Southwest Wisconsin Vacation Rentals

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Check prices for these dates

Next weekend
Feb 21 - Feb 23
In two weeks
Feb 28 - Mar 2
In one month
Mar 14 - Mar 16
In two months
Apr 11 - Apr 13

Browse Select Southwest Wisconsin Vacation Homes

Tamarack Wisconsin Dells a Ramada by Wyndham
Indoor pool, seasonal outdoor pool

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (946)
"Great"
Tamarack Wisconsin Dells a Ramada by Wyndham
A Pleasant Retreat- No Cleaning Fee & New Discounts
Exterior

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (224)
"Our recent stay in Sun Prairie was wonderful. Randy and Connie are outstanding hosts. They greeted us when we arrived. Showed us all the features of the home and were available to answer any questions. They suggested places to take our grandchildren. The house was conveniently located to everything we wanted to do in Sun Prairie and is a short drive to Madison. Our grand daughter told us she wants to come back and stay in this our again."
The price is CA $319
CA $408 total
includes taxes & fees
Feb 17 - Feb 18
A Pleasant Retreat- No Cleaning Fee & New Discounts
Field House | Game Room | DOWNTOWN Dells | Basketball Court| Arcade
Exterior

Field House | Game Room | DOWNTOWN Dells | Basketball Court| Arcade

9.8 out of 10, Exceptional, (126)
"The detached garage is a game changer!"
The price is CA $296
CA $676 total
includes taxes & fees
Feb 17 - Feb 18
Field House | Game Room | DOWNTOWN Dells | Basketball Court| Arcade
River Front Property
TV, video games, DVD player, stereo

River Front Property

10.0 out of 10, Exceptional, (85)
"We loved staying at this rental! It was very clean and cozy and had a great view of the river. Close to downtown LaCrosse but just far enough from the noise and foot traffic. Ben was kind and accommodating and always quickly responded to any questions we had. Would highly recommend! "
River Front Property
Peaceful Cottage on the Pines Golf Course, so close to Sand Valley Golf Resort!
Exterior

Peaceful Cottage on the Pines Golf Course, so close to Sand Valley Golf Resort!

10.0 out of 10, Exceptional, (1)
"This house was everything it promised to be. It was very clean, and the kitchen was well equipped. We had all the things we needed to cook in, and more. The beds were all comfortable. Plus there was plenty of room in the house to hang all of our winter gear. The basement rec room provided a great place to see the Super Bowl. The winter views were wonderful, and the cottage was very cozy. This is one we hope to return to. The host was also very accommodating. "
The price is CA $227
CA $755 total
includes taxes & fees
Feb 16 - Feb 17
Peaceful Cottage on the Pines Golf Course, so close to Sand Valley Golf Resort!
Cozy Farmhouse located in the country between Devils Lake and Wisconsin Dells
Property grounds

Cozy Farmhouse located in the country between Devils Lake and Wisconsin Dells

10.0 out of 10, Exceptional, (57)
"Clean, modern updates, accurate pictures and everything as described in listing. Would stay here again."
Cozy Farmhouse located in the country between Devils Lake and Wisconsin Dells
GOLFER'S RETREAT ON LAKE ARROWHEAD GOLF COURSE
Exterior

GOLFER'S RETREAT ON LAKE ARROWHEAD GOLF COURSE

9.6 out of 10, Exceptional, (32)
"This location was close to supper clubs and local bars. Home was clean and nicely furnished. Our group enjoyed the stay "
GOLFER'S RETREAT ON LAKE ARROWHEAD GOLF COURSE
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Exterior

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.6 out of 10, Exceptional, (17)
"Beautiful house! Limited parking, on street only many areas marked 2 hour only. "
The price is CA $277
CA $351 total
includes taxes & fees
Feb 18 - Feb 19
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Day at the Lake @ Spring Brook Resort
Interior

Day at the Lake @ Spring Brook Resort

10.0 out of 10, Exceptional, (2)
"Spacious and cozy "
The price is CA $424
CA $853 total
includes taxes & fees
Feb 18 - Feb 19
Day at the Lake @ Spring Brook Resort
This big old charming house Viroqua
Outdoor dining

This big old charming house Viroqua

10.0 out of 10, Exceptional, (21)
"This house was perfect for hosting my family. We had a wonderful time!"
This big old charming house Viroqua
Hideout Haven
Interior

