Discover a selection of 3,000 vacation rentals in Southwest Wisconsin, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and swimming pools. Prices start at $108 per night, and cabins and houses are popular options for a stay in Southwest Wisconsin. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Southwest Wisconsin

What are the top vacation rentals in Southwest Wisconsin?

Whether you're planning your next great adventure with pals or a romantic rendezvous with your special someone, one of these top vacation rentals in Southwest Wisconsin is sure to attract you:

  • "Arcadian Cabin At Bishop Branch": If you're searching for somewhere in Viroqua with 2 bedrooms and plenty of home comforts, this escape will tick your boxes. Amenities include a nearby hospital and a living room.
  • "Exquisite Comfort For Family And Friends In The Heart Of Downtown Viroqua": Located in Viroqua, this guest favorite has 4 bedrooms and lots of handy amenities. A free nearby fitness center and a toaster are just a couple you'll find here.

For even more great options, use the search bar at the top of the page to find the perfect Southwest Wisconsin vacation rental for you.

What are the best tiny house vacation rentals in Southwest Wisconsin?

For a different kind of vacation experience, book a tiny house rental in Southwest Wisconsin. We'll warn you though — after you've experienced the tiny house lifestyle, the temptation to move into one of these mini digs will be hard to resist!

  • Escape from the world and disappear to "Unique Tiny Home With Shared In". This getaway in Bay City packs plenty of conveniences into its compact space, such as cookware, dishware and utensils and an electric kettle.
  • "Tiny Home Big Memories" in Phelps is another superb choice. A nearby beach and nearby hunting activities will make your stay here extra comfortable.

Can I find log cabins to rent in Southwest Wisconsin?

Whether you're chasing a low-key retreat or something a little more upmarket, you'll find an excellent range of log cabins to rent in Southwest Wisconsin. Experience a blend of comfort and adventure at one of these guest favorites:

  • If you'd like to try out sledding or mountain biking while you're staying in Southwest Wisconsin, "Hana Log Cabin Near Devil's Lake" in Baraboo will be a terrific choice.
  • Looking for a Mauston log cabin with access to awesome activities like fishing and cycling? Book a few nights at "Cabin - N - The Woods. . . The Finest In Log Cabin Lodging".

What are the top-rated vacation rentals for weekend getaways in Southwest Wisconsin?

Clock off work on Friday and think no more about spreadsheets and networking invites. You can look forward to a few days of R&R — with a side of adventure — at one of these top-rated weekend getaways in Southwest Wisconsin:

  • "Plan Your Reunion/gathering Now In Beautiful Rural South Central Wisconsin" in Deerfield is a terrific choice if you adore the outdoors. Get out and see the area's best natural attractions, like Warner Park and Vilas Park, or try some fun activities. Basketball and kayaking will keep you on go around these parts.
  • "New Country Pines Cottage - 1000 Sq" in Westby is also ideal for a fast-paced break. Stay in and relax or get out and enjoy fishing and golf. If you'd love to do a bit of sightseeing, La Crosse Queen Cruise Dock and Pettibone Park should be on your agenda.

Can I find studio apartments for rent in Southwest Wisconsin?

Easy to keep clean and with everything you need close by, studio apartments are a terrific option if you're traveling alone or as a couple. If you're looking for somewhere small and intimate to call home while you're away, check out these studio apartments for rent in Southwest Wisconsin:

  • "Coulee Region Beauty - "coulee" To Describe Valleys That Dissect Verdant Ridgetops" is a cozy getaway Stoddard. You'll have plenty of amenities to make the most of here, including a kitchen and a porch. When you're ready to discover some nearby cultural sights, Fortney Underground Theater and Marie W. Heider Center for the Arts should be among them.
  • Alternatively, book a stay at "Clarance Gonstead Guest Cottage" which offers a smart TV, cable/satellite TV services and more. Located in Mount Horeb, sights like Stoughton Opera House and Madison Museum of Contemporary Art will appeal to your inner culture buff.

Can I find short term rentals in Southwest Wisconsin?

Short-term rentals come in all shapes, sizes and budgets in Southwest Wisconsin. Whether you're organizing a quick family get-together or a night or two with your friends, we'll help you find the perfect retreat. Check out these top options:

  • You'll be close to the heart of Deerfield when you stay at "Plan Your Reunion/gathering Now In Beautiful Rural South Central Wisconsin". Make the most of your quick adventure by checking out top attractions around you, beginning with Cam-Rock Park Area and Lake Ripley Lanes.
  • Find out what Westby has to offer from "New Country Pines Cottage - 1000 Sq". If you settle into this top-rated property, Branches Winery and Jersey Valley County Park Beach are sights to put on your to-do list.

What are the best romantic weekend getaways in Southwest Wisconsin?

A romantic weekend getaway in Southwest Wisconsin is a surefire way to reignite your passion. Light some pretty candles, take your love by the hand and get set to let the sparks fly at one of these vacation rentals:

  • Bond as a couple at "Arcadian Cabin At Bishop Branch". This Viroqua vacation rental is custom-made for romance, with amenities like winery tours and air conditioning to help set the mood.
  • Alternatively, plan a weekend of canoodling at "Exquisite Comfort For Family And Friends In The Heart Of Downtown Viroqua". A dining table and shopping facilities add to the dreamy atmosphere of this property in Viroqua.

What are the best large group vacation rentals in Southwest Wisconsin?

When it comes to who you go on vacation with, we believe the more the merrier. If you're searching for a property with plenty of space for family and friends, one of these large group vacation rentals in Southwest Wisconsin will satisfy your needs:

  • "Plan Your Reunion/gathering Now In Beautiful Rural South Central Wisconsin": Featuring 6 bedrooms, this large vacation rental in Deerfield has enough room for the whole gang. Amenities such as a fireplace and a kitchen are on hand to make things nice and comfy.
  • "Cabin - The Beautiful Whitetail Ridge": You'll get your team's seal of approval at this Central United States option which comes with a garden, a water park and more. It has 5 bedrooms that will easily accommodate everyone on your invitation list.

Are there large vacation rentals that sleep 30 or more in Southwest Wisconsin?

Planning a trip to Southwest Wisconsin with a huge group doesn't have to mean cramming everyone into one room. If you're searching for someplace comfy where you and your crew can stretch out, one of these large vacation rentals might be just the ticket:

  • "The Great River Ranch - 175 Acre Private Custom Riverfront": With 10 bedrooms comfortably sleeping up to 30 people, there's enough space for everybody at this property in Potosi. Amenities here include a garden and a fireplace.
  • "Luxurious And Spacious A Great Place For Family": Send out your invites and stay at this popular option in Adams. It has 9 bedrooms and can accommodate up to 35 guests comfortably. Amenities here include a kitchen and a beach view.

What are the best houses for rent with a pool in Southwest Wisconsin?

Take your pick and dive right in. Here are a few top-rated house rentals in Southwest Wisconsin where life is better beside the pool:

  • Kids, parents, uncles, aunts — everyone will want to chill by the pool at "Cabin - The Honey Barn And Honey House Llc". Treat the whole family on a vacation at this Westby rental house which also comes with a DVD player and nearby birdwatching activities.
  • Spring out of bed and go for an early morning dip at "Stunning, Serene, Rustic House In The Woods Near Spring Green" in Avoca. Cable/satellite TV services and a video library are just two of the many amenities offered here.