Oak Park Rentals

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34 Houses

(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. 3 hours 10 minutes

    Price per night from

    $161

    (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

      $242

      Responds fast!
      avg. 1 hour 10 minutes

      Price per night from

      $242

        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

          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

            13

            Two Bedroom Unit in Prime Logan Square Location

            Illinois / Oak Park

            Oak Park apartment

            2 7 min stay varies

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

            Price per night from

            $81

            Responds fast!
            avg. 3 hours 31 minutes

            Price per night from

            $81

              11

              Dorothy's Place

              Illinois / Oak Park

              Oak Park apartment

              3 5 2 nights min

              • 3 bedrooms
              • sleeps 5
              • 2 nights min
              • Child Friendly
              • Air conditioning
              • Private garden

              Price per night from

              $144

              Price per night from

              $144

                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

                $41

                Price per night from

                $41

                Great rentals within 20 miles that match your search

                Distance approx 2.02 km from Oak Park Show on Map

                  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

                  $126

                  Price per night from

                  $126

                  Distance approx 19.45 km from Oak Park

                  (3) Very Good 

                    27

                    Completely Remodeled 3-Bedroom House!

                    Illinois / Wheeling

                    Wheeling house

                    3 8 2 nights min

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

                    Price per night from

                    $138

                    Responds fast!
                    avg. 1 hour 55 minutes

                    Price per night from

                    $138

                    Distance approx 12 km from Oak Park

                    (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. 58 minutes

                      Price per night from

                      $859

                      Distance approx 15.18 km from Oak Park

                        9

                        6 Bedroom Home in Western Suburbs with Heated Pool

                        DuPage County / Downers Grove

                        Downers Grove house

                        6 15 3 nights min

                        • 6 bedrooms
                        • sleeps 15
                        • 3 nights min
                        • Nearest beach 27 mi
                        • Swimming pool
                        • Child Friendly

                        Price per night from

                        $745

                        Responds fast!
                        avg. 2 hours 35 minutes

                        Price per night from

                        $745

                        Distance approx 13.79 km from Oak Park

                        (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 1.54 km from Oak Park Show on Map

                          (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
                            • Car not necessary
                            • Air conditioning

                            Price per night from

                            $171

                            Responds fast!
                            avg. 52 minutes

                            Price per night from

                            $171

                            Distance approx 6.23 km from Oak Park

                              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 9.23 km from Oak Park

                                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

                                $1,381

                                Price per night from

                                $1,381

                                Distance approx 4.5 km from Oak Park

                                  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 19 km from Oak Park

                                    16

                                    Luxurious Naperville Retreat

                                    Illinois / Naperville

                                    Naperville guest house

                                    2 4 2 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 2 nights min
                                    • Air conditioning
                                    • Private garden

                                    Price per night from

                                    $156

                                    Price per night from

                                    $156

                                    Distance approx 7.85 km from Oak Park

                                      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

                                      $90

                                      Price per night from

                                      $90

                                      Distance approx 9.5 km from Oak Park

                                        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. 58 minutes

                                        Price per night from

                                        $144

                                        Distance approx 11.19 km from Oak Park

                                          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 11.91 km from Oak Park

                                            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 4.36 km from Oak Park

                                              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 13.55 km from Oak Park

                                                34

                                                Private lake view villa with gazebo and BBQ area.

                                                DuPage County / Darien

                                                Darien villa

                                                4 8 1 night min

                                                • 4 bedrooms
                                                • sleeps 8
                                                • 1 night min
                                                • Child Friendly
                                                • Air conditioning
                                                • Private garden

                                                Price per night from

                                                $304

                                                Price per night from

                                                $304

                                                Distance approx 10.98 km from Oak Park

                                                  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 7.85 km from Oak Park

                                                  (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

                                                    $90

                                                    Price per night from

                                                    $90

                                                    Distance approx 7.88 km from Oak Park

                                                      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

                                                      $41

                                                      Responds fast!
                                                      avg. 41 minutes

                                                      Price per night from

                                                      $41

                                                      Distance approx 15.15 km from Oak Park

                                                      (8) Very Good 

                                                        37

                                                        The Davis House, Landmarked 1892 Farm House

                                                        DuPage County / Glen Ellyn

                                                        Glen Ellyn house

                                                        3 8 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Child Friendly
                                                        • Air conditioning
                                                        • Pet Friendly
                                                        “We absolutely loved our stay at the Davis House!” We came from SC for our son's wedding in Wheaton. I found the Davis House on Vrbo.com What a find!! The house is nestled in a beautiful neighborhood in Glen Ellyn. The gardens and landscaping make
                                                        …see more

                                                        Price per night from

                                                        $305

                                                        Responds fast!
                                                        avg. 1 hour 53 minutes

                                                        Price per night from

                                                        $305

                                                        Distance approx 7 km from Oak Park

                                                          14

                                                          Private Studio Getaway; Clean and Comfy, 20 min from O'Hare and Downtown Chicago

                                                          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

                                                          $89

                                                          Price per night from

                                                          $89

                                                          Distance approx 3.76 km from Oak Park

                                                            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

                                                            $79

                                                            Responds fast!
                                                            avg. 57 minutes

                                                            Price per night from

                                                            $79

                                                            Distance approx 8.15 km from Oak Park

                                                              12

                                                              Modern 3 bedroom in Heart of Wrigleyville

                                                              Illinois / Lincolnwood

                                                              Lincolnwood apartment

                                                              3 8 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • min stay varies
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $144

                                                              Responds fast!
                                                              avg. 3 hours 31 minutes

                                                              Price per night from

                                                              $144

                                                              Distance approx 4.22 km from Oak Park

                                                                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 1.36 km from Oak Park Show on Map

                                                                  24

                                                                  Spacious & Stylish Home in Downtown Forest Park - Walk to Dining & Nightlife

                                                                  Illinois / Forest Park

                                                                  Forest Park house

                                                                  5 14 2 nights min

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

                                                                  Price per night from

                                                                  $395

                                                                  Price per night from

                                                                  $395

                                                                  Distance approx 6.73 km from Oak Park

                                                                    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 4.6 km from Oak Park

                                                                      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

                                                                      $104

                                                                      Price per night from

                                                                      $104