Southwest Wisconsin Vacation Rentals

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Browse Select Southwest Wisconsin Vacation Homes

Indoor pool, seasonal outdoor pool
Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
9.2 out of 10, Wonderful, (893)
"It was amazing just like being at home quiet east to find very well kept up"
Tamarack Wisconsin Dells a Ramada by Wyndham
Smart TV, DVD player, books
Elegant country retreat near Spring Green w expansive views of Driftless Region
10.0 out of 10, Exceptional, (3)
"This gorgeous home was the perfect place to get away for the weekend. Pristine home with modern amenities but also access to the peace of nature. Sunsets bloomed from the expansive views. Walking trails gave us room to explore. Would definitely visit again."
Elegant country retreat near Spring Green w expansive views of Driftless Region
Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (186)
"This was our first experience renting this home & we're definitely booking this home again next year. Everything from very attentive, kind renters, too extremely clean & renovated home, extremely comfortable beds & pillows. Not to mention the gorgeous & relaxing back yard. Perfect place to stay, for sure"
A Pleasant Retreat- No Cleaning Fee & New Discounts
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Fridge, microwave, oven, stovetop
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (135)
"Great place, about 10-15 min uber ride to campus. Clean and well-stocked....great/easy communication with owners."
Amazing townhouse, amazing attractions, amazing city!
Outdoor dining
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, (132)
"We loved our stay. The house was comfortable and clean. It had all the amenities. The location was spectacular, and the backyard was super peaceful. Joan was a great host and communication was easy. There are three bedrooms for six people and a full-size futon, which is great for our group of 6."
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Private kitchen
Enjoy comfort & elegance in this historical La Crosse, WI mansion
10.0 out of 10, Exceptional, (2)
"Loved the mansion! We were able to have a little post graduation soirée with our family and a few of my sons friends as their last goodbye after graduation. We played games on the porch in the balmy spring air and fantasized what generations had done the same for decades prior. It was perfect!"
The price is CA $266
CA $348 total
includes taxes & fees
May 19 - May 20
Enjoy comfort & elegance in this historical La Crosse, WI mansion
Exterior
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!
9.8 out of 10, Exceptional, (69)
"Loved the original furniture and decor. Signe was very available if I needed anything. We had a rehearsal dinner and everyone loved the home."
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!
Property grounds
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (79)
"Clean, easy check in and quiet. As advertised."
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Property grounds
Dells Lake Villa At Lighthouse Cove Condominiums
10.0 out of 10, Exceptional, (1)
"This property worked out perfectly for a sister’s weekend getaway. It was clean, conveniently located, and communication with the property manager was excellent. Would highly recommend."
The price is CA $139
CA $416 total
includes taxes & fees
May 23 - May 24
Dells Lake Villa At Lighthouse Cove Condominiums
Fridge, microwave, oven, stovetop
Paoli Den - Newly Remodeled!
Paoli Den - Newly Remodeled!
Fridge, microwave, stovetop, coffee/tea maker
Newly updated historical home
9.8 out of 10, Exceptional, (32)
"Loved the rental! Super clean and modern! Great location and hosts!"
Newly updated historical home
Exterior
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
10.0 out of 10, Exceptional, (107)
"This property is a great option to host friends or family in La Crosse! Our group was all alumni and we decided to come back to town for the beer wine and cheese fest. The house was bigger than expected, it had a great yard, the kitchen and bathrooms were well stocked, and it was a walkable distance from downtown. Not to mention affordable, especially compared to hotel prices during event weekends. We will definitely be staying here again for future alumni get togethers."
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Property grounds
Family friendly house in forest,3min from Castle Rock Lake.25 min from Wis Dells
10.0 out of 10, Exceptional, (113)
"Stayed with some college friends and our dogs. The house and location were perfect for us! Very comfortable, and we enjoyed the "up north" feel. Within walking distance of the lake! I highly recommend this VRBO!"
Family friendly house in forest,3min from Castle Rock Lake.25 min from Wis Dells
Fridge, microwave, oven, stovetop
Two bedroom suite with city views in the heart of downtown Madison
The price is CA $611
CA $788 total
includes taxes & fees
May 19 - May 20
Two bedroom suite with city views in the heart of downtown Madison
Smart TV, fireplace
Experience luxurious lakeside living in our 5-bed, 5-bath retreat!
Experience luxurious lakeside living in our 5-bed, 5-bath retreat!
Exterior
Nine mins from Down Town Wisconsin Dells. Pet Friendly, Private Area
9.8 out of 10, Exceptional, (29)
"Everthing went great with our stay, this is a great spot."
The price is CA $238
CA $287 total
includes taxes & fees
May 23 - May 24
Nine mins from Down Town Wisconsin Dells. Pet Friendly, Private Area
Interior
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
10.0 out of 10, Exceptional, (64)
"This place is amazing, if you’re looking for a getaway in the middle of no where this is the place to go. The owners had some great recommendations and they even have a book with all the nearby places to checkout. I’ll be staying here again in the future!"
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
Fridge, microwave, oven, stovetop
The Great Escape - Private Resort by Patriot Properties
10.0 out of 10, Exceptional, (2)
"Stayed here for a bachelor party and our group could not have been happier. From the sprawling space available, the generous of comfortable sleeping options, the gorgeous scenery and best of all, the entertainment. There is an entire building dedicated to it with a TV, billiards, darts, air hockey, all with a full bar. But the big surprise that occupied the whole weekend was the pickle ball court in the garage with ample seating and a grill. If you want to have a blast and get away from it all,...
The Great Escape - Private Resort by Patriot Properties
Lake
Waterfront property on the ATV/UTV trail system!
9.8 out of 10, Exceptional, (31)
"Enjoyed our visit."
Waterfront property on the ATV/UTV trail system!
Private kitchen
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
8.4 out of 10, Very good, (9)
"Average place. Fairly clean, ok beds, tiny, cheap living room furniture. I see reviews from 6 months ago about the broken railing, still not fixed. Even worse is the wood railing behind the house. Someone is going to get hurt. Reasonable price, got what we paid for."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Don't see what you're looking for?
See all available properties in Southwest Wisconsin
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.

Other property types in Southwest Wisconsin

Exterior
Caribbean Club Resort
3.0 star property
8.0 out of 10, Very good, (313)
"Very home away from home. Condo unit was clean and had our most desired amenities fireplace and jacuzzi tub "
Caribbean Club Resort
Property grounds
*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo
9.8 out of 10, Exceptional, (113)
"Absolutely perfect for 2 couple that want to get away for a few days. The views of the water are beautiful and just a short walk to downtown. Great communication with host Ashley. Already trying to find a date to come back in the fall."
The price is CA $135
CA $393 total
includes taxes & fees
May 21 - May 22
*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo
Indoor pool, seasonal outdoor pool
Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
9.2 out of 10, Wonderful, (893)
"It was amazing just like being at home quiet east to find very well kept up"
Tamarack Wisconsin Dells a Ramada by Wyndham
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.

Southwest Wisconsin Vacation Homes information

Number of reviews
1,847
Accommodation
456 Vacation Homes
Lowest Price
CA $129
Highest Price
CA $611

Recent Reviews in Southwest Wisconsin
Expedia verified reviews