Southwest Wisconsin Vacation Rentals from ￥21,139: Search Short-Term Rentals

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Our top choices for Southwest Wisconsin vacation rentals

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Wild Rose

Caleb

￥23,844 total

includes taxes & fees

Jul 7 - Jul 8

Blakley Hobbit Small Cabin

Viola

Sondra M.

￥19,448 total

includes taxes & fees

Jun 9 - Jun 10

Tamarack Point Homestead

Arcadia

Anonymous traveler

￥18,805 total

includes taxes & fees

Jun 14 - Jun 15

Crooked Creek - Relaxation Cabin

Boscobel

Rosebrad

￥24,580 total

includes taxes & fees

Jun 8 - Jun 9

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Lyndon Station

Alan L.

￥50,902 total

includes taxes & fees

Jun 8 - Jun 9

Crooked Creek - Serenity Cabin

Boscobel

Virginia W.

￥30,833 total

includes taxes & fees

Jun 8 - Jun 9

Eagles Nest- River View Cabin

De Soto

Paris T.

￥45,405 total

includes taxes & fees

Jun 8 - Jun 9

The Dylin

Tenney-Lapham

Mary

￥24,494 total

includes taxes & fees

Jun 30 - Jul 1

Tiny House on the River

Black River Falls

Caitlin G.

￥38,571 total

includes taxes & fees

Jun 9 - Jun 10

Ohio Street Retreat-hot tub, pool, massage chair

Prairie du Chien

Keelie D.

￥36,761 total

includes taxes & fees

Jun 10 - Jun 11

The Docksider - Couples & Young Families - Lakefront!

Lake Delton

Matthew

￥31,769 total

includes taxes & fees

Jun 10 - Jun 11

Country home with flowing river

Pardeeville

Mario

￥26,888 total

includes taxes & fees

Jun 10 - Jun 11

Peaceful Country Comfort W Panoramic Views of Big Creek Valley

Sparta

Wendy H.

￥29,442 total

includes taxes & fees

Jun 11 - Jun 12

Welcome to Full Moon Cabin in the Woods

Arkdale

Melissa W.

￥45,548 total

includes taxes & fees

Jun 14 - Jun 15

Modern Downtown La Crosse Apartment

Historic Downtown La Crosse

Dawn K.

￥56,223 total

includes taxes & fees

Jun 8 - Jun 9

1 bedroom, iron/ironing board, free WiFi, bed sheets

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Mount Horeb

Mike L.

￥39,116 total

includes taxes & fees

Jun 8 - Jun 9

Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro

Rebecca K.

￥31,962 total

includes taxes & fees

Jun 8 - Jun 9

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

Northside

"Great property a short drive from downtown and campus, convenient to the highway. Lots of fun decor and a beautiful screened-in gazebo in the back yard. The neighborhood is nice, quiet, and safe. It was the perfect place for our graduation weekend stay! The only downsides were - broken dishwasher, broken water/ice dispenser in the fridge, and an unadjustable shower head. That being said, those were fairly minor things which did not affect the quality of our stay. This is a great place and...

Damien

￥26,018 total

includes taxes & fees

Jun 11 - Jun 12

River Road Retreat

Muscoda

Nicole

￥38,556 total

includes taxes & fees

Jun 8 - Jun 9

A Comfy Cozy Cottage on Clowney

Mineral Point

Tashia N.

￥39,764 total

includes taxes & fees

Jun 9 - Jun 10

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Top Southwest Wisconsin Hotel Reviews

Natura Treescape Resort

6/10 Okay

"Overall we enjoyed our one night stay at Treescape resort. The grounds aren't spectacular but the location is great and the outdoor lagoon is nice and for the price we were happy. One of the outdoor pools wasn't open which was disappointing. We stayed in the cabins which have shared shower/toilet facilities which are minimalist. The bed was very comfortable and the aircon worked very well. The towels are terrible, bring your own! Major annoyance was lack of easily accessible drinking water."

Mt. Olympus Water & Theme Park Resort

6/10 Okay

"They put you in a motel that is so badly taken care of. For example, our floors were FILTHY, there was DRIED pee on the toilet seat (on the lid, not the bowl itself), the AC was blowing some type of material that looked like cigarette ash on the bottom bunk bed - wiping it was like you were swiping off cigarette ash. Not sure what it was but I'm willing to bet it's from horrible maintenance. Other than that, all staff we interacted with were extremely helpful and nice and deserve a raise. Both the water park and theme parks were amazing."

Best Western Ambassador Inn & Suites

2/10 Terrible

"Don’t book this place. It’s a smelly dump. We showed up for our reservation after booking on Expedia and the building was run down. Nothing like the pictures. We ran into another couple in the parking lot who showed up for a reservation as well and ended up leaving because she was so appalled with the condition of the place. The lady at the front desk told us to call Expedia to cancel. When we called Expedia they told us that it was up to the front desk to do the refund. They called The manager at the front desk and denied our refund and told Expedia to tell us to not try and call them to try and get the refund. They charged 140 dollars plus a 16 dollar fee (for god knows what). 140 for a dump hotel."

Baymont by Wyndham Madison West/Middleton WI West

6/10 Okay

"Staff member at check in was not super friendly. Never saw another staff member, no one was at the desk during checkout. Rooms need a refresh. Shower head fell off when I was getting in to shower, toilet runs. Otherwise, fine. Reasonably priced, breakfast was a typical hotel affair, pool and hot tub seemed relatively clean."

Atlantis Family Waterpark Hotel, an Ascend Collection Hotel

10/10 Excellent

"When booking our stay we wanted to stay somewhere that would cater to our small child (almost 3) for water play. The Atlantis has 3 different water "park" areas and all open until 9pm which is perfect when considering time our son needs to stop and eat, go potty and nap! Open until 9pm gave him more than enough time to play without feeling we needed to rush through the day to enjoy our trip. They have an arcade my son was very excited about even though he was too small for most of the games he was happy to press buttons while mom and dad cheered him on. All the staff were kind and helpful when answering my many many questions especially when we decided to stay one more night! Specifically Michael who took the brunt of my many questions!! They were respectful towards my husband's affiliation to the VFW, patient with my questions and over accommodating when we added that third night, even allowing us to keep the same room. (Clean and comfortable to sleep and relax on the balcony) We didn't need full service housekeeping assistance but the women were available when we needed and very kind to swap out the things we DID need (our needs specifically) we didn't know this when booking but they DO have a washer and dryer available on the first floor we found by accident and it was such a bonus when as I said we added that extra day! We're already looking forward to our next stay!"

Find out more about Southwest Wisconsin

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Check prices for these dates

Our top choices for Southwest Wisconsin vacation rentals

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Blakley Hobbit Small Cabin

Tamarack Point Homestead

Crooked Creek - Relaxation Cabin

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Crooked Creek - Serenity Cabin

Eagles Nest- River View Cabin

The Dylin

Tiny House on the River

Ohio Street Retreat-hot tub, pool, massage chair

The Docksider - Couples & Young Families - Lakefront!

Country home with flowing river

Peaceful Country Comfort W Panoramic Views of Big Creek Valley

Welcome to Full Moon Cabin in the Woods

Modern Downtown La Crosse Apartment

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Hillsboro Driftless Guesthouse is cozy and ready for you!

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

River Road Retreat

A Comfy Cozy Cottage on Clowney

Find vacation rentals that suit your style

Top Southwest Wisconsin Hotel Reviews

Natura Treescape Resort

Find out more about Southwest Wisconsin

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