Southeast Wisconsin Holiday Rentals

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Holiday Rentals in Southeast Wisconsin

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2970)
"Nice stay for a short weekend getaway. "
The price is AU$279
includes taxes & fees
23 Sept - 24 Sept
Timber Ridge Lodge and Waterpark

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1125)
"Excellent location. "
The price is AU$279
includes taxes & fees
1 Sept - 2 Sept
The Plaza Hotel

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1196)
"We loved the area and all the surroundings activities. Awesome place to visit."
The price is AU$369
includes taxes & fees
1 Sept - 2 Sept
Mill Creek Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (94)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

9.8 out of 10, Exceptional, (91)
"A few wonderful days spent with family in a welcoming home. I must have experienced this again."
The price is AU$912
includes taxes & fees
2 Sept - 3 Sept
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

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

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

9.8 out of 10, Exceptional, (189)
"I booked this property for a bachelorette party and everyone had a great time! It is in the perfect location for being able to walk to everything, which was perfect for a large group! The kitchen/living room space was perfect for all the girls to hang out together and play games. Parking is very limited, but there is a free lot nearby that we were able to utilize as well. "
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

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

2.5 star property
10.0 out of 10, Exceptional, (8)
"The house was amazing; the owner went above and beyond helping with all of our questions. The views were amazing. We can't wait to go back. "
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

7.2 out of 10, Good, (5)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

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

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (210)
"Great place to stay! "
The price is AU$1,308
includes taxes & fees
1 Sept - 2 Sept
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Private Country House near Lake Geneva, Como and Williams Bay

10.0 out of 10, Exceptional, (89)
"Good place to stay nice location "
Private Country House near Lake Geneva, Como and Williams Bay

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

9.4 out of 10, Exceptional, (10)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

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

9.6 out of 10, Exceptional, (4)
"Nice place...was perfect for our family."
The price is AU$565
includes taxes & fees
23 Sept - 24 Sept
Chic 3 bedroom Get-a-way in downtown Lake Geneva

Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

10.0 out of 10, Exceptional, (30)
"We came to Wisconsin for a bachelorette party! This place was described perfectly and was absolutely perfect for our girls! We are very very pleased and would recommend this highly!"
The price is AU$1,275
includes taxes & fees
2 Sept - 3 Sept
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View

9.0 out of 10, Wonderful, (102)
"Great location! "
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

10.0 out of 10, Exceptional, (40)
"Even better than described"
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec

Walk to downtown/beach Huge historic house perfect for large groups or families

10.0 out of 10, Exceptional, (27)
"The home is as lovely as described. Very spacious, clean, and great location. We enjoyed our stay very much."
The price is AU$1,366
includes taxes & fees
7 Sept - 8 Sept
Walk to downtown/beach Huge historic house perfect for large groups or families
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 Southeast Wisconsin Hotel Reviews

Find out more about Southeast Wisconsin

Find out more about Southeast Wisconsin

Everything you need to know about Southeast 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 Southeast 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 Southeast Wisconsin holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southeast Wisconsin holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southeast 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 Southeast 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 Southeast Wisconsin holiday rentals we have selected for you start as low as AU$279 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southeast Wisconsin rentals

At Expedia, we put the best Southeast 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 Southeast 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 Southeast 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 Southeast 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.