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Southern Wisconsin holiday homes

We found 8,827 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southern Wisconsin

Showing deals for:8 Jan - 15 Jan

Dining area
Attic balcony
Exterior
Private kitchen
Exceptional
(22 reviews)

Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

Delavan

8% off
NZ$13,381
for 7 nights, 1 cottage
NZ$1,912 per night
includes taxes & fees
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Kitchen and sitting area
Exterior
Front room sitting area
Private kitchen
Exceptional
(43 reviews)

Stunning Lakeside Retreat: Delavan Lake Home with Lake Views & Lake Access

Delavan

7% off
NZ$10,813
for 7 nights, 1 home
NZ$1,545 per night
includes taxes & fees
Stunning Lakeside Retreat: Delavan Lake Home with Lake Views & Lake Access
Property grounds
Private kitchen
Main Kitchen
Full bed with Twin bunk beds
Exceptional
(45 reviews)

Cozy Cabin with a Hot Tub!

Wisconsin Dells

8% off
NZ$6,453
for 7 nights, 1 cottage
NZ$922 per night
includes taxes & fees
Cozy Cabin with a Hot Tub!
Living area
Terrace/patio
Interior
Living area
Exceptional
(13 reviews)

Rifugio Graziella, King Bed, Hot Tub, Sauna, Soaking Tub, Fireplace, EV+, Luxury

Baraboo

13% off
NZ$6,381
for 7 nights, 1 cabin
NZ$912 per night
includes taxes & fees
Rifugio Graziella, King Bed, Hot Tub, Sauna, Soaking Tub, Fireplace, EV+, Luxury
Room
Terrace/patio
Living area
Interior
Exceptional
(80 reviews)

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

Eastman

8% off
NZ$1,623
for 7 nights, 1 room
NZ$232 per night
includes taxes & fees
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
Terrace/patio
Private kitchen
Interior
Dining
Exceptional
(7 reviews)

Beautiful 4 bedroom home. Close to Downtown, Devil's Lake, and the Dells

Baraboo

7% off
NZ$4,623
for 7 nights, 1 home
NZ$660 per night
includes taxes & fees
Beautiful 4 bedroom home. Close to Downtown, Devil's Lake, and the Dells
Creative seating allows everyone to gather in the front porch
Chill on the front porch and set the night time vibes!
Stairs off the dining area lead to the second floor
back porch mud room has access to the kitchen and back yard
Exceptional
(27 reviews)

Fabulous! 5 BR/7 Bed: 15 min to the Dells, across from Lake Mason

Briggsville

8% off
NZ$5,878
for 7 nights, 1 home
NZ$840 per night
includes taxes & fees
Fabulous! 5 BR/7 Bed: 15 min to the Dells, across from Lake Mason
Living area
Exterior
Dining
Private kitchen
Exceptional
(7 reviews)

Brand New Lakeview Retreat: Beautiful Delavan Lake Views & Private Lake Access

Delavan

8% off
NZ$13,316
for 7 nights, 1 home
NZ$1,902 per night
includes taxes & fees
Brand New Lakeview Retreat: Beautiful Delavan Lake Views & Private Lake Access
Interior
Property grounds
Dining
table for 10
Wonderful
(61 reviews)

🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲

Twin Lakes

8% off
NZ$9,097
for 7 nights, 1 home
NZ$1,300 per night
includes taxes & fees
🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲
Kitchen island into the dining area.
Watch the sun come up with from this spacious patio.
Interior
View from the driveway.
Exceptional
(92 reviews)

Beautiful Sunrises and Lakefront Views!

Fond du Lac

8% off
NZ$4,279
for 7 nights, 1 home
NZ$611 per night
includes taxes & fees
Beautiful Sunrises and Lakefront Views!
Interior
Property grounds
Exterior
Interior
Exceptional
(45 reviews)

Grand home with views of the Mississippi!

