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24 Houses

(6) Excellent 

    29

    The Wellington Lake Cottage on Stone Lake Middlebury, IN 3 bed 4 bath for 8.

    Indiana / Middlebury

    Middlebury house

    3 8 min stay varies

    • 3 bedrooms
    • sleeps 8
    • min stay varies
    • Beach / lakeside relaxation
    • Child Friendly
    • Air conditioning

    Price per night from

    $114

    Responds fast!
    avg. 2 hours 4 minutes

    Price per night from

    $114

    (2) Very Good 

      12

      White Loft On Scott

      Indiana / Middlebury

      Middlebury apartment

      1 2 1 night min

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

      Price per night from

      $98

      Price per night from

      $98

      Great rentals within 20 miles that match your search

      Distance approx 17.91 km from Middlebury

        8

        Vacation Cottage Rental On The Lake

        Cass County / Jones

        Jones cottage

        1 4 3 nights min

        • 1 bedroom
        • sleeps 4
        • 3 nights min
        • Beach / lakeside relaxation
        • Child Friendly
        • Car not necessary

        Price per night from

        $109

        Responds fast!
        avg. 1 hour 35 minutes

        Price per night from

        $109

        Distance approx 16.94 km from Middlebury

          11

          Mirror Lake Bed and Breakfast LLC

          Indiana / Rome City

          Rome City cottage

          1 7 2 nights min

          • 1 bedroom
          • sleeps 7
          • 2 nights min
          • Child Friendly
          • Pet Friendly

          Price per night from

          $126

          Price per night from

          $126

          Distance approx 18.98 km from Middlebury

            24

            Waterfront Vandalia House w/ Dock on Donnell Lake!

            Cass County / Cassopolis

            Cassopolis house

            3 8 min stay varies

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

            Price per night from

            $215

            Responds fast!
            avg. 7 minutes

            Price per night from

            $215

            Distance approx 19.3 km from Middlebury

              24

              Country Cottage - Lakefront Cottages on Semi-private Lake, Beach, Boats, Fun!

              St. Joseph County / Three Rivers

              Three Rivers cottage

              3 6 2 nights min

              • 3 bedrooms
              • sleeps 6
              • 2 nights min
              • Child Friendly
              • Pet Friendly

              Price per night from

              $103

              Responds fast!
              avg. 2 hours 37 minutes

              Price per night from

              $103

              Distance approx 17.87 km from Middlebury

                3

                Daily Vacation Cottage Rental On The Lake

                Cass County / Jones

                Jones cottage

                1 2 1 night min

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

                Price per night from

                $65

                Responds fast!
                avg. 1 hour 35 minutes

                Price per night from

                $65

                Distance approx 19.3 km from Middlebury

                (5) Very Good 

                  15

                  Folk Cottage - Lakefront Cottage, Semi-private Lake, Beach Boats

                  St. Joseph County / Three Rivers

                  Three Rivers cottage

                  4 8 2 nights min

                  • 4 bedrooms
                  • sleeps 8
                  • 2 nights min
                  • Beach / lakeside relaxation
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $115

                  Responds fast!
                  avg. 2 hours 37 minutes

                  Price per night from

                  $115

                  Distance approx 9.02 km from Middlebury

                    10

                    Lake Home for rent

                    Cass County / Union

                    Union house

                    2 5 2 nights min

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

                    Price per night from

                    $344

                    Price per night from

                    $344

                    Distance approx 19.3 km from Middlebury

                      20

                      Jazz Cottage - Lakefront Cottages On Semi-private Lake, Beach, Boats, Fun!

                      St. Joseph County / Three Rivers

                      Three Rivers cottage

                      2 5 2 nights min

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

                      Price per night from

                      $103

                      Responds fast!
                      avg. 2 hours 37 minutes

                      Price per night from

                      $103

                      Distance approx 18.94 km from Middlebury

                        23

                        Lake Wawasee Channel Front with Partial Lake View

                        Indiana / Syracuse

                        Syracuse condo

                        2 6 min stay varies

                        • 2 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $229

                        Responds fast!
                        avg. 55 minutes

                        Price per night from

                        $229

                        Distance approx 9.38 km from Middlebury

                          18

                          Waterfront Getaway Baldwin Lake

                          Cass County / Union

                          Union house

                          3 9 3 nights min

                          • 3 bedrooms
                          • sleeps 9
                          • 3 nights min
                          • Beach / lakeside relaxation
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $229

                          Price per night from

                          $229

                          Distance approx 13.01 km from Middlebury

                            26

                            NEW! Studio w/Pergola-5 Miles to Main St Goshen!