Hideout Haven

9.8 out of 10, Exceptional, (60)
"Was perfect for our quick ski trip to Devil’s Head!"
Hideout Haven
GOLFER'S PARADISE, MINUTES FROM SAND VALLEY GOLF RESORT
Exterior

GOLFER'S PARADISE, MINUTES FROM SAND VALLEY GOLF RESORT

9.8 out of 10, Exceptional, (21)
"The overall process was great and had a Walmart nearby for convenience."
GOLFER'S PARADISE, MINUTES FROM SAND VALLEY GOLF RESORT
All Inclusive Getaway ( The Pool House )
Fridge, microwave, oven, stovetop

All Inclusive Getaway ( The Pool House )

10.0 out of 10, Exceptional, (52)
"We have stayed at the Pool House in January for the last 4 years. Our kids and our grandkids enjoy staying there more and more each year. The pool continues to be a great gathering area for our family. Chad has always responded to questions quickly and professionally. "
All Inclusive Getaway ( The Pool House )
Champagne Chalet @ Spring Brook Resort
Property grounds

Champagne Chalet @ Spring Brook Resort

9.8 out of 10, Exceptional, (49)
"We had 15 family members all stay together for our Christmas Family trip. The cabin was close by the activities we chose to do and plenty of room at the cabin for our family games. "
The price is CA $750
CA $1,417 total
includes taxes & fees
Feb 17 - Feb 18
Champagne Chalet @ Spring Brook Resort
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Outdoor spa tub

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (103)
"enjoyable relaxing great place"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Miscellaneous

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is CA $376
CA $750 total
includes taxes & fees
Feb 17 - Feb 18
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Newer Home Near Castle Rock Lake in New Lisbon, WI
TV, DVD player, foosball, table tennis

Newer Home Near Castle Rock Lake in New Lisbon, WI

10.0 out of 10, Exceptional, (3)
"Enjoyed our stay. Plenty of room for our mutual-generational family. The home was very clean and lived up to the pictures and description. Would certainly recommend! "
Newer Home Near Castle Rock Lake in New Lisbon, WI
Whitetail Ridge with access to Wilderness Waterpark
Exterior

Whitetail Ridge with access to Wilderness Waterpark

8.6 out of 10, Excellent, (37)
"We booked this cabin for a family gathering at the Dells. We had 5 families staying and it held all 9 adults and 4 kids very comfortably. The cabin is on a beautiful piece of property that backs up to the river. The layout worked well for our extended family being able to put the families with kiddos into the rooms with multiple beds. There is lots of seating if everyone is spread out, but gathering everyone in one area was a bit challenging. Luckily we didnt need to do that a lot. Check in was...
Whitetail Ridge with access to Wilderness Waterpark
Enjoy this newly remodeled house located on Lake Onalaska.
Miscellaneous

Enjoy this newly remodeled house located on Lake Onalaska.

10.0 out of 10, Exceptional, (112)
"Perfect location and accommodations for week long fishing excursion for 2 guys. Cleaning station in basement was perfect! Will stay again"
Enjoy this newly remodeled house located on Lake Onalaska.
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Property grounds

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

9.6 out of 10, Exceptional, (13)
"This cute place was just what we needed for our short stay in La Crosse. The property was well-maintained and had everything we needed. It was very easy to contact the host when we had questions. "
The price is CA $147
CA $202 total
includes taxes & fees
Feb 17 - Feb 18
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
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

Bluegreen Vacations Odyssey Dells Resort
Water park

Bluegreen Vacations Odyssey Dells Resort

3.5 star property
9.2 out of 10, Wonderful, (96)
"Large rooms and everything you need!"
Bluegreen Vacations Odyssey Dells Resort
Tamarack Wisconsin Dells a Ramada by Wyndham
Indoor pool, seasonal outdoor pool

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (946)
"Great"
Tamarack Wisconsin Dells a Ramada by Wyndham
The Dylin by Locale
Lobby

The Dylin by Locale

4.0 star property
9.8 out of 10, Exceptional, (7)
"This is a fabulous location. The building is beautiful. The beds are cozy and the units have all the amenities one would need. Absolutely fabulous! The only complaint is communication is lacking In the weekends if booking or having issues. M-Friday the text communication is great. I’m having an issue with my unit. And they are telling they are fully booked. Yet I’m physically here and only a few people are in the third floor! I’m staying here long term so I don’t appreciate the mis...
The Dylin by Locale
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.