeded our expectations. Beautiful views"
The price is SAR 798
SAR 909 total
includes taxes & fees
5 Jan - 6 January 2025
Junipine Resort

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (342)
"The property location was great. The room was very spacious. The only knock was there was not a tv in the bedroom."
Kasa Magnificent Mile Chicago
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.