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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Featured Condo Rentals in Historic Route 66 and around

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

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

9.6 out of 10, Exceptional, (36)
"I texted the host a question and he almost immediately got back to me and talked me through the entire check-in process, and he didn’t hang up until he was sure we were able to get in! This was my first out-of-state trip with my boyfriend, so it was an enormous relief to have such a dedicated host to help us out! Additionally, the interior was tidy and very pleasantly decorated!"
The price is €177
includes taxes & fees
25 Mar - 26 Mar
Chic Suite/Mins to L Train /Laundry/Free Parking
NEW LUXURY PENTHOUSE CONDO
Terrace/patio

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (168)
"My friends and I have driven down to Chicago every year now for around 4 years and we've stayed at different places each time. This place was the best one we've stayed at yet! Highly stocked and well-organized kitchen as well. Would highly recommend."
NEW LUXURY PENTHOUSE CONDO
Visitors Love the Location, I Love the View!
Miscellaneous

Visitors Love the Location, I Love the View!

10.0 out of 10, Exceptional, (400)
"Great view and convenient location. The hostess was easily contacted and accommodating."
Visitors Love the Location, I Love the View!
Skiing, Shopping, Galleries, and the best Food in the Southwest!!! Sunsets!
Fridge, microwave, oven, stovetop

Skiing, Shopping, Galleries, and the best Food in the Southwest!!! Sunsets!

10.0 out of 10, Exceptional, (256)
"This was a lovely home for 2 couples to stay in Santa Fe. The host was easy to communicate with during our stay. The neighborhood was quiet yet close enough to get city center to walk. We would stay there again and highly recommend this property.It was "
Skiing, Shopping, Galleries, and the best Food in the Southwest!!! Sunsets!
Walk to Plaza From 2/2 Adobe bungalow
Outdoor dining

Walk to Plaza From 2/2 Adobe bungalow

9.8 out of 10, Exceptional, (75)
"We absolutely adored this home. It was beautifully decorated, the beds were comfortable and the kitchen well supplied. "
Walk to Plaza From 2/2 Adobe bungalow
NEW LUXURY CONDO WITH PATIO DECK
Fridge, microwave, oven, stovetop

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (156)
"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "
NEW LUXURY CONDO WITH PATIO DECK
Left Frame Lofts 210, Where history meets Luxury
Interior

Left Frame Lofts 210, Where history meets Luxury

9.6 out of 10, Exceptional, (26)
"A few small issues, but very quick response and was fixed. Very clean place and close to activities. Having a parking garage was nice. The view was amazing and the place very clean. Places to eat and get drinks within walking distance. "
The price is €311
includes taxes & fees
16 Mar - 17 Mar
Left Frame Lofts 210, Where history meets Luxury
Perfect location for everything Santa Fe has to offer! Cool air conditioning
Exterior

Perfect location for everything Santa Fe has to offer! Cool air conditioning

9.8 out of 10, Exceptional, (219)
"Great location. We laughed because everything we wanted to do was always a 10 min drive from our place in the map app. Thank you for a great lodging experience. "
Perfect location for everything Santa Fe has to offer! Cool air conditioning
2 Bedroom Condo On The Banks Of Oak Creek
Terrace/patio

2 Bedroom Condo On The Banks Of Oak Creek

9.2 out of 10, Wonderful, (198)
"Loved this little cabin, the fireplaces in living and master were great with the cold weather! Cabin is like in pictures. Didn’t use upstairs bedrooms but would be great for small family. Only negative was there was no kitchen towels/washcloths but made due with other bathrooms towels to dry etc.Will return again!"
2 Bedroom Condo On The Banks Of Oak Creek
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Smart TV, fireplace, printers

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

10.0 out of 10, Exceptional, (88)
"Property perfectly located near Wrigley Field, superbly clean and appointed."
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Wyndham Flagstaff- 1 Bedroom Condo
Outdoor dining

Wyndham Flagstaff- 1 Bedroom Condo

10.0 out of 10, Exceptional, (9)
"Nice property. We stayed 11 days. Place had everything one would need to relax, which was our goal and what we did. Property is getting little tired. Carpeting in main room is dirty and should be replaced. If we owned the property, we would put in hard wood floors that could be kept clean. Also, the crank out window in the main room needs new hardware. When we arrived on January 24, it was open about 4" making the hearing system run nearly non stop. We were able to get the window closed...
Wyndham Flagstaff- 1 Bedroom Condo
Charming Santa Fe condo
Fridge, microwave, oven, stovetop

Charming Santa Fe condo

10.0 out of 10, Exceptional, (141)
"Loved this condo! Beautifully decorated and so many thoughtful details to make it feel like home. This is by far, the best VRBO we have ever rented. Great location, Carol was very responsive. Highly recommend!"
Charming Santa Fe condo
Heart of Santa Fe - Charming 1 Bd/1 Bth Condo Casita with Private Courtyard!
Outdoor spa tub

Heart of Santa Fe - Charming 1 Bd/1 Bth Condo Casita with Private Courtyard!

9.8 out of 10, Exceptional, (53)
"Clean and cozy"
Heart of Santa Fe - Charming 1 Bd/1 Bth Condo Casita with Private Courtyard!
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (13)
"Everything was as advertised. Neighbors with dogs barking in the night and car honking/other outside elements can be disruptive if you're a light sleeper. Very quick and fast communication with host even at 2am. Would recommend."
Experience Chicago living near United Center
Stunning 3 BR in prime Chicago location
Fridge, microwave, oven, stovetop

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (88)
"A clean, spacious, affordable option in a perfect location in Lincoln Park. Plan to return in the future."
Stunning 3 BR in prime Chicago location
Pet-Friendly Urban Chicago Vacation Rental Condo
Beach nearby

Pet-Friendly Urban Chicago Vacation Rental Condo

9.2 out of 10, Wonderful, (14)
"Great place to stay. Close to everything. Nice and clean "
Pet-Friendly Urban Chicago Vacation Rental Condo
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Fridge, microwave, coffee/tea maker, dining tables

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

9.6 out of 10, Exceptional, (22)
"Pics didn’t really line up with the place, but that’s okay. Area was pretty safe, easy to drive around. Hard to get ahold of owners at times, but besides that, it was a good time."
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Classic Lincoln Park 2 bedroom condo- parking included
Point of interest

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (63)
"The condo was well equipped including dishwasher and washing machine. Location was convenient to Fullerton bus and Metra line to Evanston. We enjoyed our stay!"
Classic Lincoln Park 2 bedroom condo- parking included
Placid home with new fireplace, full kitchen, gas grill, patio, & washer/dryer
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (22)
"We really loved the look of this place. It was peaceful and the area was quiet and beautiful. It had a few imperfect parts but all in all would stay here again"
Placid home with new fireplace, full kitchen, gas grill, patio, & washer/dryer
Chic Urban Retreat Near Wrigley Field w/Parking
Miscellaneous

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (10)
"The property was nice. It had everything we needed, close to a store, restaurants and the train. "
Chic Urban Retreat Near Wrigley Field w/Parking
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
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (696)
"Nice "
The price is €164
includes taxes & fees
13 Mar - 14 Mar
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (447)
"A great stay! I’d definitely come back."
The price is €102
includes taxes & fees
1 Apr - 2 Apr
Sonder South Wabash
Junipine Resort
Terrace/patio

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2005)
"Units are very large and a lot of space and sleeping arrangements are great. Very nice location. There are no restaurants near by."
The price is €304
includes taxes & fees
23 Mar - 24 Mar
Junipine Resort
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.