HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit

Make a self catering cottage or holiday rental in Southern Wisconsin, USA your home away from home

Southern Wisconsin is a diverse area of forested hills and waterfront areas which are perfect for outdoor adventures from log cabin holiday rentals. It has a host of parks such as Governor Dodge and Yellowstone Lake State Parks, and plenty of activities in the small towns and cities in this scenic area.

Things to Do in Southern Wisconsin, USA

Southern Wisconsin holiday rentals make a great base for enjoying the many activities in the area. Hikers will discover miles of trails to enjoy as well as the 1000-mile long Ice Age Trail showcasing many geological features formed during the Ice Age. Mountain biking, horseback riding and quad biking are a great way to appreciate the scenery in summer. In winter, visitors enjoy snowmobiling, cross-country skiing and downhill skiing in Alpine Valley and Kettle Moraine State Park. Lake Michigan hosts the largest music festival in the world each year at Summer Fest or join in the fun at the Wisconsin State Fair or the NASCAR Milwaukee 100 each year.

Places to Visit Around Southern Wisconsin, USA

Wisconsin Dells is said to be the Waterpark Capital of the World and the top destination for family fun in the Midwest. The Cave of the Mounds National Park is a natural landmark and visitors can take underground guided tours to see the huge caverns with their crystal formations. Activities above ground include digging for fossils in the fossil dig and sifting for gemstones in the mining sluice. Visit Madison, the state capital and enjoy the many museums and sporting events hosted by the city. Small towns around your Southern Wisconsin holiday rentals each have their own distinct heritage such as New Glarus with its delightful Swiss architecture and culture.

Weather in Southern Wisconsin, USA

Holiday rentals in Southern Wisconsin enjoy warm sunny days in summer with some occasional rain showers. Temperatures average 29°C (84°F) in July and August. Spring and fall are very pleasant seasons with lower temperatures, making it the ideal time to participate in outdoor pursuits. Winter temperatures are well below freezing from December to March with plenty of snowfall.

Travel to Southern Wisconsin, USA

The nearest major airport serving holiday rentals in Southern Wisconsin is the General Mitchell International (MKE) Airport in Milwaukee. There are many non-stop flights to Milwaukee from U.S. and Canadian cities with AirTran Airways, American, Delta, US Airways and other major airlines. Dane County Regional (MSN) Airport at Madison has 85 commerical flights daily from other cities. More international airports serving the Southern Wisconsin area are Chicago O'Hare (ORD) International Airport across the border in Illinois and the Gerald R. Ford (GRR) International Airport at Grand Rapids, although this latter airport would involve a ferry across Lake Michigan and a drive of around 200 miles to Madison in the heart of Southern Wisconsin.

