Photo by Erik Rowley

Cicero Vacation 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

Browse Select Cicero Vacation Homes

Breathtaking Downtown Penthouse B - Sleeps 11
8.4 out of 10, Very good, 8 reviews
"I love that when I walked in it smelled like cleaner. It was a very steep walk upstairs, but other than that, everything else was pretty great. No handicap access."
Breathtaking Downtown Penthouse B - Sleeps 11
Lincoln Park Living - Suite 1
10.0 out of 10, Exceptional, 5 reviews
"We very much enjoyed our stay. The location was great and the place was pretty quiet! The access to the train was easy and there were plenty of restaurants and spots to grab coffee."
Lincoln Park Living - Suite 1
Stunning Duplex Condo #1 - Downtown River North
10.0 out of 10, Exceptional, 3 reviews
"Great location, ample space & good communication throughout stay."
Stunning Duplex Condo #1 - Downtown River North
Luxury Downtown Penthouse with Private Rooftop!
10.0 out of 10, Exceptional, 6 reviews
"This is a fabulous alternative to a hotel. It’s one block from the brown line which made getting around very easy. We loved the modern decor and furnishings. We had plenty of room to relax and spread out after spending our time sightseeing. The only suggestions I might leave the host is that blackout curtains would be nice, and the towels were a bit thin. Otherwise, 5 stars!"
Luxury Downtown Penthouse with Private Rooftop!
Brownstone in Gold Coast - Downtown
10.0 out of 10, Exceptional, 11 reviews
"Dans place was perfect. You can’t beat the location — a beautiful brownstone in one of the best parts of the city. It had everything we needed. Will definitely be back!"
Brownstone in Gold Coast - Downtown
national historic home near downtown airports no parties no events
9.0 out of 10, Wonderful, 21 reviews
"It was an amazing property so quiet and calm area lovely host super great with communication and answering any questions I had"
The price is CA $411
CA $472 total
includes taxes & fees
Jun 25 - Jun 26
national historic home near downtown airports no parties no events
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
9.8 out of 10, Exceptional, 9 reviews
"The ceilings are tall and space is welcoming. The tile in the shower was really cool and the towels were perfect. It was nice to have an open kitchen available but I did not need it as the food in the neighborhood was so yummy. The bed was awesome and the pillow was incredible. To top it off a client came over and we played pool. Another thing I enjoyed was the shoes at the door policy… clean spaces start with no shoes and this place is clean and stylish. Great location and I am happy to give...
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, 4 reviews
"Neighborhood was quiet! Rental was exactly as shown online. Was able to easily find the rental with no problem. Overall great stay."
Cozy Home Sweet Homewood.
Breathtaking Downtown Penthouse A - Sleeps 11!
9.6 out of 10, Exceptional, 5 reviews
"This place was perfect for my husband and I and our 5 kids. The bunk beds were squeaky but kids were sleeping on them, so it wasn't scary. The property was definitely a bit banged up (scuffs on walls, shifty toilet), but overall it was comfortable, had enough kitchen supplies, and the kids loved it."
Breathtaking Downtown Penthouse A - Sleeps 11!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
cozy home in Bridgeport Chicago. walking to park and river front
10.0 out of 10, Exceptional, 1 review
"Staying at this VRBO house in Chicago was an absolute knockout! The location was perfect for catching the wrestling show with my friends, and the house itself was spacious, clean, and had all the amenities we needed. From comfy beds to a fully equipped kitchen, we felt right at home. The host was super accommodating and made check-in a breeze. Definitely a five-star experience – would book again in a heartbeat!"
cozy home in Bridgeport Chicago. walking to park and river front
Chicago-burb -Medinah -1 King and 1 Queen beds
9.8 out of 10, Exceptional, 6 reviews
"We enjoyed our stay here very much! The extended driveway that goes back to the private entrance was convenient! The bedrooms on opposite sides of the living and kitchen rooms was perfect for privacy! Bathrooms were nice as well as all the furnishings. The location was perfect, quiet but convenient. The beds are super comfy! Book this place, u will be happy you did!! Great communication with the host also!"
Chicago-burb -Medinah -1 King and 1 Queen beds
Stunning 2 Floor Penthouse Downtown
9.0 out of 10, Wonderful, 2 reviews
"We had a smooth stay with our group. The apartment is quite nice, including a large back patio, garage parking, and plenty of beds and bathrooms. We enjoyed the open kitchen, dining, and living spaces. We were able to cook meals and made good use of the beautiful kitchen island and available cookware. The location is close enough to get to the Blue line to/from O'Hare and walk to West Loop or Wicker Park. Cons: - The property managers use Guesty, and require some additional ID checks +...
