Southwest Wisconsin Holiday Rentals

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Holiday Rentals in Southwest Wisconsin

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (99)
"Great stay at the Dylin"
The Dylin by Mint House

Bonanza Camping Resort

2.5 star property
7.8 out of 10, Good, (105)
"We enjoyed the overall experience."
Bonanza Camping Resort

Bluegreen Odyssey Dells

3.5 star property
9.4 out of 10, Exceptional, (156)
"Room was amazing loved it will be going again next year!!"
Bluegreen Odyssey Dells

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (972)
"Great place to stay "
Tamarack Wisconsin Dells a Ramada by Wyndham

Thunderbird Resort Condo

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very well located, exactly as described. "
Thunderbird Resort Condo

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

2.0 star property
9.8 out of 10, Exceptional, (20)
"Three generations staying at this beautiful home. Location quiet yet walkable to shopping. Close to water parks. The basketball court, stage and inside slide were a hit with the kids. Look forward to returning next year as we want to make this vacay an annual experience. "
The price is AU$981
includes taxes & fees
7 Oct - 8 Oct
Downtown-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court

Caribbean Club Resort

3.0 star property
8.0 out of 10, Very good, (358)
"We were really happy about our stay. The staff was great and the condo was better than we expected and the views were gorgeous. We would like to go back again."
Caribbean Club Resort

Wisconsin Dells Cabin in the Woods

9.8 out of 10, Exceptional, (77)
"Love the property and location. "
The price is AU$414
includes taxes & fees
7 Oct - 8 Oct
Wisconsin Dells Cabin in the Woods

Cozy 4-bedroom cabin with WiFi, AC in fabulous Wisconsin Dells

6.0 out of 10, (1)
"Great location. Overall clean. Dated and old furniture. Kitchen has minimal baking utensils."
Cozy 4-bedroom cabin with WiFi, AC in fabulous Wisconsin Dells

Condos at 530 E. Hiawatha

4.0 star property
9.0 out of 10, Wonderful, (79)
"We were there for a concert with another couple. The condo was great for our needs. And very close to the Crystal Grand Theatre. We had a very nice couple of days. "
Condos at 530 E. Hiawatha

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

2.0 star property
10.0 out of 10, Exceptional, (21)
"The place was clean, and my family had a wonderful time during our stay."
The price is AU$1,510
includes taxes & fees
7 Oct - 8 Oct
Spacious 6 Bedroom less than 10 min walk to Downtown WI Dells! Sleeps 20+!

*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat

9.8 out of 10, Exceptional, (166)
"very nice place to stay. we will stay again"
The price is AU$461
includes taxes & fees
26 Oct - 27 Oct
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat

All Decked Out | Arcade Games | Amazing 5 BR | Huge Deck | Fire Pit | Close to Everything WI Dells

9.8 out of 10, Exceptional, (121)
"Clean, excellent location! Great place!"
The price is AU$849
includes taxes & fees
12 Oct - 13 Oct
All Decked Out | Arcade Games | Amazing 5 BR | Huge Deck | Fire Pit | Close to Everything WI Dells

Cabin In The Middle Of 72 Acres ~ Private Swim Pond ~ Memorial Day to Labor Day

9.6 out of 10, Exceptional, (284)
"It was a great stay. "
Cabin In The Middle Of 72 Acres ~ Private Swim Pond ~ Memorial Day to Labor Day

Adventure Trails

10.0 out of 10, Exceptional, (42)
"Quick family vacation to Wisconsin Dells w/ two adults and two kids (8 & 6). Small studio condo but enough space for us and everything we needed. We would stay here again!"
Adventure Trails

Brand New Cabin For Getaway Vacation - 1 Mile From Devil's Lake And Close Dells

10.0 out of 10, Exceptional, (225)
"We had great family time in this beautiful home."
Brand New Cabin For Getaway Vacation - 1 Mile From Devil's Lake And Close Dells

Riverfront Home w/ Private Dock in Wisconsin Dells

3.0 star property
Riverfront Home w/ Private Dock in Wisconsin Dells

Chula Vista Condo: Resort Perks & Family Fun!

3.0 star property
Chula Vista Condo: Resort Perks & Family Fun!

Lovely condo with on-site water park, balcony, kitchenette & central AC

8.2 out of 10, Very good, (18)
"We enjoyed our stay there."
Lovely condo with on-site water park, balcony, kitchenette & central AC

Rental Cabin #402 w/ King bed

9.8 out of 10, Exceptional, (7)
"Perfect for folks who want a camping-like experience with a solid roof over your head. "
The price is AU$301
includes taxes & fees
7 Oct - 8 Oct
Rental Cabin #402 w/ King bed
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

Find out more about Southwest Wisconsin

Find out more about Southwest Wisconsin

Everything you need to know about Southwest Wisconsin holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Wisconsin holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Wisconsin holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southwest Wisconsin holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Wisconsin. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwest Wisconsin holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southwest Wisconsin holiday rentals we have selected for you start as low as AU$301 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southwest Wisconsin rentals

At Expedia, we put the best Southwest Wisconsin holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southwest Wisconsin rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Wisconsin holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Wisconsin. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.