Vacation Rentals & Apartment Rentals in Chicago

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27 apartment rentals

Great rentals within 20 miles that match your search

Distance approx 8.88 km from Chicago Show on Map

(1) Excellent 

    14

    Oak Park Beauty Sleeps 1 to 8 Guests

    Illinois / Oak Park

    Oak Park apartment

    3 6 1 night min

    • 3 bedrooms
    • sleeps 6
    • 1 night min
    • Child Friendly
    • Car not necessary
    • Air conditioning

    Price per night from

    $161

    Responds fast!
    avg. 2 hours 1 minutes

    Price per night from

    $161

    Distance approx 9.81 km from Chicago

      11

      Make It Your Own - 15 Minutes to Chicago

      Illinois / Forest Park

      Forest Park apartment

      1 4 1 night min

      • 1 bedroom
      • sleeps 4
      • 1 night min
      • Child Friendly
      • Air conditioning

      Price per night from

      $125

      Price per night from

      $125

      Distance approx 8.99 km from Chicago Show on Map

        4

        Condo

        Illinois / Oak Park

        Oak Park house

        2 4 1 night min

        • 2 bedrooms
        • sleeps 4
        • 1 night min
        • Air conditioning

        Price per night from

        $510

        Price per night from

        $510

        Distance approx 8.88 km from Chicago

        (3) Very Good 

          20

          Oak Park Bungalow

          Illinois / Oak Park

          Oak Park house

          3 6 3 nights min

          • 3 bedrooms
          • sleeps 6
          • 3 nights min
          • Child Friendly
          • Car not necessary
          • Air conditioning

          Price per night from

          $241

          Responds fast!
          avg. 1 hour 14 minutes

          Price per night from

          $241

          Distance approx 9.43 km from Chicago

          (1) Excellent 

            13

            Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!

            Illinois / Forest Park

            Forest Park apartment

            4 5 1 night min

            • 4 bedrooms
            • sleeps 5
            • 1 night min
            • Child Friendly
            • Pet Friendly
            • Private garden

            Price per night from

            $171

            Responds fast!
            avg. 55 minutes

            Price per night from

            $171

            Distance approx 17.76 km from Chicago

            (1) Very Good 

              24

              Romantic Burr Ridge Home on 5 Manicured Acres!

              Illinois / Burr Ridge

              Burr Ridge house

              3 6 min stay varies

              • 3 bedrooms
              • sleeps 6
              • min stay varies
              • Child Friendly
              • Air conditioning
              • Pet Friendly

              Price per night from

              $859

              Responds fast!
              avg. 19 minutes

              Price per night from

              $859

              Distance approx 15.39 km from Chicago

              (2) Excellent 

                30

                Beautifully Remodeled 3 BR Townhouse near Chicago

                Illinois / Wilmette

                Wilmette townhouse

                3 10 2 nights min

                • 3 bedrooms
                • sleeps 10
                • 2 nights min
                • Child Friendly
                • Air conditioning
                • Private garden

                Price per night from

                $149

                Responds fast!
                avg. 1 hour 55 minutes

                Price per night from

                $149

                Distance approx 12.32 km from Chicago

                  16

                  Newly Remodeled Modern Apartment

                  Illinois / Melrose Park

                  Melrose Park apartment

                  3 8 1 night min

                  • 3 bedrooms
                  • sleeps 8
                  • 1 night min
                  • Child Friendly

                  Price per night from

                  $184

                  Responds fast!
                  avg. 45 minutes

                  Price per night from

                  $184

                  Distance approx 5.37 km from Chicago Show on Map

                    23

                    Vintage 3BR in Lake View by Sonder

                    Illinois / Lincolnwood

                    Lincolnwood apartment

                    3 8 2 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 2 nights min
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $63

                    Price per night from

                    $63

                    Distance approx 10.91 km from Chicago

                      8

                      Real 15 Min to City & McCormick Place. See Ad for Details. Quiet Safe Area. View

                      Illinois / Summit

                      Summit apartment

                      3 6 min stay varies

                      • 3 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Child Friendly
                      • Car not necessary
                      • Air conditioning

                      Price per night from

                      $150

                      Price per night from

                      $150

                      Distance approx 8.01 km from Chicago Show on Map

                        9

                        Cozy master bedroom in Oak Park Arts district

                        Illinois / Oak Park

                        Oak Park house

                        1 2 2 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 2 nights min
                        • Car not necessary
                        • Air conditioning
                        • Private garden

                        Price per night from

                        $81

                        Price per night from

                        $81

                        Distance approx 8.39 km from Chicago Show on Map

                          24

                          Luxe Chicago Townhome w/ Balcony - 20 Mins to DT!