Stunning 2 Floor Penthouse Downtown
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
10.0 out of 10, Exceptional, 1 review
"First let me say that I had an amazing stay in the city! The property was in walking distance to all of what downtown Chicago has to offer. Checking in and out was a breeze! The accommodations accompanied with the view of the city made an amazing stay that much more enjoyable! The host, Dan was awesome and responded quickly to any questions I had! What awesome customer service! I can’t wait to book again! Thanks again for everything!"
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
9.0 out of 10, Wonderful, 44 reviews
"Communication was fantastic. Location is excellent. I stayed there with my wife and kids and there was plenty of room. Would be great for a big group of friends or a bachelor party weekend."
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Modern Open Concept Home with Pool Table by Train Station
8.8 out of 10, Excellent, 13 reviews
"The home was very comfortable - it was modern and the beds were good. Unfortunately the repairs to make it rentable were not high quality. The bathroom sink in the half bath was leaking when we arrived. The door frame of the basement bathroom had fallen off & was lying on the floor when we arrived. The shower door in the upstairs bathroom would not stay on the track. However , none of these problems would deter me from renting again. They were just inconveniences."
Modern Open Concept Home with Pool Table by Train Station
Your Next Vacation Home
10.0 out of 10, Exceptional, 13 reviews
"First time at a VRBO. Property was perfect for my family gathering. Kitchen had all amenities you could ask for. Clean and neat. Beautifully decorated. I would stay here again without hesitation."
The price is CA $308
CA $512 total
includes taxes & fees
Jul 11 - Jul 12
Your Next Vacation Home
Luxe Haus of Love—Renovated 1938 Cape Cod |Heated FLRS |420+
10.0 out of 10, Exceptional, 12 reviews
"We loved staying at this property. We always opt for VRBO and other home rentals when we travel and I always do extensive research on each property/neighborhood before I book. This property ranks as one of our top experiences and we've traveled all over the world. The home itself is lavishly renovated and comfortably appointed. TONS of sleeping options, many sparklingly clean bathrooms, two dining areas, two sitting areas, a lovely (and quiet) backyard, and an impressive kitchen all with...
The price is CA $775
CA $1,289 total
includes taxes & fees
Jul 8 - Jul 9
Luxe Haus of Love—Renovated 1938 Cape Cod |Heated FLRS |420+
Quick Access to O'Hare and Chicago downtown
9.8 out of 10, Exceptional, 7 reviews
"It was very clean! The parking can be difficult, but otherwise no complaints! Very close to restaurants and shopping. "
Quick Access to O'Hare and Chicago downtown
Elegant Mayor's Manor in Central Chicago - 9 Beds
9.6 out of 10, Exceptional, 8 reviews
"Place was as described and worked perfect for our stay."
Elegant Mayor's Manor in Central Chicago - 9 Beds
Don't see what you're looking for?
See all available properties in Cicero
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 property types in Cicero

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, 455 reviews
"Great location and the view was fabulous! We had a very comfortable stay. Communication was excellent."
The price is CA $221
CA $299 total
includes taxes & fees
Jul 1 - Jul 2
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, 106 reviews
"I didn't like that i couldn't select an early check in the day of. I wasn’t sure how long travel from the airport and for lunch would be. It was really annoying to wait until 4pm on the dot. Also most hotels let you check in at 3. I didnt know it would have a fukk kitchen so that was great, not entirely necessary but i did use it! I liked the 24 hour gym access and the stairs being open. I wish there were more stores nearby but the park was great and I was able to walk to a dope restaurant....
The price is CA $151
CA $178 total
includes taxes & fees
Jul 2 - Jul 3
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, 324 reviews
"The location is superb, walking distance from major attractions. Also very easily accessible. Nice property."
The price is CA $205
CA $240 total
includes taxes & fees
Jul 2 - Jul 3
Sonder South Wabash
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.

Cicero Vacation Homes information

Number of reviews
177
Accommodation
644 Vacation Homes
Lowest Price
CA $308
Highest Price
CA $775

Recent Reviews in Cicero
Expedia verified reviews