Holiday Homes in Southwest Wisconsin

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Check prices for these dates

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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Holiday Homes in Southwest Wisconsin

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, (961)
"This was perfect for our family while visiting. "
Tamarack Wisconsin Dells a Ramada by Wyndham
Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect
Microwave, oven, stovetop, dishwasher

Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect

2.0 out of 10, (2)
"Host never showed up to let us in the property and still has not reimbursed me "
Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect
Two bedroom suite with city views in the heart of downtown Madison
Fridge, microwave, oven, stovetop

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (29)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is NZ$762
includes taxes & fees
27 July - 28 July
Two bedroom suite with city views in the heart of downtown Madison
Baraboo Retreat near Wisconsin dells, Ho Chunk Casino and Devils lake!
Interior

Baraboo Retreat near Wisconsin dells, Ho Chunk Casino and Devils lake!

9.0 out of 10, Wonderful, (10)
"Very nice and comfortable house with everything we needed!"
The price is NZ$580
includes taxes & fees
27 July - 28 July
Baraboo Retreat near Wisconsin dells, Ho Chunk Casino and Devils lake!
Wisconsin Dells Motel on the Lake Delton Strip
Outdoor pool

Wisconsin Dells Motel on the Lake Delton Strip

9.0 out of 10, Wonderful, (24)
"Accurate to listing and nice affordable place to stay at!"
The price is NZ$216
includes taxes & fees
28 July - 29 July
Wisconsin Dells Motel on the Lake Delton Strip
Peaceful retreat on Fawn Lake, local Winery, & minutes from the Dells!
Fridge, microwave, oven, stovetop

Peaceful retreat on Fawn Lake, local Winery, & minutes from the Dells!

2.5 star property
10.0 out of 10, Exceptional, (12)
"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!"
Peaceful retreat on Fawn Lake, local Winery, & minutes from the Dells!
Unique, Vintage, and updated motel!
Outdoor pool

Unique, Vintage, and updated motel!

8.8 out of 10, Excellent, (13)
"The motel was a nice inexpensive option to stay in the dells."
The price is NZ$186
includes taxes & fees
28 July - 29 July
Unique, Vintage, and updated motel!
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Fridge, microwave, oven, stovetop

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

10.0 out of 10, Exceptional, (37)
"Fantastic home. Excellent communication from Beth! Wonderful trip!"
The price is NZ$679
includes taxes & fees
28 July - 29 July
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Interior

Two Bedroom with views of Lake Monona in the heart of downtown Madison

10.0 out of 10, Exceptional, (5)
"We loved everything about this property. Would definitely stay there again."
The price is NZ$806
includes taxes & fees
27 July - 28 July
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
Outdoor spa tub

Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.

10.0 out of 10, Exceptional, (167)
"Gorgeous home - incredibly clean, beautifully decorated, and every amenity was provided! Hot tub was great - very private location - can’t say enough wonderful things about this place - will be returning in the near future!"
Gorgeous Log Home featuring 8-person outdoor HOT TUB-available year round.
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Exterior

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (29)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is NZ$422
includes taxes & fees
10 Aug - 11 Aug
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells
Exterior detail

THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells

10.0 out of 10, Exceptional, (39)
"Everything was great!!! I think the only thing I would recommend changing is the shower head. This place is in the perfect location and it was clean and had everything we needed. Also were able to take advantage of the fire pit!"
The price is NZ$1,014
includes taxes & fees
19 Aug - 20 Aug
THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells
Downtowm-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court
Dining

Downtowm-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court

2.0 star property
9.8 out of 10, Exceptional, (15)
"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! "
The price is NZ$1,242
includes taxes & fees
10 Aug - 11 Aug
Downtowm-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court
Canyon Cottage by Sundara & Wild Rock
Fridge, microwave, oven, stovetop

Canyon Cottage by Sundara & Wild Rock

10.0 out of 10, Exceptional, (2)
"Highly recommend. Incredibly clean, well decorated house in a perfect location. Lots of attention to detail and they were instantly responsive to any questions or problems we had. "
The price is NZ$765
includes taxes & fees
19 Aug - 20 Aug
Canyon Cottage by Sundara & Wild Rock
Elegant country retreat near Spring Green w expansive views of Driftless Region
Smart TV, DVD player, books

Elegant country retreat near Spring Green w expansive views of Driftless Region

10.0 out of 10, Exceptional, (47)
"The four of us enjoyed staying at this home. We were really wowed by the beauty of the home, and the property was private and spacious. We had fun walking around enjoying nature. "
Elegant country retreat near Spring Green w expansive views of Driftless Region
Four Bedroom house 1 mile from entrance to Devils Lake
Private kitchen

Four Bedroom house 1 mile from entrance to Devils Lake

10.0 out of 10, Exceptional, (5)
Four Bedroom house 1 mile from entrance to Devils Lake
Newly updated historical home
Fridge, microwave, stovetop, coffee/tea maker

Newly updated historical home

9.8 out of 10, Exceptional, (52)
"We very much enjoyed our stay and would definitely return! "
Newly updated historical home
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Exterior

8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

10.0 out of 10, Exceptional, (143)
"3 couples enjoying a weekend away :) "
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Riverfront Twin Home
TV, fireplace

Riverfront Twin Home

10.0 out of 10, Exceptional, (30)
"Nice place to stay. Great location. "
The price is NZ$506
includes taxes & fees
30 July - 31 July
Riverfront Twin Home
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, (115)
"I was visiting from Chicago for a concert and was immediately sold with this property! I loved the hot tub and fireplace!! The whole house was clean and very bright! I will definitely stay again!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
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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Top Southwest Wisconsin Hotel Reviews

Days Inn & Suites by Wyndham Wisconsin Dells

Days Inn & Suites by Wyndham Wisconsin Dells

10/10 Excellent
"It was an amazing stay"
Daniel 1-night trip
Posted 19 hours ago
Days Inn & Suites by Wyndham Wisconsin Dells