                          Illinois / Lincolnwood

                          Lincolnwood house

                          2 4 min stay varies

                          • 2 bedrooms
                          • sleeps 4
                          • min stay varies
                          • Air conditioning

                          Price per night from

                          $144

                          Responds fast!
                          avg. 14 minutes

                          Price per night from

                          $144

                          Distance approx 11.11 km from Chicago

                            15

                            Sleep Aboard Adeline’s Sea Moose: 68 ft Private Yacht Rentals Chicago Downtown

                            Illinois / Lincolnwood

                            Lincolnwood yacht

                            3 6 1 night min

                            • 3 bedrooms
                            • sleeps 6
                            • 1 night min
                            • Child Friendly
                            • Car not necessary
                            • Air conditioning

                            Price per night from

                            $1,374

                            Price per night from

                            $1,374

                            Distance approx 19.07 km from Chicago

                              14

                              Best value Beautiful, modern 4 bed, 2 bath home!

                              DuPage County / Lombard

                              Lombard house

                              4 8 1 night min

                              • 4 bedrooms
                              • sleeps 8
                              • 1 night min
                              • Child Friendly

                              Price per night from

                              $148

                              Price per night from

                              $148

                              Distance approx 12.19 km from Chicago

                                17

                                Cute, cozy modern apartment 20 min ohare and midway airports and 30 min to dt

                                Illinois / Melrose Park

                                Melrose Park apartment

                                3 6 1 night min

                                • 3 bedrooms
                                • sleeps 6
                                • 1 night min
                                • Air conditioning

                                Price per night from

                                $161

                                Responds fast!
                                avg. 45 minutes

                                Price per night from

                                $161

                                Distance approx 12.47 km from Chicago

                                  7

                                  Pinewoods Retreat - Private Room

                                  Illinois / Evanston

                                  Evanston room

                                  1 3 1 night min

                                  • 1 bedroom
                                  • sleeps 3
                                  • 1 night min
                                  • Child Friendly
                                  • Air conditioning
                                  • Pet Friendly

                                  Price per night from

                                  $59

                                  Price per night from

                                  $59

                                  Distance approx 5.37 km from Chicago Show on Map

                                  (1) Excellent 

                                    18

                                    Handsome 3BR in Lake View by Sonder

                                    Illinois / Lincolnwood

                                    Lincolnwood apartment

                                    3 8 2 nights min

                                    • 3 bedrooms
                                    • sleeps 8
                                    • 2 nights min
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $63

                                    Price per night from

                                    $63

                                    Distance approx 10.59 km from Chicago

                                      22

                                      Hull Chateau

                                      Illinois / Evanston

                                      Evanston house

                                      2 7 1 night min

                                      • 2 bedrooms
                                      • sleeps 7
                                      • 1 night min
                                      • Nearest beach 2 mi
                                      • Child Friendly
                                      • Car not necessary

                                      Price per night from

                                      $255

                                      Price per night from

                                      $255

                                      Distance approx 9.24 km from Chicago

                                        24

                                        418EGLIN

                                        Illinois / Forest Park

                                        Forest Park house

                                        5 14 31 nights min

                                        • 5 bedrooms
                                        • sleeps 14
                                        • 31 nights min
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $227

                                        Price per night from

                                        $227

                                        Distance approx 8.77 km from Chicago Show on Map

                                          27

                                          6528NASH

                                          Illinois / Lincolnwood

                                          Lincolnwood apartment

                                          5 12 min stay varies

                                          • 5 bedrooms
                                          • sleeps 12
                                          • min stay varies
                                          • Child Friendly
                                          • Air conditioning
                                          • Pet Friendly

                                          Price per night from

                                          $150

                                          Price per night from

                                          $150

                                          Distance approx 10.24 km from Chicago

                                            25

                                            Spacious Luxurious Private Apartment Sleeps 5

                                            Illinois / Elmwood Park

                                            Elmwood Park apartment

                                            2 5 1 night min

                                            • 2 bedrooms
                                            • sleeps 5
                                            • 1 night min
                                            • Child Friendly
                                            • Air conditioning
                                            • Private garden

