A modern architectural building with a unique design, featuring a prominent tower and curved structures.

Southeast Wisconsin Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southeast Wisconsin vacation rentals

An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

1. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,485 reviews)
"Great time"
United States
Lisa
$170 nightly
The price is $190
Nov 10 - Nov 11
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

2. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,258 reviews)
"Parking was reasonable and close by"
United States
Danita
$131 nightly
The price is $155
Nov 3 - Nov 4
Total with taxes and fees
The Plaza Hotel
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

3. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,273 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
A modern kitchen with a large island, stainless steel sink, and pendant lights.

4. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (40 reviews)
"Great place and very clean"
United States
Jason d.
$326 nightly
The price is $368
Oct 19 - Oct 20
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A modern kitchen with a large island, dark blue cabinets, stainless steel appliances, and a city view through large windows.

5. Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (10 reviews)
"It was the best location for the concert at the Fiserv. Check in was super easy, and it was so nice to have parking included. Very cozy, we loved it. "
United States
Hannah S.
$130 nightly
The price is $150
Nov 9 - Nov 10
Total with taxes and fees
Modern Studio Apt with Rooftop, Gym, and Parking
A modern living room with a sofa, armchair, and a TV.

6. Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.6 out of 10, Exceptional, (5 reviews)
"This was a perfect location for a work conference in Downtown Milwaukee. Most everything I needed was within walking distance. The space was clean and welcoming, with a great view."
United States
Jess
$110 nightly
The price is $127
Nov 9 - Nov 10
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

7. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.6 out of 10, Exceptional, (7 reviews)
"I was in town for a conference at Baird Center. It was perfect location and a great place to stay for one to two people (couple). Will definitely book again if I come back."
Canada
William
$127 nightly
The price is $147
Nov 9 - Nov 10
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
A bedroom with a bed, bedside table, lamp, and a painting of a beach scene.

8. Fast WiFi - Underground Parking - King Bed - Near Froedtert

Fast WiFi - Underground Parking - King Bed - Near Froedtert
Wauwatosa
9.8 out of 10, Exceptional, (26 reviews)
"Everything was great! I definitely book again!"
United States
Lucas Y.
$214 nightly
The price is $253
Oct 26 - Oct 27
Total with taxes and fees
Fast WiFi - Underground Parking - King Bed - Near Froedtert
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

9. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (40 reviews)
"I’ll return for sure."
United States
William
$76 nightly
The price is $85
Nov 11 - Nov 12
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen
A modern urban street with multi-story buildings, a traffic light, and a crosswalk.

10. Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (66 reviews)
"Nice condo, very convenient."
United States
Mark W.
$282 nightly
The price is $332
Oct 18 - Oct 19
Total with taxes and fees
Downtown Eastside gem near Fiserv Forum Water St Brady St
A multi-story building with a prominent entrance, large windows, and a flag.

11. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Downtown Milwaukee
10.0 out of 10, Exceptional, (13 reviews)
"Great place and location. Loved that underground secured parking was included in the price. Excellent communication and easy check in/out instructions. She was very responsive. The bed was very comfortable and the sheets were very soft. Overall a great stay. Would definitely stay again!"
United States
Sara A.
$155 nightly
The price is $179
Oct 18 - Oct 19
Total with taxes and fees
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A bar area with a vintage cash register, a wooden counter, and a menu board.

12. Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (7 reviews)
"Great place"
Canada
Zachary
$168 nightly
The price is $188
Oct 18 - Oct 19
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

13. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Nice place, close to Brady Street."
United States
Kevin M.
$225 nightly
The price is $265
Oct 20 - Oct 21
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

14. Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (22 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
$181 nightly
The price is $213
Oct 26 - Oct 27
Total with taxes and fees
Quiet House
A modern kitchen with a large island, built-in appliances, and ample natural light.

15. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Downtown Milwaukee
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
$115 nightly
The price is $133
Nov 9 - Nov 10
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A modern kitchen with a central island, stainless steel appliances, and a dining area with bar stools.

16. Cottage near Mt. Mary College

Cottage near Mt. Mary College
Milwaukee
10.0 out of 10, Exceptional, (24 reviews)
"We found this to be a charming and well thought out property in a convenient location."
United States
Susan K.
$339 nightly
The price is $399
Oct 19 - Oct 20
Total with taxes and fees
Cottage near Mt. Mary College
A patio with outdoor furniture, a grill, and a satellite dish on a two-story building.

17. A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex

A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
3.0 star property
Milwaukee
$611 nightly
The price is $720
Oct 25 - Oct 26
Total with taxes and fees
A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

18. Historic home - walk to village center. Original features with modern updates.

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (56 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
$315 nightly
The price is $343
Oct 18 - Oct 19
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

19. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (49 reviews)
"Nice quite spot close to highway"
United States
Dan K.
$324 nightly
The price is $382
Oct 25 - Oct 26
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

20. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (107 reviews)
"Close to everything in Milwaukee"
United States
Terri E.
$200 nightly
The price is $235
Oct 18 - Oct 19
Total with taxes and fees
Three Bedroom Upper
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Every time we travel to Milwaukee to see my son we always stay at the ambassador hotel. Exceptional every time."
Glyn 4-night trip
Posted 3 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Find out more about Southeast Wisconsin

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

Southeast Wisconsin vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southeast 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 $155 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 Southeast Wisconsin rentals

At Expedia, we put the best Southeast 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 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 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 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.

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