Southwest Wisconsin Vacation Rentals from $183: Search Short-Term Rentals

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Vacation Rentals in Southwest Wisconsin

"Very comfortable and convenient. Would be happy to stay there again."

$165 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"This was perfect for our family while visiting. "

"Great family vacation!"

$163 nightly

Jul 13 - Jul 14

Total includes taxes and fees

"Everything about this hotel was great, from the check in, to the room, and being right next door to mt Olympus was great!"

Premium Loft, 3 Bedrooms, 2 Bathrooms, Lakeside | Exterior

"Good property"

"We enjoyed the cabin and our stay."

$389 nightly

Aug 6 - Aug 7

Total includes taxes and fees

$230 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"The home is well kept and charming. It had everything we needed. Easy to book and the host communicated great. "

$508 nightly

Jul 9 - Jul 10

Total includes taxes and fees

$1,136 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"Very nice and quiet area. TV reception was horrible. Would definitely stay again!"

$207 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"We were a group of 10 and had plenty of room"

"Couldnt even sleep there the place smelled like straight cat pee and had real feces present horrible cant believe they allow this place to stay on VRBO"

$209 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"We were very impressed with this property. All the amenities that were necessary for a comfortable stay were provided by the host. Also, excellent communication with the host as well. We would love to stay another time!"

$406 nightly

Jul 16 - Jul 17

Total includes taxes and fees

"We really enjoyed our stay. The space was really nice and it is very close to downtown. The only downside was that the hot tub was closed for repairs during our stay and that was a reason we chose this place to stay "

$519 nightly

Jul 25 - Jul 26

Total includes taxes and fees

"Perfect for folks who want a camping-like experience with a solid roof over your head. "

"It was perfect for what I needed and priced nicely. I will use again if headed to Dells."

"It was so peaceful, relaxing, a community atmosphere. There was also a wide variety of activities for uz to do. "

$214 nightly

Jul 10 - Jul 11

Total includes taxes and fees

"The Downtowner is clean & spacious in a quiet neighborhood. It is perfect for a family with young kids. The kids especially enjoyed the game room. We would stay here again! "

$667 nightly

Jul 13 - Jul 14

Total includes taxes and fees

"Great location, was just 10-15 minutes away from everything we wanted to do in the Dells. We loved being a bit removed from the main attractions of downtown, but being close enough to easily go experience them. Beautiful property and we had a great time!"

"I threw a birthday party for my wife and had some of her friends stay and it was a great location. Ashley was very communicative about the check in / check out process and the detailed binder about everything was great!"

$544 nightly

Jul 9 - Jul 10

Total includes taxes and fees

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Find out more about Southwest Wisconsin

Everything you need to know about Southwest Wisconsin vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Wisconsin vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Wisconsin vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwest Wisconsin vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Wisconsin. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southwest Wisconsin in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $183 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southwest Wisconsin rentals

At Expedia, we put the best Southwest Wisconsin vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southwest Wisconsin rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Wisconsin vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Wisconsin. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Southwest Wisconsin properties

5/5 Excellent

"Great "

A verified traveler from Skokie stayed at Mt. Olympus Water & Theme Park Resort

Posted 18 hours ago

The Madison Concourse Hotel and Governor's Club

5/5 Excellent

"This was our 3rd visit to this property and its always a absolute pleasure and memorable experience. This visit we went to the bar for the 1st time and the drinks were excellent and the food was delicious. I had the salmon and a brandy old fashioned. The room was very clean and comfortable. I spent some time in the public hot tub and sauna and both were good. The staff were fantastic and so accommodating and friendly. Even in the elevator the staff asked if we needed anything and how our stay was. Definitely will stay here again. "

A verified traveler stayed at The Madison Concourse Hotel and Governor's Club

Posted 19 hours ago