                            Indiana / Goshen

                            Goshen studio

                            Studio 2 min stay varies

                            • Studio
                            • sleeps 2
                            • min stay varies
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $109

                            Responds fast!
                            avg. 19 minutes

                            Price per night from

                            $109

                            Distance approx 19.3 km from Middlebury

                              22

                              Rock 'n Roll - Lakefront Cottages On Semi-private Lake, Beach, Boats, Fun!

                              St. Joseph County / Three Rivers

                              Three Rivers cottage

                              2 5 2 nights min

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

                              Price per night from

                              $103

                              Responds fast!
                              avg. 2 hours 37 minutes

                              Price per night from

                              $103

                              Distance approx 18.86 km from Middlebury

                                19

                                Summertime Sun and Fun at Lake Wawasee

                                Indiana / Syracuse

                                Syracuse house

                                4 8 7 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Child Friendly

                                Price per night from

                                $442

                                Price per night from

                                $442

                                Distance approx 17.87 km from Middlebury

                                  8

                                  Weekly Vacation Cottage Rental on the lake

                                  Cass County / Jones

                                  Jones cottage

                                  1 5 7 nights min

                                  • 1 bedroom
                                  • sleeps 5
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Car not necessary

                                  Price per night from

                                  $83

                                  Responds fast!
                                  avg. 1 hour 35 minutes

                                  Price per night from

                                  $83

                                  Distance approx 4.92 km from Middlebury Show on Map

                                    27

                                    NEW! Cozy Amish Country Cabin on Shipshewana Lake!

                                    Indiana / Shipshewana

                                    Shipshewana cottage

                                    2 4 min stay varies

                                    • 2 bedrooms
                                    • sleeps 4
                                    • min stay varies
                                    • Child Friendly

                                    Price per night from

                                    $155

                                    Responds fast!
                                    avg. 19 minutes

                                    Price per night from

                                    $155

                                    Distance approx 18.94 km from Middlebury

                                      23

                                      New Kid in Town, 2 Bedroom Channel Front Condo

                                      Indiana / Syracuse

                                      Syracuse condo

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Child Friendly

                                      Price per night from

                                      $229

                                      Responds fast!
                                      avg. 55 minutes

                                      Price per night from

                                      $229

                                      Distance approx 19.3 km from Middlebury

                                        27

                                        Western Cottage - Lakefront Cottages on Semi-private Lake, Beach, Boats, Fun!

                                        St. Joseph County / Three Rivers

                                        Three Rivers cottage

                                        3 6 2 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Child Friendly
                                        • Pet Friendly

                                        Price per night from

                                        $103

                                        Responds fast!
                                        avg. 2 hours 37 minutes

                                        Price per night from

                                        $103

                                        Distance approx 13.01 km from Middlebury

                                          24

                                          NEW! Goshen Apartment Near Shopping & Restaurants!

                                          Indiana / Goshen

                                          Goshen apartment

                                          1 4 2 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 2 nights min
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $144

                                          Responds fast!
                                          avg. 19 minutes

                                          Price per night from

                                          $144

                                          Distance approx 18.45 km from Middlebury

                                            24

                                            Waterfront Syracuse Home w/Deck, Fire Pit & Kayaks

                                            Indiana / Syracuse

                                            Syracuse house

                                            2 9 min stay varies

                                            • 2 bedrooms
                                            • sleeps 9
                                            • min stay varies
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $228

                                            Responds fast!
                                            avg. 19 minutes

                                            Price per night from

                                            $228

                                            Distance approx 19.3 km from Middlebury

                                              23

                                              Music Hall Cottage - Lakefront Cottages on Semi-private Lake, Beach, Boats, Fun!

                                              St. Joseph County / Three Rivers

                                              Three Rivers cottage

                                              2 12 2 nights min

                                              • 2 bedrooms
                                              • sleeps 12
                                              • 2 nights min
                                              • Child Friendly

                                              Price per night from

                                              $144

                                              Responds fast!
                                              avg. 2 hours 37 minutes

                                              Price per night from

                                              $144

                                              Distance approx 18.95 km from Middlebury

                                              (1) Excellent 

                                                23

                                                Lake Wawasee Contemporary Channel Front with Pier

                                                Indiana / Syracuse

                                                Syracuse condo

                                                2 8 min stay varies

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

                                                Price per night from

                                                $229

                                                Responds fast!
                                                avg. 55 minutes

                                                Price per night from

                                                $229

                                                Distance approx 19.3 km from Middlebury

                                                  17

                                                  Blues Cottage - Lakefront Cottages on Semi-private Lake, Beach, Boats, Fun!

                                                  St. Joseph County / Three Rivers

                                                  Three Rivers cottage

                                                  2 6 2 nights min

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

                                                  Price per night from

                                                  $103

                                                  Responds fast!
                                                  avg. 2 hours 37 minutes

                                                  Price per night from

                                                  $103