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Featured Condo Rentals in Southwest Wisconsin

Bluegreen Vacations Odyssey Dells Resort

3.5 star property
9.4 out of 10, Exceptional, (99)
"Exceptional service and cleanliness! Good sized rooms, close to everything, highly recommend!"
Bluegreen Vacations Odyssey Dells Resort

Caribbean Club Resort

3.0 star property
8.0 out of 10, Very good, (335)
"We stayed for the weekend while in town for a volleyball trip everything was very well kept up. "
Caribbean Club Resort

*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat

9.8 out of 10, Exceptional, (141)
"Enjoyed our stay to celebrate daughter's bday. Perfect size, clean and communication was great from host."
The price is AU$507
includes taxes & fees
16 Mar - 17 Mar
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat

Steph's Waterfront Retreat

9.8 out of 10, Exceptional, (57)
"It was the perfect short getaway for the weekend! We enjoyed the accomodations very much! There was tons of snow, which added to a wonderful experience."
The price is AU$358
includes taxes & fees
13 Mar - 14 Mar
Steph's Waterfront Retreat

Josie's On The Bay - Waterfront, Fireplace, Roku

9.6 out of 10, Exceptional, (52)
"Nice"
The price is AU$473
includes taxes & fees
13 Mar - 14 Mar
Josie's On The Bay - Waterfront, Fireplace, Roku

Golf-front modern condo with fireplace, balcony, & golf course views

9.4 out of 10, Exceptional, (21)
"Room was perfect for our needs. Plenty of towels and spare blankets. Hot water pressure in the bathroom could have been better and shower head could use replacing to one with changeable settings/no mineral build up but those are minor things. Room was clean and as pictured. "
Golf-front modern condo with fireplace, balcony, & golf course views

Capital PrimeTime - 6 Miles from Madison w/ fireplace

9.8 out of 10, Exceptional, (16)
"We had an excellent stay at this location! The property manager was over the top accommodating with several things, and we were so happy we chose this home. We highly recommend, and would definitely stay here again!"
The price is AU$1,008
includes taxes & fees
11 Mar - 12 Mar
Capital PrimeTime - 6 Miles from Madison w/ fireplace

4th-floor condo with elevator, jetted tub, full kitchen, washer/dryer, & fireplace

8.0 out of 10, Very good, (10)
"Great location "
4th-floor condo with elevator, jetted tub, full kitchen, washer/dryer, & fireplace

Fun Stays @ The Dells Club, 3BR/2Ba Condo with Riverview!

9.8 out of 10, Exceptional, (61)
"Carol’s place was very clean and as described. The view from the deck was beautiful. Close to the Dells but far enough away to get peace and quiet. The home had everything we needed and the beds were comfortable. Highly recommend. "
Fun Stays @ The Dells Club, 3BR/2Ba Condo with Riverview!

Lovely condo with on-site water park, balcony, kitchenette & central AC

8.6 out of 10, Excellent, (8)
"The bee hive on the balcony "
Lovely condo with on-site water park, balcony, kitchenette & central AC

Main Street Lodge

10.0 out of 10, Exceptional, (239)
"You won't be sorry if you pick this place. The location is fantastic. It is unique and very spacious. We all loved our stay there."
Main Street Lodge

Peyton's Place at Tamarack - Great Location!

10.0 out of 10, Exceptional, (9)
"The property was perfect. Exactly as advertised!"
The price is AU$493
includes taxes & fees
11 Mar - 12 Mar
Peyton's Place at Tamarack - Great Location!

The Sunset Condo at Sunset Cove

3.0 star property
10.0 out of 10, Exceptional, (14)
"This place was as advertised. Clean and modern with nice features."
The price is AU$547
includes taxes & fees
13 Mar - 14 Mar
The Sunset Condo at Sunset Cove

Lakefront dog-friendly condo near skiing with private beach access, views & dock

9.2 out of 10, Wonderful, (9)
"It was perfect."
Lakefront dog-friendly condo near skiing with private beach access, views & dock

Lakefront Luxury 212 · Lakefront Luxury for Families or Couples

10.0 out of 10, Exceptional, (48)
"Chris' place was great and he was a very accommodating host. I'd gladly stay here again."
The price is AU$511
includes taxes & fees
11 Mar - 12 Mar
Lakefront Luxury 212 · Lakefront Luxury for Families or Couples

Vacation Awaits at Delton Grand

The price is AU$821
includes taxes & fees
11 Mar - 12 Mar
Vacation Awaits at Delton Grand

Come ready to explore The Dells outdoor scene at this Delton Lake Resort condo

10.0 out of 10, Exceptional, (14)
"We visited with family from age 1 to 66. Six adultsand 3 early rising littles. The family stayed in the lower level comfortably. The late risers stayed upstairs. The spotlessly clean layout was great! We used the pool and were the only swimmers enjoying the water. Location was convenient and kitchen well stocked.Highly recommend this VRBO."
Come ready to explore The Dells outdoor scene at this Delton Lake Resort condo

Wisconsin Dells Escape - Amazing Views - Pools

10.0 out of 10, Exceptional, (6)
"Perfect location! Close to attractions, but far enough away to relax!"
The price is AU$459
includes taxes & fees
8 Apr - 9 Apr
Wisconsin Dells Escape - Amazing Views - Pools

Beachtop Condo at Delton Grand - Waterfront

The price is AU$456
includes taxes & fees
11 Mar - 12 Mar
Beachtop Condo at Delton Grand - Waterfront

2BD/Wisconsin Dells - Access to Water Parks!

9.6 out of 10, Exceptional, (9)
"Great communication with owners. Awesome property and looking forward to booking again!"
2BD/Wisconsin Dells - Access to Water Parks!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Southwest Wisconsin

The Dylin

4.0 star property
9.8 out of 10, Exceptional, (20)
"Beautifully decorated, extremely clean, very comfortable bed."
The price is AU$170
includes taxes & fees
12 Mar - 13 Mar
The Dylin

Bluegreen Vacations Odyssey Dells Resort

3.5 star property
9.4 out of 10, Exceptional, (99)
"Exceptional service and cleanliness! Good sized rooms, close to everything, highly recommend!"
Bluegreen Vacations Odyssey Dells Resort

Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!

9.8 out of 10, Exceptional, (468)
"We were thrilled to be staying in an actual railway car that was turned into a comfortable and cozy suite. While the location is somewhat remote, it was about fifteen minutes from main roads that led to area attractions, restaurants, etc. Our host John was very accessible and accommodating, providing a truly unique travel experience."
Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do condos in Southwest Wisconsin cost?
The price range for condos in Southwest Wisconsin is AU$358 to AU$1,008 per night. No matter your budget, you’re sure to find something that suits your pocket — as well as your entire crew! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Southwest Wisconsin?
Browse our 241 condos in Southwest Wisconsin and lock in your favourite. Whether you’re planning a family escape or a break with your buddies, your perfect stay is just a few clicks away with Expedia.
What is there to do in Southwest Wisconsin near my condo?
You’ll discover countless ways to fill your days in Southwest Wisconsin. If you’re holidaying in Wisconsin Dells, stop by Mt. Olympus Water and Theme Park, Noahs Ark Waterpark and Chula Vista Waterparks. Taking off to La Crosse? Childrens Museum of La Crosse, Shenanigans Entertainment Centre & Sports Bar and St. Rose of Viterbo Convent are popular attractions here.