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

Southeast Wisconsin Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Southeast Wisconsin vacation rentals

Dining

1. 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, (22 reviews)
"Great place to stay, close to everything "
United States
David S.
$133 nightly
The price is $154
Aug 31 - Sep 1
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
1 bedroom, WiFi (free)

2. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"Love this place"
United States
Anonymous traveler
$90 nightly
The price is $102
Aug 13 - Aug 14
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen
Coffee/tea maker, fridge, microwave, oven

3. Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4

Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4
Westown
9.6 out of 10, Exceptional, (4 reviews)
"Great location, clean and accurate "
United States
Steve J.
$155 nightly
The price is $179
Aug 31 - Sep 1
Total with taxes and fees
Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4
Dining

4. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very Good, (17 reviews)
"Great stay . Love the location "
United States
Laterrance G.
$178 nightly
The price is $209
Aug 5 - Aug 6
Total with taxes and fees
Quiet House
Interior

5. 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, (37 reviews)
"Awesome stay, awesome house and great communication with owner. "
United States
Tom F.
$335 nightly
The price is $379
Aug 2 - Aug 3
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Smart TV, computer monitors

6. 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, (11 reviews)
"Very nice for the price! "
United States
Dennis V.
$209 nightly
The price is $244
Aug 31 - Sep 1
Total with taxes and fees
Charming 2-bedroom house with everything you need in the heart of West Allis
Fireplace

7. Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (141 reviews)
"Nice apartment in a good location in the brewery district. Clean and comfortable and safe. Laundry in apartment was a bonus. ."
United States
Steven
$197 nightly
The price is $232
Aug 19 - Aug 20
Total with taxes and fees
Kasa Westown Milwaukee
Premier Room, 1 King Bed | Iron/ironing board, WiFi (free), bed sheets

8. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,216 reviews)
"charming and historic hotel"
United States
Veronica
$148 nightly
The price is $175
Aug 10 - Aug 11
Total with taxes and fees
The Plaza Hotel
Coffee/tea maker, fridge, microwave, oven

9. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (11 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
$240 nightly
The price is $283
Aug 10 - Aug 11
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
Smart TV, table tennis, printers

10. 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, (53 reviews)
" Very comfortable, had everything we needed, convenient, and pet friendly. A great Greendale Original."
United States
Thomas S. A.
$335 nightly
The price is $365
Aug 17 - Aug 18
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
1 bedroom, desk, WiFi

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
$239 nightly
The price is $282
Aug 2 - Aug 3
Total with taxes and fees
The Nohl | A Lake Effect Stay Near Brady Street
Dining

12. Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Wauwatosa
4.0 out of 10, (1 review)
$257 nightly
The price is $297
Aug 10 - Aug 11
Total with taxes and fees
Relax In Tosa—Near Downtown MKE!
Outdoor dining

13. 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, (43 reviews)
"Prompt and helpful host. Was as advertised. Great location."
United States
Jason N.
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Smart TV, books, music library, stereo

14. Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (35 reviews)
"We absolutely loved our time at Robin’s lovely home! It was so welcoming and charming! We loved the Rootbeer floats and the Easter decor/candy! Definitely will recommend to friends and family!"
United States
T.R. M.
$376 nightly
The price is $443
Aug 10 - Aug 11
Total with taxes and fees
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
House (3 Bedrooms) | Interior

15. 6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
3.0 star property
Cudahy
$450 nightly
The price is $522
Aug 22 - Aug 23
Total with taxes and fees
6 Mi to Summerfest Park: Home w/ Game Room!
TV, books

16. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (3 reviews)
"This Vrbo was even more stunning in person, everything pictured and more. So grateful for the hosts clear communication had a wonderful experience!"
United States
Emma H.
$166 nightly
The price is $191
Aug 2 - Aug 3
Total with taxes and fees
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Property grounds

17. Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (8 reviews)
"Sweet accommodations in beautiful Milwaukee neighborhood. We absolutely loved this beautiful house. Comfortable beds and couch. Excellent smart television. Charming decor, Spotless cleanliness . "
United States
Alexander N.
$235 nightly
The price is $277
Aug 4 - Aug 5
Total with taxes and fees
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Outdoor dining

18. Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Racine
9.6 out of 10, Exceptional, (17 reviews)
"Very nice stay. Bed was comfortable and clean. Liked the experience of being on a boat. Amenities were great. Had a little trouble with the on board toilet but otherwise it was a great stay."
United States
Carrie
$210 nightly
The price is $222
Aug 3 - Aug 4
Total with taxes and fees
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Dining

19. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (96 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
$252 nightly
The price is $297
Aug 2 - Aug 3
Total with taxes and fees
Three Bedroom Upper
Water park

20. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,342 reviews)
"Very family friendly, kids had a blast."
United States
Brandon
$283 nightly
The price is $316
Aug 31 - Sep 1
Total with taxes and fees
Timber Ridge Lodge and Waterpark
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southeast Wisconsin Hotel Reviews

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

8/10 Good
"Overall good experience. Seamless check in & check out."
Jennifer 2-night trip
Posted 8 hours ago
Potawatomi Hotel & Casino

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 $175 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.

Explore a world of travel with Expedia