Historic Route 66 Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Historic Route 66

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (726)
"Great family place to stay. "
The price is NZ$271
includes taxes & fees
14 Apr - 15 Apr
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (466)
"No access to gym"
The price is NZ$221
includes taxes & fees
16 Apr - 17 Apr
Sonder South Wabash

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2037)
"Heard the creek and saw the forest when I entered my room and that was the beginning of a wonderful stay. Staff was friendly and attentive too. A great place to recharge."
The price is NZ$462
includes taxes & fees
12 May - 13 May
Junipine Resort

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (271)
"Very clean l, quiet and well thought out. Had everything we needed and the bed was super comfortable! Great having a 12 cup coffee pot! Parking was close and although not a lot of close options to restaurants or shopping, there were many more options within a 15-20 min walk. Would definitely stay here again!"
The price is NZ$253
includes taxes & fees
20 Apr - 21 Apr
Sonder Market Hall

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (157)
"Lovely bedding, beautiful bathroom, very well equipped. However there was a lot of noise from exposed pipes on the ceiling, and some noise from other people nearby. If it had better sound insulation I would definitely stay again. "
The price is NZ$253
includes taxes & fees
20 Apr - 21 Apr
Sonder The Burnham Apartments

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (301)
"Safe, beautiful suite that includes full kitchen, staff was very kind"
The price is NZ$369
includes taxes & fees
20 Apr - 21 Apr
Level Chicago – Old Town

Sonder Onterie

3.5 star property
8.6 out of 10, Excellent, (12)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is NZ$266
includes taxes & fees
23 Apr - 24 Apr
Sonder Onterie

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (387)
"This location was excellent. Red line, Whole foods , Trader Joes and Giardanos all 1-2 blocks. TV was streaming only, no local channels. Area felt very safe. I used the full kitchen nightly. Great value. Super easy check in and out."
Kasa Magnificent Mile Chicago

Sonder Jewelers Row

3.5 star property
8.4 out of 10, Very good, (145)
"This was the perfect stay for us this past weekend "
The price is NZ$230
includes taxes & fees
15 Apr - 16 Apr
Sonder Jewelers Row

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (274)
"We had a great time"
Kasa South Loop Chicago

Grand Canyon RV Glamping

1.5 star property
9.0 out of 10, Wonderful, (525)
"Good location with a nice RV that accomodated 3 people well."
The price is NZ$287
includes taxes & fees
21 Apr - 22 Apr
Grand Canyon RV Glamping

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (146)
"Very clean property, very convenient area offering restaurants, bars, groceries within walkin distance. Staff/owners very helpful. Answered all our questions promptly. Overall very pleased with our stay and I highly recommend this hotel when visiting Chicago."
The Neighborhood Hotel-Little Italy

Arizona Mountain Inn and Cabins

3.0 star property
8.4 out of 10, Very good, (231)
"Good "
The price is NZ$336
includes taxes & fees
14 Apr - 15 Apr
Arizona Mountain Inn and Cabins

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (96)
"The location for this property was ideal for the main areas in Chicago. We had a 4 bedroom apartment. They were spacious enough for what we needed. We did have an issue with no remote control but the live chat sorted that within minutes. "
The price is NZ$305
includes taxes & fees
12 May - 13 May
Sonder The Plymouth

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (33)
"Very very cozy and clean! All messages and questions were answered promptly, and checking in and out was smooth! getting into the building was easy, everything was perfect. "
The price is NZ$217
includes taxes & fees
21 Apr - 22 Apr
Sonder The Opal

All Towne Suites

2.0 star property
9.2 out of 10, Wonderful, (207)
"Very welcoming and helpful at the desk. Thank you!"
The price is NZ$154
includes taxes & fees
14 Apr - 15 Apr
All Towne Suites

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (101)
"clean and comfortable"
The price is NZ$315
includes taxes & fees
21 Apr - 22 Apr
White House at Grand Central

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (135)
"Wow was the word we all exclaimed when we walked in the door. Beautiful corner rooms, light and airy, wonderful experience. "
The price is NZ$238
includes taxes & fees
20 Apr - 21 Apr
Kasa River North Chicago

Fort Marcy Hotel Suites by All Seasons Resort Lodging

3.0 star property
8.8 out of 10, Excellent, (2174)
"Fully equipped unit.. "
The price is NZ$382
includes taxes & fees
15 Apr - 16 Apr
Fort Marcy Hotel Suites by All Seasons Resort Lodging

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (47)
"I was in the mood to walk, so I put on my sneakers and did just that. The property is a little off the beaten track, and I was not that impressed with Greek Town, but I would stay again because the property itself was quite nice. "
The price is NZ$282
includes taxes & fees
20 Apr - 21 Apr
Sonder Greektown
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.
Don't see what you're looking for?
See all available properties in Historic Route 66
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Historic Route 66 you may be interested in

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3400)
"pet friendly "
The price is NZ$247
includes taxes & fees
20 Apr - 21 Apr
Club Quarters Hotel, Central Loop, Chicago

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very good, (3879)
"Excellent quick friendly service! Staff is outstanding:)"
The price is NZ$272
includes taxes & fees
20 Apr - 21 Apr
Embassy Suites by Hilton Chicago Downtown River North

The Aquarius Casino Resort, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (6282)
"Great meal deals"
The price is NZ$120
includes taxes & fees
14 Apr - 15 Apr
The Aquarius Casino Resort, BW Premier Collection
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.