A lake surrounded by lush green hills and a rocky cliff.

Southwest Wisconsin Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Southwest Wisconsin vacation rentals

A cabin with a dining area, a bicycle, and a sign reading "Vangelis".

1. Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
2.0 star property
Wild Rose
9.8 out of 10, Exceptional, (146 reviews)
"We liked everything during our stay and we'll definitely be back."
United States
Jennifer
$141 nightly
The price is $149
Nov 5 - Nov 6
Total with taxes and fees
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

2. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (191 reviews)
"I loved the apartment hotel concept. Felt very homey and had a kitchen which was wonderful. Location was in a quiet neighborhood and underground parking was wonderful. Also enjoyed the keyless check in process. Staff was very responsive."
United States
Andrea
$122 nightly
The price is $141
Nov 1 - Nov 2
Total with taxes and fees
The Dylin
A rustic cabin with a green roof, surrounded by tall trees.

3. Bonanza Camping Resort

Bonanza Camping Resort
2.5 star property
Lake Delton
7.8 out of 10, Good, (117 reviews)
"We had a blast lots of stuff for kids to do"
United States
Joanna
$170 nightly
The price is $191
Oct 7 - Oct 8
Total with taxes and fees
Bonanza Camping Resort
A wooden deck leading to a white door with a sign reading "SIENNA SUNSET CHASER A PETITE RETREAT."

4. Yukon Trails RV & Camping Resort

Yukon Trails RV & Camping Resort
2.0 star property
Lyndon Station
9.0 out of 10, Wonderful, (6 reviews)
"My family and I love this place. This was our second time at Yukon Trails. We will be back for sure. "
United States
Alessandra
$211 nightly
The price is $223
Oct 8 - Oct 9
Total with taxes and fees
Yukon Trails RV & Camping Resort
A pool table with a green felt surface and numbered pockets.

5. 'rome-in Retreat' at Petenwell Lake

'rome-in Retreat' at Petenwell Lake
3.0 star property
Nekoosa
$456 nightly
The price is $518
Oct 12 - Oct 13
Total with taxes and fees
'rome-in Retreat' at Petenwell Lake
A compact kitchen with a built-in stove, a microwave, and a large TV.

6. Arrowhead Resort Campground

Arrowhead Resort Campground
2.0 star property
Wisconsin Dells
7.8 out of 10, Good, (47 reviews)
"Clean, well maintained cottage. Comfy beds. Super close to downtown activities."
United States
Alexis
$125 nightly
The price is $132
Oct 8 - Oct 9
Total with taxes and fees
Arrowhead Resort Campground
Interior

7. 12 Mi to Castle Rock Lake: Serene New Lisbon Home!

12 Mi to Castle Rock Lake: Serene New Lisbon Home!
3.0 star property
New Lisbon
$365 nightly
The price is $403
Oct 8 - Oct 9
Total with taxes and fees
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
A covered patio with outdoor furniture, a pond, and a view of a lake and trees.

8. Rock River Access! Peaceful Horicon Studio

Rock River Access! Peaceful Horicon Studio
3.0 star property
Horicon
$264 nightly
The price is $279
Oct 25 - Oct 26
Total with taxes and fees
Rock River Access! Peaceful Horicon Studio
A spacious living room with a wooden floor, a sofa, a coffee table, and a television.

9. Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
2.0 star property
Arkdale
$260 nightly
The price is $289
Oct 7 - Oct 8
Total with taxes and fees
Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

10. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,268 reviews)
"clean, comfortable and great location"
United States
Marshall
$186 nightly
The price is $211
Nov 1 - Nov 2
Total with taxes and fees
Mill Creek Hotel
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

11. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,472 reviews)
"I love this place"
United States
Edgar
$168 nightly
The price is $187
Oct 20 - Oct 21
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A wooden deck with a glass railing overlooking a snowy landscape with trees.

12. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
$732 nightly
The price is $772
Oct 7 - Oct 8
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
An outdoor patio with stone flooring, multiple seating areas, and a central fire feature.

13. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
$699 nightly
The price is $779
Oct 13 - Oct 14
Total with taxes and fees
Modern Lake Geneva Condo With Views
A bunk bed with a white headboard and a white pillow. A white sailor hat is hanging on the headboard.

14. 2728 Harbor Court

2728 Harbor Court
4.0 star property
Delavan
$1,333 nightly
The price is $1,513
Oct 20 - Oct 21
Total with taxes and fees
2728 Harbor Court
Living area

15. 2708 Harbor Court

2708 Harbor Court
3.5 star property
Delavan
$1,514 nightly
The price is $1,719
Oct 11 - Oct 12
Total with taxes and fees
2708 Harbor Court
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

Everything you need to know about Southwest Wisconsin vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Wisconsin vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwest Wisconsin vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southwest Wisconsin in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southwest Wisconsin rentals

At Expedia, we put the best Southwest Wisconsin vacation 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 vacation.

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.

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