Wheeling Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

37 Houses

(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

    Great rentals within 20 miles that match your search

    Distance approx 18.7 km from Wheeling

    (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

      Distance approx 19.28 km from Wheeling

        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 3.75 km from Wheeling Show on Map

          16

          Rare! Spacious Private 5 Beds for the Holidays

          Lake County / Buffalo Grove

          Buffalo Grove house

          5 10 1 night min

          • 5 bedrooms
          • sleeps 10
          • 1 night min
          • Child Friendly

          Price per night from

          $315

          Responds fast!
          avg. 1 hour 19 minutes

          Price per night from

          $315

          Distance approx 19.71 km from Wheeling

          (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 10 minutes

            Price per night from

            $241

            Distance approx 18.83 km from Wheeling

              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 9.86 km from Wheeling

                8

                Take A Pebble Apartments (Studio)

                Lake County / Lake Zurich

                Lake Zurich apartment

                1 2 1 night min

                • 1 bedroom
                • sleeps 2
                • 1 night min
                • Air conditioning

                Price per night from

                $114

                Price per night from

                $114

                Distance approx 9.21 km from Wheeling

                (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 18.66 km from Wheeling

                  (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 12.39 km from Wheeling

                      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 15.92 km from Wheeling

                        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. 30 minutes

                        Price per night from

                        $144

                        Distance approx 17.12 km from Wheeling

                          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 19.7 km from Wheeling

                            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 6.87 km from Wheeling Show on Map

                              20

                              Highland Park Luxury Home- 2000 square foot Suite

                              Lake County / Highland Park

                              Highland Park b and b

                              2 8 2 nights min

                              • 2 bedrooms
                              • sleeps 8
                              • 2 nights min
                              • Beach / lakeside relaxation
                              • Car not necessary
                              • Air conditioning

                              Price per night from

                              $115

                              Price per night from

                              $115

                              Distance approx 18.46 km from Wheeling

                                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

                                $73

                                Price per night from

                                $73

                                Distance approx 12.14 km from Wheeling

                                  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 18.44 km from Wheeling

                                    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 17.24 km from Wheeling

                                      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 14.11 km from Wheeling

                                        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 18.46 km from Wheeling

                                        (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

                                          $73

                                          Price per night from

                                          $73

                                          Distance approx 17.48 km from Wheeling

                                            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 18.44 km from Wheeling

                                              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 10.12 km from Wheeling

                                                31

                                                2 Bedroom ★ King Bed ★ Near Great Lakes Naval Base

                                                Lake County / Libertyville

                                                Libertyville apartment

                                                2 10 2 nights min

                                                • 2 bedrooms
                                                • sleeps 10
                                                • 2 nights min
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $201

                                                Price per night from

                                                $201

                                                Distance approx 11.4 km from Wheeling

                                                  9

                                                  Barrington Village Townhome B

                                                  Illinois / Barrington

                                                  Barrington townhouse

                                                  2 5 28 nights min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 28 nights min
                                                  • Child Friendly

                                                  Price per night from

                                                  $180

                                                  Price per night from

                                                  $180

                                                  Distance approx 15.54 km from Wheeling

                                                    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 10.37 km from Wheeling

                                                      35

                                                      2 Bdr House - Perfect for Navy Graduations!!!

                                                      Lake County / Libertyville

                                                      Libertyville house

                                                      2 6 2 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 2 nights min
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $207

                                                      Price per night from

                                                      $207

                                                      Distance approx 19.5 km from Wheeling

                                                      (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

                                                        $304

                                                        Responds fast!
                                                        avg. 1 hour 53 minutes

                                                        Price per night from

                                                        $304

                                                        Distance approx 10.12 km from Wheeling

                                                          31

                                                          2 Bdr Apt.★ King Bed ★ Near Great Lakes Naval Base

                                                          Lake County / Libertyville

                                                          Libertyville apartment

                                                          2 8 2 nights min

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

                                                          Price per night from

                                                          $201

                                                          Price per night from

                                                          $201

                                                          Distance approx 10.13 km from Wheeling

                                                            28

                                                            3 Bedrooms w/ King Beds ★ Near Great Lakes Naval

                                                            Lake County / Libertyville

                                                            Libertyville apartment

                                                            3 10 2 nights min

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

                                                            Price per night from

                                                            $229

                                                            Price per night from

                                                            $229

                                                            Distance approx 10.13 km from Wheeling

                                                              34

                                                              3 Bedrooms w/ King Beds ★ Near Great Lakes Naval

                                                              Lake County / Libertyville

                                                              Libertyville apartment

                                                              3 8 2 nights min

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

                                                              Price per night from

                                                              $229

                                                              Price per night from

                                                              $229

                                                              Distance approx 10.69 km from Wheeling

                                                                20

                                                                4 Bedroom House Close to Great Lakes Naval Station

                                                                Lake County / Libertyville

                                                                Libertyville house

                                                                4 8 2 nights min

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

                                                                Price per night from

                                                                $229

                                                                Price per night from

                                                                $229

                                                                Distance approx 18.89 km from Wheeling

                                                                  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 14.5 km from Wheeling

                                                                    8

                                                                    Luxurious & Cozy 2 Bedroom Condo

                                                                    Illinois / Streamwood

                                                                    Streamwood apartment

                                                                    2 3 4 nights min

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

                                                                    Price per night from

                                                                    $113

                                                                    Price per night from

                                                                    $113

                                                                    Distance approx 18.23 km from Wheeling

                                                                      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 7.3 km from Wheeling Show on Map

                                                                        33

                                                                        Exquisite Interior Designer’s House Short Walk to Lake Michigan

                                                                        Lake County / Highwood

                                                                        Highwood house

                                                                        4 6 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Nearest beach 0.5 mi
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $458

                                                                        Responds fast!
                                                                        avg. 1 hour 42 minutes

                                                                        Price per night from

                                                                        $458

                                                                        Distance approx 15.03 km from Wheeling

                                                                          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 17.45 km from Wheeling

                                                                            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