                                            Price per night from

                                            $68

                                            Price per night from

                                            $68

                                            Distance approx 0.1 km from Chicago Show on Map

                                              6

                                              Beautiful Room in Chicago

                                              Illinois / Cicero

                                              Cicero apartment

                                              1 2 1 night min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 1 night min
                                              • Child Friendly
                                              • Air conditioning
                                              • Pet Friendly

                                              Price per night from

                                              $40

                                              Responds fast!
                                              avg. 41 minutes

                                              Price per night from

                                              $40

                                              Distance approx 14.88 km from Chicago

                                                14

                                                Clean, Quiet and Private Studio space

                                                Illinois / Berkeley

                                                Berkeley studio

                                                Studio 6 1 night min

                                                • Studio
                                                • sleeps 6
                                                • 1 night min
                                                • Child Friendly
                                                • Car not necessary
                                                • Air conditioning

                                                Price per night from

                                                $66

                                                Price per night from

                                                $66

                                                Distance approx 4.32 km from Chicago Show on Map

                                                  6

                                                  Brand New Garden Level Room in Chicago

                                                  Illinois / Cicero

                                                  Cicero apartment

                                                  1 2 1 night min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 1 night min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Pet Friendly

                                                  Price per night from

                                                  $40

                                                  Responds fast!
                                                  avg. 41 minutes

                                                  Price per night from

                                                  $40

                                                  Distance approx 5.24 km from Chicago Show on Map

                                                    21

                                                    Grand 3BR in Roscoe Village by Sonder

                                                    Illinois / Lincolnwood

                                                    Lincolnwood condo

                                                    3 7 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 7
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $132

                                                    Price per night from

                                                    $132

                                                    Distance approx 11.49 km from Chicago

                                                      12

                                                      Comfy Quarters

                                                      Illinois / River Grove

                                                      River Grove house

                                                      1 2 2 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 2 nights min
                                                      • Car not necessary
                                                      • Air conditioning
                                                      • Private garden

                                                      Price per night from

                                                      $103

                                                      Price per night from

                                                      $103

                                                      Distance approx 8.25 km from Chicago Show on Map

                                                        9

                                                        OAK PARK BEAUTIFUL, HISTORICAL, CONVENIENT TO PUBLIC TRANSPORTATION, AIRPORTS

                                                        Illinois / Oak Park

                                                        Oak Park b and b

                                                        1 3 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 3
                                                        • 2 nights min
                                                        • Child Friendly
                                                        • Car not necessary
                                                        • Air conditioning

                                                        Price per night from

                                                        $40

                                                        Price per night from

                                                        $40

                                                        About Chicago

                                                        Affixed by stunning Lake Michigan and laden with awe-inspiring architecture, Chicago is more than just a big city. Besides its vibrant downtown area, which includes some of the tallest buildings in the world, Chicago has 26 miles of uninterrupted lakefront, hundreds of lively parks and 77 unique neighborhoods. It's this truly distinctive mix of incredible attractions and cultural allure that make Chicago one of the friendliest, most livable cities in America.

                                                        Chicago's neighborhoods represent more than 100 countries, and it's through this diversity and profound international culture that we are able to develop the country's best restaurants, theaters and museums.

                                                        Chicago has also developed a reputation as a must-visit destination for foodies. In fact, Chicago is one of only three cities in the country to have its culinary chops rated by the Michelin Guide, and in 2015, Chicago will have the honor to host the prestigious James Beard Awards for the first time in the foundation’s 25 year history.

                                                        With incredible shopping on The Magnificent Mile, world premiere performances in its famed Theater District and one of the country's most active nightlife scenes, Chicago is always buzzing. The city also vaunts more than 40 museums, five regional Tony Award-winning theaters and, no matter the season, there's always a professional sports team to cheer to victory. Chicago has it all for the urban explorer to discover.

                                                        As Chicago sits squarely in the center of the country and is equipped with two major international airports, visiting is easy. From sleek downtown properties to luxury boutiques, you will discover outstanding vacation rental accommodations for every style, family size, and budget.

                                                        Cloud Gate at Millennium Park, delicious deep dish pizza and the nostalgia of Wrigley Field are all compelling enough reasons to visit Chicago, but the city's most endearing quality is its people. With classic mid-western hospitality in abundance, it's easy to feel right at home in Chicago.

                                                        Enjoy your visit to Chicago.

                                                        Information provided by: Choose Chicago