  • Showing 1-50 of 300+
Additional service fee may apply.
    Wonderful! 4.8/5
    (34 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 4
    Condo #614775vb
    34
    Viewed 42 times in the last 48 hours
      Excellent! 4.6/5
      (22 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Separate Toilet
      • Sleeps 8
      House #739483vb
      22
      Viewed 26 times in the last 48 hours
        Wonderful! 4.9/5
        (9 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 6
        Cottage #4112966
        9
        Viewed 30 times in the last 48 hours
          avg/night
          • 5 BR
          • 2 BA
          • Sleeps 16
          Chateau / Country House #849967vb
          3
          Viewed 52 times in the last 48 hours
            Wonderful! 4.8/5
            (56 reviews)
            avg/night
            • 5 BR
            • 2 BA
            • Sleeps 12
            House #7011863
            56
            Viewed 268 times in the last 48 hours
              Wonderful! 4.9/5
              (47 reviews)
              avg/night
              • 5 BR
              • 3 BA
              • Sleeps 22
              House #673289vb
              47
              Viewed 220 times in the last 48 hours
                Excellent! 4.6/5
                (15 reviews)
                avg/night
                • 6 BR
                • 6 BA
                • Sleeps 16
                House #334916
                15
                Viewed 83 times in the last 48 hours
                  Wonderful! 4.8/5
                  (48 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • Sleeps 10
                  House #628706vb
                  48
                  Viewed 69 times in the last 48 hours
                    Wonderful! 4.8/5
                    (61 reviews)
                    avg/night
                    • 6 BR
                    • 4 BA
                    • Sleeps 20
                    House #190869
                    61
                    Viewed 121 times in the last 48 hours
                      avg/night
                      • Studio
                      • 3 BA
                      • Sleeps 20
                      Farmhouse #3922131
                      2
                      Viewed 52 times in the last 48 hours
                        Exceptional! 5.0/5
                        (58 reviews)
                        avg/night
                        • 5 BR
                        • 3 BA
                        • Sleeps 18
                        Chateau / Country House #512002vb
                        58
                        Viewed 80 times in the last 48 hours
                          Wonderful! 4.8/5
                          (59 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Cottage #159016
                          59
                          Viewed 62 times in the last 48 hours
                            Exceptional! 5.0/5
                            (66 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Separate Toilet
                            • Sleeps 9
                            House #256094
                            66
                            Viewed 57 times in the last 48 hours
                              Exceptional! 5.0/5
                              (30 reviews)
                              avg/night
                              • 6 BR
                              • 5 BA
                              • Sleeps 20
                              Lodge #780660vb
                              30
                              Viewed 174 times in the last 48 hours
                                Wonderful! 4.8/5
                                (54 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 5
                                Condo #623806vb
                                54
                                Viewed 83 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (32 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 11
                                  House #3952841
                                  32
                                  Viewed 75 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (23 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 5
                                    Villa #666838vb
                                    23
                                    Viewed 38 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (90 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 6
                                      Cottage #710137vb
                                      90
                                      Viewed 57 times in the last 48 hours
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        House #894779vb
                                        Viewed 244 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (51 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Separate Toilet
                                          • Sleeps 8
                                          Cottage #39493vb
                                          51
                                          Viewed 55 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (9 reviews)
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 6
                                            House #851644vb
                                            9
                                            Viewed 36 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (30 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Apartment #570542vb
                                              30
                                              Viewed 42 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (58 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 5
                                                Cottage #186686
                                                58
                                                Viewed 32 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (31 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  House #595457vb
                                                  31
                                                  Viewed 113 times in the last 48 hours
                                                    Excellent! 4.7/5
                                                    (21 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 14
                                                    House #225751
                                                    21
                                                    Viewed 165 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (48 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 1 BA
                                                      • Separate Toilet
                                                      • Sleeps 9
                                                      Cabin #380388vb
                                                      48
                                                      Viewed 93 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (24 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Separate Toilet
                                                        • Sleeps 6
                                                        House #691949vb
                                                        24
                                                        Viewed 46 times in the last 48 hours
                                                          Excellent! 4.6/5
                                                          (24 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Bungalow #3975746
                                                          24
                                                          Viewed 27 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (45 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 12
                                                            Cabin #159061vb
                                                            45
                                                            Viewed 61 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (21 reviews)
                                                              avg/night
                                                              • 5 BR
                                                              • 1 BA
                                                              • Separate Toilet
                                                              • Sleeps 8
                                                              Chateau / Country House #820194vb
                                                              21
                                                              Viewed 95 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (36 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 15
                                                                Cabin #844029vb
                                                                36
                                                                Viewed 232 times in the last 48 hours
                                                                  Excellent! 4.3/5
                                                                  (15 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 12
                                                                  Cabin #292413vb
                                                                  15
                                                                  Viewed 74 times in the last 48 hours
                                                                    Excellent! 4.7/5
                                                                    (51 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Condo #411921vb
                                                                    51
                                                                    Viewed 123 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (25 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 12
                                                                      House #3787103
                                                                      25
                                                                      Viewed 50 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (81 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 18
                                                                        Cabin #499144vb
                                                                        81
                                                                        Viewed 155 times in the last 48 hours
                                                                          Excellent! 4.6/5
                                                                          (34 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          House #703870vb
                                                                          34
                                                                          Viewed 85 times in the last 48 hours
                                                                            Excellent! 4.7/5
                                                                            (20 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            Cottage #764555vb
                                                                            20
                                                                            Viewed 95 times in the last 48 hours
                                                                              Excellent! 4.7/5
                                                                              (56 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 14
                                                                              House #424852vb
                                                                              56
                                                                              Viewed 55 times in the last 48 hours
                                                                                Excellent! 4.5/5
                                                                                (24 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 13
                                                                                House #3511948
                                                                                24
                                                                                Viewed 67 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (42 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  House #670055vb
                                                                                  42
                                                                                  Viewed 20 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (14 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    Apartment #720973vb
                                                                                    14
                                                                                    Viewed 26 times in the last 48 hours
                                                                                      Excellent! 4.7/5
                                                                                      (26 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 6
                                                                                      House #677742vb
                                                                                      26
                                                                                      Viewed 19 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (28 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 10
                                                                                        House #473737vb
                                                                                        28
                                                                                        Viewed 29 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (16 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 10
                                                                                          Cabin #3902416
                                                                                          16
                                                                                          Viewed 54 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #4169333
                                                                                            4
                                                                                            Viewed 12 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Apartment #4090333
                                                                                              6
                                                                                              Viewed 6 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (19 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Cottage #879549vb
                                                                                                19
                                                                                                Viewed 42 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 7 BR
                                                                                                  • 4 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 22
                                                                                                  Cabin #948117vb
                                                                                                  3
                                                                                                  Viewed 121 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (35 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Condo #3495011
                                                                                                    35
                                                                                                    Viewed 61 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (24 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 9
                                                                                                      Cottage #728151vb
                                                                                                      24
                                                                                                      Viewed 48 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+