Historic Route 66 Holiday Rentals

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Holiday Rentals in Historic Route 66

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (429)
"Great experience overall."
The price is HK$1,329
per night
3 Jul - 4 Jul
Sentral Michigan Avenue
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, (94)
"It was perfect for my needs for the week! Great area, right across the street from a park! Within walking distance/delivery distance to several dining options! Walking distance to Rush (about 20 minutes) & had 2 bike stations within a 10 minute walk in 2 different directions! Downside was it was near a train station so it was loud when you were outside but I could barely hear it when in the apartment. Plus there was construction going on so that added to the noise. Everything in the apartment...
The price is HK$637
per night
30 Jun - 1 Jul
Sonder Market Hall
Sonder South Wabash
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (311)
"The place was great! Only complaint is that there was no closet or rack to hang my clothes. Other than that, everything was excellent."
The price is HK$1,480
per night
2 Jul - 3 Jul
Sonder South Wabash
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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, (250)
"Had some difficulty finding a USB charging port. It was located under the kitchen counter-top."
Kasa Magnificent Mile Chicago
Junipine Resort
Terrace/patio
Junipine Resort
3.5 star property
9.2 out of 10, Wonderful, (1805)
"Was so beautiful "
The price is HK$1,581
per night
9 Jun - 10 Jun
Junipine Resort
Found Chicago powered by Sonder
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (132)
"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 HK$1,304
per night
1 Jul - 2 Jul
Found Chicago powered by Sonder
Level Chicago – Old Town
Front of property – evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (214)
"Loved all the neighborhood dogs & farmers market"
The price is HK$2,048
per night
18 Jun - 19 Jun
Level Chicago – Old Town
Grand Canyon RV Glamping
Private kitchen
Grand Canyon RV Glamping
1.5 star property
9.0 out of 10, Wonderful, (442)
"Great camping experience. They have everything you need, including cornhole and board games. "
The price is HK$866
per night
9 Jun - 10 Jun
Grand Canyon RV Glamping
Sonder The Burnham
Individually decorated, individually furnished, free cots/infant beds
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (78)
"I like the hotel, I did not realize there was no cleaning services or fresh towels. After 4 days the room needed some freshing and clean wash rags and towels. There was a washing machine but doing laundry on vacation is not for me."
The price is HK$1,916
per night
7 Jul - 8 Jul
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, (34)
"Great property, very clean, staff was only a message away and very friendly. Definitely recommend and would stay again. "
The Neighborhood Hotel-Little Italy
The St. Charles Guest House, lovely historic home, fun for families and groups
Bar (on property)
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (107)
"This house was perfect for our family to hang out and hit Main Street in St. Charles. The house itself has an updated kitchen and bathrooms and has enough space for a big family chill and watch movies or play video games. It is within walking distance of all the attractions on Main Street and if you are up to it, the Ameristar casino."
The St. Charles Guest House, lovely historic home, fun for families and groups
Kasa River North Chicago
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (68)
"Room was great! Spacious, clean and perfect for a night or longer stay. View was also very nice!"
The price is HK$2,776
per night
12 Jun - 13 Jun
Kasa River North Chicago
Sonder Jewelers Row
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (107)
"Loved it "
The price is HK$1,494
per night
7 Jul - 8 Jul
Sonder Jewelers Row
Village Camp Flagstaff
Lobby sitting area
Village Camp Flagstaff
2.0 star property
9.2 out of 10, Wonderful, (62)
"The tiny home cabins were adorable and everything we needed for a couple nights traveling across country. Washer and dryer in unit and a little kitchen for making meals. The new pool and playground are awesome, and the view of the mountains in the background were the icing on the cake. Loved it!"
Village Camp Flagstaff
WoodSpring Suites Chicago Addison
1 bedroom, premium bedding, pillow-top beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (188)
"Very nice property "
The price is HK$703
per night
9 Jun - 10 Jun
WoodSpring Suites Chicago Addison
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Bar (on property)
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (185)
"We could walk to the riverfront, walking paths, shops and restaurants!"
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
MainStay Suites
Lobby
MainStay Suites
2.0 star property
7.4 out of 10, Good, (2126)
"Check in was very easy. The property for the price was very reasonable. Everything was very clean!"
MainStay Suites
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, (2123)
"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 HK$1,383
per night
10 Jun - 11 Jun
Fort Marcy Hotel Suites by All Seasons Resort Lodging
Kasa South Loop Chicago
Living area
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, (162)
"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!
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, (3082)
"I always like this place for work trips. Last couple of times the room has been too warm with no way to control the temp. "
The price is HK$1,262
per night
3 Jul - 4 Jul
Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel
Exterior
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, (1627)
"Very central location, clean, friendly staff, and affordable."
The price is HK$1,262
per night
16 Jun - 17 Jun
Central Loop Hotel
Congress Plaza Hotel
Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6867)
"Friendly check in, gorgeous historic building. Room was great, bed and pillows comfortable, fresh. Charger ports on night stands. The water - lake view was absolutely worth the sunrise over Lake Michigan! Parked in. GRANT Parking South underground lot for about half the $62 parking next to the hotel, very short walk with our bags was easy. Loved the charming room, lux plank flooring, the hallway carpets were freshly shampood. Old buildings are quirky, the hot water was neither left nor right,...
The price is HK$1,161
per night
16 Jun - 17 Jun
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

Don Laughlin's Riverside Resort Hotel & Casino

Don Laughlin's Riverside Resort Hotel & Casino

5/5 Excellent
"Very enjoyable and recommended "
A verified traveller stayed at Don Laughlin's Riverside Resort Hotel & Casino
Posted 6 hours ago
Don Laughlin's Riverside Resort Hotel & Casino