Holiday Homes in Southern Wisconsin

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Featured Holiday Homes in Southern Wisconsin and around

Our top choices for Southern Wisconsin holiday homes

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (971)
"Great place to stay "
Tamarack Wisconsin Dells a Ramada by Wyndham

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (38)
"Gorgeous place!"
The price is €210
includes taxes & fees
14 Sept - 15 Sept
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

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

2.0 star property
9.8 out of 10, Exceptional, (20)
"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 €589
includes taxes & fees
12 Oct - 13 Oct
Downtown-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court

Chic 3 bedroom Get-a-way in downtown Lake Geneva

9.8 out of 10, Exceptional, (7)
The price is €307
includes taxes & fees
14 Sept - 15 Sept
Chic 3 bedroom Get-a-way in downtown Lake Geneva

Cottage walking distance to Lake Geneva!

10.0 out of 10, Exceptional, (38)
"Comfortable cottage with great kitchen and 2 porches. We used it as a home base while visiting Lake Geneva, Elkhorn and Madison. I would definitely recommend it for anyone visiting Lake Geneva. "
Cottage walking distance to Lake Geneva!

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

10.0 out of 10, Exceptional, (244)
"What an incredible stay! The house was clean and organized. The open floor plan had lots of good spaces for family to gather. The views and property overall was beautiful! "
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Champagne Chalet @ Spring Brook Resort

9.8 out of 10, Exceptional, (58)
"The house was lovely and we enjoyed a lot. The community is really nice along with the pool facilities. The only suggestion is that more toiletries should be provided rather than just basic soaps."
The price is €876
includes taxes & fees
25 Sept - 26 Sept
Champagne Chalet @ Spring Brook Resort

Large Lakefront Home on Lake Como - Private Pier!

9.8 out of 10, Exceptional, (22)
"Will come back again for sure Dan is excellent host we loved the place"
Large Lakefront Home on Lake Como - Private Pier!

Newly updated historical home

9.8 out of 10, Exceptional, (57)
"This was a great place to stay. In town, easy to walk to a few restaurants and shops. We had a restful sleep and the place was super clean and well stocked. Thanks so much!"
Newly updated historical home

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

10.0 out of 10, Exceptional, (43)
"House was perfect, clean and cozy! Will definitely book again!"
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

Lakefront 2-bed house in Oshkosh with dock!

9.8 out of 10, Exceptional, (30)
"Loved the property. Beautiful view! So comfortable"
Lakefront 2-bed house in Oshkosh with dock!

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (248)
"Very clean and welcoming. Hosts were very prompt to respond to questions. "
A Pleasant Retreat- No Cleaning Fee & New Discounts

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

9.8 out of 10, Exceptional, (104)
"Out bachelor party stay was fantastic, everything about the trip was a breeze! "
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

Spacious 6 Bedroom less than 10 min walk to Downtown WI Dells! Sleeps 20+!

2.0 star property
10.0 out of 10, Exceptional, (18)
"The place was clean, and my family had a wonderful time during our stay."
The price is €1,147
includes taxes & fees
12 Oct - 13 Oct
Spacious 6 Bedroom less than 10 min walk to Downtown WI Dells! Sleeps 20+!

Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

2.0 star property
9.4 out of 10, Exceptional, (11)
"Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower."
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

9.4 out of 10, Exceptional, (62)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is €325
includes taxes & fees
15 Sept - 16 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Dogwood Dream @ Spring Brook Resort

9.8 out of 10, Exceptional, (39)
"We were very happy with the house we rented. If was perfect for our family of 9. House had everything we needed. We would rent it again."
The price is €550
includes taxes & fees
25 Sept - 26 Sept
Dogwood Dream @ Spring Brook Resort

Paoli Den - Renovated Flat!

9.8 out of 10, Exceptional, (25)
"Prefect"
Paoli Den - Renovated Flat!

Eagles Nest Retreat! Private Decks In Town

9.8 out of 10, Exceptional, (169)
"This was a cozy cabin that slept 9 for us with a great location. Everything was very clean, great decks, and great communication with owners."
The price is €463
includes taxes & fees
25 Sept - 26 Sept
Eagles Nest Retreat! Private Decks In Town

Lake Breeze on 11th

9.6 out of 10, Exceptional, (5)
"Enjoyed staying at the property, we brought our two dogs just a heads up for dog owners. The backyard is not fenced so if you have a runner, it might be hard. Other than that, the house is comfortable, the beds were comfortable, the bathroom was clean, and the kitchen was stocked. Parking was easy and the neighborhood is quiet. Easy location to get to everything in Sheboygan. Dan was easy to get a hold of and the process went very smooth. Just a note, both bedrooms are upstairs and the bathroom...
Lake Breeze on 11th
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 Southern Wisconsin Hotel Reviews

Find out more about Southern Wisconsin

Find out more about Southern Wisconsin

Southern Wisconsin Holiday Homes information

Number of reviews
Accommodation
729 Holiday Homes
Lowest Price
€210
Highest Price
€1,147

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