Photo by Inbal Arieh

Southwest Wisconsin holiday homes

We found 4,188 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southwest Wisconsin

Showing deals for:15 Jan - 22 Jan

upper level sitting area
Back view of lodge
Lodge Kitchen area
Deer Haven Great Room With Big Screen Tv
Wonderful
(100 reviews)

Luxurious & Spacious! A Great Place For Family, Friends, Reunions & Corporate!

Adams

8% off
NZ$19,420
for 7 nights, 1 room
NZ$2,774 per night
includes taxes & fees
Luxurious & Spacious! A Great Place For Family, Friends, Reunions & Corporate!
Living area
Terrace/patio
Living area
Interior
Exceptional
(13 reviews)

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

Baraboo

13% off
NZ$7,182
for 7 nights, 1 cabin
NZ$1,026 per night
includes taxes & fees
Rifugio Graziella, King Bed, Hot Tub, Sauna, Soaking Tub, Fireplace, EV+, Luxury
Living area
Private kitchen
Full bed with Twin bunk beds
Main Kitchen
Exceptional
(46 reviews)

Cozy Cabin with a Hot Tub!

Wisconsin Dells

8% off
NZ$6,461
for 7 nights, 1 cottage
NZ$923 per night
includes taxes & fees
Cozy Cabin with a Hot Tub!
Sitting area
Attic balcony
Private kitchen
Exterior
Exceptional
(22 reviews)

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

Delavan

8% off
NZ$13,420
for 7 nights, 1 cottage
NZ$1,917 per night
includes taxes & fees
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Stairs off the dining area lead to the second floor
Chill on the front porch and set the night time vibes!
Exterior lighting sets the mood for a magical evening
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$6,881
for 7 nights, 1 home
NZ$983 per night
includes taxes & fees
Fabulous! 5 BR/7 Bed: 15 min to the Dells, across from Lake Mason
Room
Terrace/patio
Room
Private kitchen
Excellent
(18 reviews)

Beautiful, cozy 3 bedroom cabin with additional loft space near water park!

Warrens

8% off
NZ$2,505
for 7 nights, 1 cabin
NZ$358 per night
includes taxes & fees
Beautiful, cozy 3 bedroom cabin with additional loft space near water park!
Front room sitting area
Exterior
Private kitchen
Exterior
Exceptional
(43 reviews)

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

Delavan

7% off
NZ$10,846
for 7 nights, 1 home
NZ$1,549 per night
includes taxes & fees
Stunning Lakeside Retreat: Delavan Lake Home with Lake Views & Lake Access
Private kitchen
Dining
Outdoor dining
Exterior
Exceptional
(19 reviews)

Experience luxurious lakeside living in our 5-bed, 5-bath retreat!

Mauston

17% off
NZ$11,901
for 7 nights, 1 home
NZ$1,700 per night
includes taxes & fees
Experience luxurious lakeside living in our 5-bed, 5-bath retreat!
Exterior
Terrace/patio
Soaking Tub (Jetted tub) 
accessed from outside 
tucked under deck
Dining
Exceptional
(126 reviews)

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

Eastman

12% off
NZ$2,749
for 7 nights, 1 cabin
NZ$393 per night
includes taxes & fees
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Dining room and kitchen
Dining
Living area
Private kitchen
Exceptional
(215 reviews)

Madison & ~UW~-Madison Area Lakefront Home

McFarland

8% off
NZ$6,412
for 7 nights, 1 cottage
NZ$916 per night
includes taxes & fees
Madison & ~UW~-Madison Area Lakefront Home
Room
Private kitchen
Living area
Living area
Exceptional
(47 reviews)

Cozy Cabin Retreat located just minutes to Galena, IL & DBQ, IA

Hazel Green

9% off
NZ$2,648
for 7 nights, 1 cabin
NZ$378 per night
includes taxes & fees
Cozy Cabin Retreat located just minutes to Galena, IL & DBQ, IA
Private kitchen
Interior
Exterior
Outdoor dining
Exceptional
(34 reviews)

Your adventure begins the second you arrive!

