Historic Route 66 Vacation Rentals

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Vacation Rentals in Historic Route 66

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, 418 reviews
"I just wish that the valet parking wasn’t $75 a night! What a nightmare! Asides from that, it’s super clean and super easy to check in, and there’s an infinity pool!"
The price is P11,028
P14,668 total
includes taxes & fees
Jun 16 - Jun 17
Sentral Michigan Avenue
Junipine Resort
Terrace/patio
Junipine Resort
3.5 star property
9.2 out of 10, Wonderful, 1,800 reviews
"Enjoy Sedona's beautiful scenery up close during our stay at the Junipine Resort."
The price is P11,853
P13,500 total
includes taxes & fees
Jun 27 - Jun 28
Junipine Resort
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.4 out of 10, Very Good, 92 reviews
"Really pleased with my stay at the Market Hall. The process was extremely easy to reserve and access the room. The room was better than expected. I would definitely stay here again. Thanks Sonder!! "
The price is P5,712
P6,705 total
includes taxes & fees
Jun 30 - Jul 1
Sonder Market Hall
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Sonder South Wabash
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, 307 reviews
"I loved staying at Sonder South while in Chicago. It was like home away from home. "
The price is P10,653
P12,507 total
includes taxes & fees
Jun 6 - Jun 7
Sonder South Wabash
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, 244 reviews
"Great place! I will definitely stay there again. "
The price is P11,493
P19,402 total
includes taxes & fees
Jun 5 - Jun 6
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, 210 reviews
"Nice"
The price is P16,400
P20,250 total
includes taxes & fees
Jun 16 - Jun 17
Level Chicago – Old Town
Grand Canyon RV Glamping
Private kitchen
Grand Canyon RV Glamping
1.5 star property
9.0 out of 10, Wonderful, 433 reviews
"We’ve stayed here several times and I’d have to say the staff is not the most friendliest as prior . 1 coffee packet for my entire week stay ? Workers driver around and around watching you and not even to greet you as before . The price is different when arriving and not by a few dollars . The RV had enough space for 7 people to stay and because I put two adults and I arrived with 5 people they charged me an additional $120 bucks . "
The price is P3,743
P8,906 total
includes taxes & fees
Jun 2 - Jun 3
Grand Canyon RV Glamping
Found Chicago powered by Sonder
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, 130 reviews
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is P11,082
P13,010 total
includes taxes & fees
Jun 30 - Jul 1
Found Chicago powered by Sonder
Sonder The Burnham
Exterior
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, 69 reviews
"It was close to Willis. The communication was great which made it easy to navigate. Room was clean and comfortable. The only thing I would suggest is to put a chair of some kind in there. The only place to sit was on the bed and I am not very fond of eating food on the bed. Other than that, great stay"
The price is P13,244
P15,548 total
includes taxes & fees
Jun 12 - Jun 13
Sonder The Burnham
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, 33 reviews
"Great property, very clean, staff was only a message away and very friendly. Definitely recommend and would stay again. "
The Neighborhood Hotel-Little Italy
Village Camp Flagstaff
Lobby sitting area
Village Camp Flagstaff
2.0 star property
9.4 out of 10, Exceptional, 58 reviews
"Beautiful cabin and amenities! "
Village Camp Flagstaff
Kasa River North Chicago
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, 67 reviews
"The building was clean and attractive. Security on site. Breakfast options close by. All the best sites walking distance. Units was amazing. Kasa very engaged and accessible. River Walk, boat excursions etc. Tours etc. Right there. Rooftop pool and all amenities on site wow!"
The price is P10,015
P11,757 total
includes taxes & fees
Jun 5 - Jun 6
Kasa River North Chicago
Sonder Jewelers Row
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very Good, 104 reviews
"Loved it "
The price is P13,096
P15,374 total
includes taxes & fees
Jun 18 - Jun 19
Sonder Jewelers Row
WoodSpring Suites Chicago Addison
1 bedroom, premium bedding, pillowtop beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, 188 reviews
"Very nice property "
The price is P5,267
P5,583 total
includes taxes & fees
Jun 2 - Jun 3
WoodSpring Suites Chicago Addison
Fort Marcy Hotel Suites by All Seasons Resort Lodging
Private kitchen
Fort Marcy Hotel Suites by All Seasons Resort Lodging
3.0 star property
8.8 out of 10, Excellent, 2,122 reviews
"The unit was right across the street from the White Cross of the Martyrs monument and the trail from there down to town below. The view from the unit was spectacular! The unit itself was okay - fine for our needs and what we wanted in a unit, but nevertheless is a bit run down - water stains on a wall, average facilities, construction next door. "
The price is P10,366
P15,143 total
includes taxes & fees
Jun 3 - Jun 4
Fort Marcy Hotel Suites by All Seasons Resort Lodging
White House at Grand Central
Individually decorated, individually furnished, desk, laptop workspace
White House at Grand Central
3.0 star property
9.0 out of 10, Wonderful, 71 reviews
"Great and stay nice and quiet, clean comfortable will book again soon"
The price is P4,132
P11,816 total
includes taxes & fees
Jun 4 - Jun 5
White House at Grand Central
Arbor Suites at the Mall
Premium bedding, blackout drapes, iron/ironing board, free WiFi
Arbor Suites at the Mall
2.0 star property
7.4 out of 10, Good, 2,122 reviews
"This was an amazing property!! So clean and fresh and it felt like a being in an apartment. It sleeps at least 4 adults 2 kids. (We had the two king beds and the pullout couch) plus it had a full sized refrigerator and a stove and dishwasher!! Separate bathrooms between the upstairs bedroom and the downstairs bedroom made it nice too. Plus the blackout curtains were great!! 10/10!!!"
The price is P5,479
P6,234 total
includes taxes & fees
Jun 3 - Jun 4
Arbor Suites at the Mall
Kasa South Loop Chicago
Living area
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, 161 reviews
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
Historic, Renovated Fire Station Vacation Rental!
Interior
Historic, Renovated Fire Station Vacation Rental!
3.5 star property
Historic, Renovated Fire Station Vacation Rental!
Sonder The Plymouth
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very Good, 68 reviews
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is P12,784
P15,008 total
includes taxes & fees
Jul 2 - Jul 3
Sonder The Plymouth
Don't see what you're looking for?
See all available properties in Historic Route 66
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.

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

Club Quarters Hotel, Central Loop, Chicago
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, 3,072 reviews
"Great"
The price is P8,261
P9,699 total
includes taxes & fees
Jul 2 - Jul 3
Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel
Exterior
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, 1,620 reviews
"check in and check out my was so easy staff very friendly area super easy to navigate"
The price is P8,261
P9,699 total
includes taxes & fees
Jul 1 - Jul 2
Central Loop Hotel
Congress Plaza Hotel
Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, 6,822 reviews
"No hot water during whole stay. Had to shower in a fellow traveller's room."
The price is P9,651
P11,330 total
includes taxes & fees
Jun 19 - Jun 20
Congress Plaza Hotel
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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Recent reviews of Historic Route 66 properties
Expedia verified reviews

The Aquarius Casino Resort, BW Premier Collection

The Aquarius Casino Resort, BW Premier Collection

5/5 Excellent
"Last minute staying, was able to get me a nice affordable room. "
A verified traveler stayed at The Aquarius Casino Resort, BW Premier Collection
Posted 13 hours ago
The Aquarius Casino Resort, BW Premier Collection