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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Southeast Wisconsin vacation rentals

A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

1. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"I will definitely stay again"
United States
Anonymous traveler
$75 nightly
The price is $85
Sep 20 - Sep 21
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
A bar area with a vintage cash register, a wooden counter, and a menu board.

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (6 reviews)
"Great place"
Canada
Zachary
$168 nightly
The price is $188
Sep 7 - Sep 8
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
A modern kitchen with a large island, stainless steel sink, and pendant lights.

3. 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, (38 reviews)
"Great place and very clean"
United States
Jason d.
$323 nightly
The price is $364
Sep 9 - Sep 10
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

4. 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, (45 reviews)
"Nice quite spot close to highway"
United States
Dan K.
$281 nightly
The price is $331
Sep 13 - Sep 14
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A living room with a blue sofa, a yellow armchair, a coffee table, and a large window.

5. Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.6 out of 10, Exceptional, (18 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
$198 nightly
The price is $231
Sep 7 - Sep 8
Total with taxes and fees
Charming 2-bedroom house with everything you need in the heart of West Allis
A modern kitchen with a large island, built-in appliances, and ample natural light.

6. 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, (2 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.
$135 nightly
The price is $156
Sep 28 - Sep 29
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

7. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,256 reviews)
"Worked perfectly for my son, grandson and I. Unfortunately we didn’t get to have the breakfast because we were fishing very early each day. Loved the location, close to restaurants and the lake."
United States
Barbara
$184 nightly
The price is $209
Oct 1 - Oct 2
Total with taxes and fees
Mill Creek Hotel
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

8. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,418 reviews)
"Fun place!"
United States
Dina
$188 nightly
The price is $210
Sep 28 - Sep 29
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A spacious room with a large table and chairs, large windows with a city view, and a high ceiling with recessed lighting.

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

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.4 out of 10, Exceptional, (29 reviews)
"Great place to stay, close to everything "
United States
David S.
$119 nightly
The price is $138
Sep 27 - Sep 28
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

10. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,240 reviews)
"charming and historic hotel"
United States
Veronica
$196 nightly
The price is $231
Sep 10 - Sep 11
Total with taxes and fees
The Plaza Hotel
A modern kitchen with a large island, dark blue cabinets, stainless steel appliances, and a city view through large windows.

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

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (8 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.
$141 nightly
The price is $163
Sep 28 - Sep 29
Total with taxes and fees
Modern Studio Apt with Rooftop, Gym, and Parking
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

12. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very Good, (19 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
$178 nightly
The price is $209
Sep 14 - Sep 15
Total with taxes and fees
Quiet House
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)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
$224 nightly
The price is $264
Sep 14 - Sep 15
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
A modern living room with a sofa, armchairs, a coffee table, and a TV.

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

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.4 out of 10, Exceptional, (6 reviews)
"Great Location for events."
United States
b k.
$120 nightly
The price is $139
Oct 5 - Oct 6
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

15. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
$218 nightly
The price is $257
Sep 7 - Sep 8
Total with taxes and fees
The Nohl | A Lake Effect Stay Near Brady Street
A modern kitchen with stainless steel appliances, a central island with stools, and wooden cabinetry.

16. New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!

New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
Lower East Side
10.0 out of 10, Exceptional, (13 reviews)
"Clean neat, Close to everything"
United States
Kay H.
$333 nightly
The price is $393
Sep 8 - Sep 9
Total with taxes and fees
New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

17. 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, (54 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
$332 nightly
The price is $362
Sep 26 - Sep 27
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
An outdoor patio with stone flooring, multiple seating areas, and a central fire feature.

18. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
$711 nightly
The price is $793
Sep 8 - Sep 9
Total with taxes and fees
Modern Lake Geneva Condo With Views
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

19. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (102 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
$199 nightly
The price is $234
Sep 7 - Sep 8
Total with taxes and fees
Three Bedroom Upper
A modern kitchen with a central island, stainless steel appliances, and a dining area with bar stools.

20. 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.
$313 nightly
The price is $369
Oct 5 - Oct 6
Total with taxes and fees
Cottage near Mt. Mary College
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
"Nice hotel!"
Christopher 1-night trip
Posted less than an hour 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 $138 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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