Norwalk

22% off
NZ$2,554
for 7 nights, 1 cabin
NZ$365 per night
includes taxes & fees
Your adventure begins the second you arrive!
Livingroom entry from kitchen
Terrace/patio
Livingroom
Dining Room
Exceptional
(14 reviews)

Newly built 1 bedroom/1 bathroom

Sparta

8% off
NZ$2,348
for 7 nights, 1 cabin
NZ$335 per night
includes taxes & fees
Newly built 1 bedroom/1 bathroom
Private kitchen
Exterior
Living area
Exterior
Exceptional
(7 reviews)

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

Delavan

8% off
NZ$13,355
for 7 nights, 1 home
NZ$1,908 per night
includes taxes & fees
Brand New Lakeview Retreat: Beautiful Delavan Lake Views & Private Lake Access
Terrace/patio
Living area
Living area
Exterior
Exceptional
(26 reviews)

House in the woods perfect vacation rental for those to escape

Adams

8% off
NZ$5,040
for 7 nights, 1 home
NZ$720 per night
includes taxes & fees
House in the woods perfect vacation rental for those to escape
Private kitchen
Living area
Property grounds
Room
Exceptional
(13 reviews)

Brand new modern cabin with beautiful river view.

Eastman

13% off
NZ$3,225
for 7 nights, 1 cabin
NZ$461 per night
includes taxes & fees
Brand new modern cabin with beautiful river view.
Interior
Property grounds
Exterior detail
Game room
Exceptional
(219 reviews)

Pet-Friendly near Castle Rock Lake- Cabin -Game Room - Near Wisconsin Dells

Friendship

7% off
NZ$2,829
for 7 nights, 1 cabin
NZ$404 per night
includes taxes & fees
Pet-Friendly near Castle Rock Lake- Cabin -Game Room - Near Wisconsin Dells
Exterior detail
Sunroom with wood burning stove
Living area
Kitchen with dishwasher
Exceptional
(49 reviews)

Private and Peaceful Patrick Lake Cabin

Grand Marsh

8% off
NZ$3,385
for 7 nights, 1 cabin
NZ$484 per night
includes taxes & fees
Private and Peaceful Patrick Lake Cabin
Exterior
Terrace/patio
Interior
Living area
Exceptional
(80 reviews)

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

Eastman

8% off
NZ$1,626
for 7 nights, 1 room
NZ$232 per night
includes taxes & fees
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
work space office
lake and beach front home
fully equipped kitchen
main front deck
Exceptional
(47 reviews)

LAKEFRONT HIDDEN GEM !

Elkhorn

12% off
NZ$6,604
for 7 nights, 1 home
NZ$943 per night
includes taxes & fees
LAKEFRONT HIDDEN GEM !
Property grounds
Living area
Living area
Private kitchen
Exceptional
(163 reviews)

Arbor Lake Getaway 2, just minutes from Wisconsin Dells

Lyndon Station

8% off
NZ$2,571
for 7 nights, 1 cabin
NZ$367 per night
includes taxes & fees
Arbor Lake Getaway 2, just minutes from Wisconsin Dells
Bar (on property)
Living area
Living area
Dining
Exceptional
(50 reviews)

Modern A-Frame Cabin + Hot Tub + Golf Cart. Amenities Galore!

Fontana

8% off
NZ$5,034
for 7 nights, 1 home
NZ$719 per night
includes taxes & fees
Modern A-Frame Cabin + Hot Tub + Golf Cart. Amenities Galore!
Living area
Interior
Private kitchen
Terrace/patio
Exceptional
(150 reviews)

Secluded Rustic-Modern Log Cabin w/ Hot Tub, Private Creekside Escape

Ferryville

8% off
NZ$3,635
for 7 nights, 1 cabin
NZ$519 per night
includes taxes & fees
Secluded Rustic-Modern Log Cabin w/ Hot Tub, Private Creekside Escape
Outdoor dining
Living area
Exterior
Property grounds
Exceptional
(144 reviews)

Conveniently Located just off University Avenue on Madison's West Side

Madison

12% off
NZ$8,496
for 7 nights, 1 home
NZ$1,214 per night
includes taxes & fees
Conveniently Located just off University Avenue on Madison's West Side
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

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

    More space, more privacy, more amenities — more value

The riverfront setting of Southwest Wisconsin is ready to explore

The area's entertainment and festivals are just some of the reasons to come on holiday to Southwest Wisconsin. This city's water park, riverfront and shopping draw many visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Southwest Wisconsin

