Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Cottages
Estates
Homes
Studios
Townhomes
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Chicago Apartment Rentals with Online Payment(87)

87 Results
Book it Now!
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
    (61)
    Book it Now!
    2 - 4 night minimum stay
    • 3 BR,
    • 1 BA,
    • 1 HF BA,
    • Sleeps 6
      (56)
      Book it Now!
      3 - 7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (55)
        Book it Now!
        3 - 7 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 6
          (58)
          Book it Now!
          3 - 7 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 6
            (56)
            Book it Now!
            3 - 7 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 6
              (35)
              Book it Now!
              3 - 4 night minimum stay
              • 2 BR,
              • 1 BA,
              • 1 HF BA,
              • Sleeps 6
                (31)
                Book it Now!
                4 night minimum stay
                • 2 BR,
                • 1 BA,
                • Sleeps 4
                  (42)
                  Book it Now!
                  3 - 7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    (18)
                    3 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 6
                      (62)
                      Book it Now!
                      2 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 8
                        (8)
                        Book it Now!
                        3 - 5 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                          (6)
                          Book it Now!
                          3 - 7 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                            (4)
                            Book it Now!
                            3 - 5 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 4
                              (3)
                              Book it Now!
                              3 - 4 night minimum stay
                              • 1 BR,
                              • 1 BA,
                              • Sleeps 2
                                Book it Now!
                                2 - 30 night minimum stay
                                • 2 BR,
                                • 1 BA,
                                • Sleeps 22
                                  1 Review
                                  Book it Now!
                                  3 night minimum stay
                                  • 3 BR,
                                  • 1 BA,
                                  • Sleeps 8
                                    Book it Now!
                                    3 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 3
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        (17)
                                        2 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          Book it Now!
                                          2 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 8
                                            (4)
                                            $159 - $349
                                            per night
                                            Book it Now!
                                            3 - 5 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              1 Review
                                              Book it Now!
                                              3 - 4 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 2
                                                Book it Now!
                                                3 night minimum stay
                                                • 1 BR,
                                                • 1 BA,
                                                • Sleeps 4
                                                  30 night minimum stay
                                                  • 4 BR,
                                                  • 2 BA,
                                                  • Sleeps 10
                                                    (10)
                                                    $600 - $1,000
                                                    per night
                                                    Book it Now!
                                                    4 - 5 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 8
                                                      3 night minimum stay
                                                      • 4 BR,
                                                      • 2 BA,
                                                      • Sleeps 10
                                                        1 Review
                                                        Book it Now!
                                                        3 night minimum stay
                                                        • 1 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                          1 Review
                                                          Book it Now!
                                                          4 night minimum stay
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • Sleeps 4
                                                            (26)
                                                            Book it Now!
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • Sleeps 6
                                                              (11)
                                                              Advertisement
                                                               

                                                              Recent Chicago Reviews

                                                              Great Property - Great Location

                                                              5 of 5
                                                              Just finished a week's stay and loved the unit and loved the location. Steps from the subway, a grocery store and tremendous restaurants. The unit was in great shape - even very nice fluffy towels. Plan on staying here again.
                                                              • Submitted: Sep 11, 2014
                                                              • Stayed: Aug 2014

                                                              Excellent

                                                              5 of 5
                                                              We spent 5 days at Carl's rental apartment in Lincoln Square while visiting my parents who live in Albany Park. The rental was steller - exactly as described, spotless, spacious, and comfortable. The location is perfect, great for walking around and enjoying what the immediate neighborhood has to offer, and super close to the El to get anywhere else in the city. I highly recommend this unit or any others Carl has to offer. He is wonderful to deal with and made the whole process easy and non stressful. My only complaint is that I did not have a longer time to stay in Chicago! Lynn Marks
                                                              • Submitted: Sep 9, 2014
                                                              • Stayed: Aug 2014

                                                              Stay in August 2014

                                                              4 of 5
                                                              We stayed in this condo in August of 2014. The unit is in a historical building which has three other vacation rental condos. The building is owned by Carl. Apparently there was full occupancy while we were there but we did not see or hear anyone else in the building. The building is located in a great neighborhood. I felt safe the entire stay. The condo is near the L train so you can hear each train. It is pretty loud but the price you pay to be close to the train. I was able to get used to it. The furnishings were beautiful. The condo was well appointed and clean. It was spacious enough to spread out, we are a family of four. The kitchen was nice but pretty bare bones so if you want to cook you will need to provide your own spices and oil. There are plenty of dishes, pots and pans. I also noticed saran wrap and coffee filters but that was about it. My only suggested improvements would be to provide a DVD player or get a smart tv. There was basic cable provided.
                                                              • Submitted: Sep 2, 2014
                                                              • Stayed: Aug 2014