Trempealeau

8% off
NZ$5,309
for 7 nights, 1 home
NZ$758 per night
includes taxes & fees
Grand home with views of the Mississippi!
Beautiful Artwork throughout
Great spot for  your morning coffee
16 feet of dining that can be expanded to add another 8 feet
Living area
Exceptional
(112 reviews)

Private Country House near Lake Geneva, Como and Williams Bay

Lake Geneva

8% off
NZ$18,567
for 7 nights, 1 home
NZ$2,652 per night
includes taxes & fees
Private Country House near Lake Geneva, Como and Williams Bay
Private kitchen
Exterior
Outdoor dining
Living area
Exceptional
(148 reviews)

Log Cabin Lodge Devil's Lake State Park, Skiing, Cascade Mtn, Dells

Baraboo

8% off
NZ$6,818
for 7 nights, 1 home
NZ$974 per night
includes taxes & fees
Log Cabin Lodge Devil's Lake State Park, Skiing, Cascade Mtn, Dells
Serveware for 10.
Your new favorite indoor coffee spot.
Exterior
Breakfast bar with room for four.
Exceptional
(13 reviews)

Modern | Beachfront | Sleeps 10

Oostburg

12% off
NZ$11,023
for 7 nights, 1 home
NZ$1,575 per night
includes taxes & fees
Modern | Beachfront | Sleeps 10
Relaxing Living Room
Autumn view
Well appointed Kitchen
Interior
Exceptional
(59 reviews)

Adorable Updated Cozy Cottage set on Lake Wisconsin's Sunset Bay

Lodi

8% off
NZ$4,013
for 7 nights, 1 cottage
NZ$573 per night
includes taxes & fees
Adorable Updated Cozy Cottage set on Lake Wisconsin's Sunset Bay
Kohler/Andrae a short drive away featuring wildlife, nature, and beach.
Fully stocked and appointed kitchen for hosting groups.
Sheboygan Shores mud room.
Large sandy beach located 0.2 miles from Sheboygan Shores!
Exceptional
(13 reviews)

Sheboygan Shores

Sheboygan

7% off
NZ$5,111
for 7 nights, 1 home
NZ$730 per night
includes taxes & fees
Sheboygan Shores
Foosball table
Fire pit in backyard
Entryway
Family room on lower level
Exceptional
(211 reviews)

Beautiful Lake Delavan/Lake Geneva Vacation Home

Delavan

8% off
NZ$3,489
for 7 nights, 1 home
NZ$498 per night
includes taxes & fees
Beautiful Lake Delavan/Lake Geneva Vacation Home
Exterior detail
Exterior
Interior
Living area
Exceptional
(20 reviews)

Firefly Cottage! Book your Fall trip today before the calendar fills up!

Bagley

8% off
NZ$1,925
for 7 nights, 1 cottage
NZ$275 per night
includes taxes & fees
Firefly Cottage! Book your Fall trip today before the calendar fills up!
Room
Interior
Living area
Private kitchen
Exceptional
(34 reviews)

Beautifully remodeled 2 bed 104 Berkley Verona #6

Verona

16% off
NZ$2,147
for 7 nights, 1 home
NZ$307 per night
includes taxes & fees
Beautifully remodeled 2 bed 104 Berkley Verona #6
Living area
Private kitchen
Interior
Interior
Exceptional
(88 reviews)

Cozy & Spacious Home Near Downtown Viroqua - 4BR + Bonus Basement Sleeping

Viroqua

8% off
NZ$2,884
for 7 nights, 1 home
NZ$412 per night
includes taxes & fees
Cozy & Spacious Home Near Downtown Viroqua - 4BR + Bonus Basement Sleeping
Exterior
Exterior
Living area
Front door entry into living room with lake view and fireplace
Exceptional
(27 reviews)

Waterfront Lake Koshkonong Retreat - 5BR with Fire Pit, Pier & Social Garage

Edgerton

8% off
NZ$5,778
for 7 nights, 1 home
NZ$825 per night
includes taxes & fees
Waterfront Lake Koshkonong Retreat - 5BR with Fire Pit, Pier & Social Garage
Dining area
Second firepit hidden in the forest
Entrance
Patio
Exceptional
(91 reviews)

Wisconsin Dells Cabin in the Woods

Wisconsin Dells

8% off
NZ$3,265
for 7 nights, 1 cabin
NZ$466 per night
includes taxes & fees
Wisconsin Dells Cabin in the Woods
You can't beat the beautiful view of the Pines Course at Lake Arrowhead.
Sand Valley - Standing at Craig's Porch, the Clubhouse is off in the distance
Living Room with Gas Fireplace
Lake Arrowhead Private Pool available to guests  Memorial Day through Labor Day.
Exceptional
(35 reviews)

Be Blessed at Kinship Casa in Rome, WI

Nekoosa

7% off
NZ$3,005
for 7 nights, 1 home
NZ$429 per night
includes taxes & fees
Be Blessed at Kinship Casa in Rome, WI
Private kitchen
Living area
Exterior
Terrace/patio
Exceptional
(48 reviews)

Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

Oshkosh

7% off
NZ$6,176
for 7 nights, 1 home
NZ$882 per night
includes taxes & fees
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Southern Wisconsin getaway

Learn about the unique charm of Southern Wisconsin with a stay in a holiday home rental. This city has something for everyone. Kalahari Indoor Waterpark and Lake Michigan are just a couple of the must-see attractions. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Southern Wisconsin

Are you hoping to find attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Southern Wisconsin a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Kalahari Indoor Waterpark (16 mi / 25.8 km)
  • Cascade Mountain Ski Area (4.6 mi / 7.4 km)
  • Devil's Head Ski Resort (5.8 mi / 9.4 km)
  • Wollersheim Winery (14 mi / 22.5 km)
  • Great Wolf Lodge Water Park (16.6 mi / 26.7 km)
  • Wild West Waterpark (17.3 mi / 27.9 km)

Exploring the natural features in Southern Wisconsin

Whether you're looking for adventure or just want to take in the scenery, Southern Wisconsin is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Wisconsin (5.6 mi / 9.1 km)
  • Parfrey's Glen State Natural Area (6.5 mi / 10.4 km)
  • Ice Age Trail Trailhead (7.3 mi / 11.8 km)
  • Gibraltar Rock State Natural Area (7.5 mi / 12.1 km)
  • Glacial Lake Wisconsin (9.9 mi / 15.9 km)
  • South Shore Beach (10.9 mi / 17.5 km)

Transport options to and around Southern Wisconsin

Fly into Dane County Regional Airport (MSN), the closest airport, located 22.1 mi (35.5 km) from the city centre.

If you're travelling by train, Portage Station, Wisconsin Dells Station and Madison Station are the main stations in the area. Utilise the area's public transport and catch a ride on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop if you're interested in seeing more of the city.

Frequently asked questions

What is the best area to stay in Southern Wisconsin when booking a holiday home?
One of the more sought-after areas to choose a holiday home in Southern Wisconsin is Lake Delton. Stay here and discover some top attractions, like Kalahari Indoor Waterpark and Noahs Ark Waterpark.
What is the most popular type of holiday home accommodation in Southern Wisconsin?
According to our data, houses are the most in-demand type of holiday home in Southern Wisconsin. But as you might expect, everyone's idea of the perfect trip can differ. Bookabach has holiday homes of all shapes and sizes, so you're bound to find the perfect fit for you.
How much does it cost to rent a holiday home in Southern Wisconsin?
Several things can affect what you'll pay for a holiday home in Southern Wisconsin, like the time of year, length of stay and property type. Still, all our holiday homes have something in common — exceptional value. Simply enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Southern Wisconsin?
When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Enter your Southern Wisconsin travel dates to view your available options on Bookabach. Can't live without a private pool? Use our filters to pick the features and amenities you need.
What are popular home amenities in Southern Wisconsin?
When it comes to home amenities that people are on the lookout for in Southern Wisconsin, a stovetop, a microwave oven and a fridge are the most popular. With Bookabach holiday homes, you'll have options to suit your taste and style, whether you're on a trip with friends, relatives or even pets.
Are there large group holiday homes in Southern Wisconsin?
With 916 properties that can host 10 or more people in Southern Wisconsin, there's no need to keep anyone off the invite list. From family get-togethers to events like Christmas and birthday parties, Bookabach will help you find a large group home to match the occasion.
What are the top attractions for families in Southern Wisconsin?
Keep the kids busy at these fabulous family-friendly attractions in Southern Wisconsin:
  • Kalahari Indoor Waterpark
  • Noahs Ark Waterpark
  • American Family Field
Can I find two-bedroom holiday homes in Southern Wisconsin?
You can pick from 1,422 two-bedroom holiday homes in Southern Wisconsin. Settle the kids into the second room or maybe fill it with a couple of your besties. There's ample space for whoever's lucky enough to be joining in on the fun.
Are there holiday homes with WiFi in Southern Wisconsin?
Southern Wisconsin has 1,595 holiday homes with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to scrolling social media, these Bookabach homes will keep you online.
How old do you have to be to rent a holiday home in Southern Wisconsin?
The minimum age requirements can vary across properties on Bookabach, so look at the rules of the holiday home in Southern Wisconsin you want to book. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Southern Wisconsin for?
How long you can book a holiday home in Southern Wisconsin varies according to the property. Simply enter your preferred travel dates to see a list of options offering extended stays. With many features like kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover someplace just right to call your home away from home in Southern Wisconsin.

More holiday ideas