Are you searching for attractions to visit while you're in the area? Venture out of your holiday home and check out everything that Southwest Wisconsin has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Kalahari Indoor Waterpark (15.7 mi / 25.3 km)
  • Christmas Mountain (13.8 mi / 22.3 km)
  • Great Wolf Lodge Water Park (15.3 mi / 24.6 km)
  • Spring Brook Golf Course (15.4 mi / 24.7 km)
  • Wild West Waterpark (15.8 mi / 25.4 km)
  • Noah's Ark Waterpark (16.3 mi / 26.3 km)

Exploring the natural features in Southwest Wisconsin

Travellers enjoy Southwest Wisconsin for its riverfront and lakeside setting. Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Southwest Wisconsin is a great place to spend some time outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Pewit's Nest Gorge (12.5 mi / 20.2 km)
  • Mirror Lake State Park (13.8 mi / 22.1 km)
  • Devil's Lake (15.7 mi / 25.2 km)
  • South Shore Beach (16 mi / 25.7 km)
  • Lake Delton (16.5 mi / 26.5 km)
  • Glacial Lake Wisconsin (16.9 mi / 27.1 km)

How to get to and around Southwest Wisconsin

The nearest airport is in Dane County Regional Airport (MSN), located 41.2 mi (66.2 km) from the city centre.

If you prefer to travel by train, Wisconsin Dells Station, Portage Station and Madison Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Southwest Wisconsin when booking a holiday home?
Lake Delton is one of the most well-liked areas to select a holiday home in Southwest Wisconsin. Looking for some top things to do here? Be sure to check out Kalahari Indoor Waterpark and Noahs Ark Waterpark.
What is the most popular type of holiday home accommodation in Southwest Wisconsin?
Based on our data, condos are the most sought-after holiday property type in Southwest Wisconsin. But as you know, everyone's idea of the perfect trip isn't the same. Bookabach has holiday homes with every shape, size and budget in mind, and we'll help you to find your ideal match.
How much does it cost to rent a holiday home in Southwest Wisconsin?
Season, length of stay and property type are among the factors that can influence the price of a holiday home. Simply add your travel dates to find your ideal escape. From cosy country cottages to sprawling villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Southwest Wisconsin?
Prices for beach houses in Southwest Wisconsin can differ depending on the type and size of the property and when you're travelling. All you have to do is enter your travel dates into Bookabach and the number of guests to view holiday home options and prices. From there you can use the filters to refine your search by amenities, nearby activities, ratings and more.
What are popular home amenities in Southwest Wisconsin?
When it comes to home amenities that guests are searching for in Southwest Wisconsin, a fridge, a microwave oven and off-street parking options are at the top of the list. With Bookabach holiday homes, there are choices to fit your taste and style, whether you're on a trip with your partner, your family or even pets.
Are there large group holiday homes in Southwest Wisconsin?
Southwest Wisconsin has 431 holiday homes that can accommodate 10 or more people. These properties come with the space you need to share good times with friends and family.
What are the top attractions for families in Southwest Wisconsin?
Keeping the kiddos entertained during your holiday in Southwest Wisconsin is child's play with these top family-friendly attractions:
  • Kalahari Indoor Waterpark
  • Noahs Ark Waterpark
  • Mt. Olympus Water and Theme Park
Can I find two-bedroom holiday homes in Southwest Wisconsin?
Gather your besties and enjoy total privacy and comfort in one of the 914 two-bedroom holiday homes Southwest Wisconsin has to offer.
Are there holiday homes with WiFi in Southwest Wisconsin?
Southwest Wisconsin has 681 holiday homes with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to posting pics on social media, these Bookabach homes make it a cinch to get online.
How old do you have to be to rent a holiday home in Southwest Wisconsin?
Age restrictions can differ between properties on Bookabach, so double-check the rules of the holiday home in Southwest Wisconsin you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Southwest Wisconsin for?
The length of time you can book a holiday home in Southwest Wisconsin differs according to the property. Just enter your chosen dates to display a list of options offering extended stays. With loads of amenities such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Southwest Wisconsin.

More holiday ideas