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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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, (24 reviews)
"Great location, clean place, super affordable! Will definitely be booking again!"
United States
Jash
$113 nightly
The price is $131
Aug 12 - Aug 13
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
9.4 out of 10, Exceptional, (39 reviews)
"Love this place"
United States
Anonymous traveler
$86 nightly
The price is $98
Aug 31 - Sep 1
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen
Interior

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)
"Awesome stay, awesome house and great communication with owner. "
United States
Tom F.
$328 nightly
The price is $370
Aug 18 - Aug 19
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Smart TV, computer monitors

4. 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, (14 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
$199 nightly
The price is $233
Sep 8 - Sep 9
Total with taxes and fees
Charming 2-bedroom house with everything you need in the heart of West Allis
Dining

5. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very Good, (17 reviews)
"Great stay . Love the location "
United States
Laterrance G.
$181 nightly
The price is $213
Aug 24 - Aug 25
Total with taxes and fees
Quiet House
Coffee/tea maker, fridge, microwave, oven

6. 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.
$150 nightly
The price is $173
Sep 1 - Sep 2
Total with taxes and fees
Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4
Coffee/tea maker, fridge, microwave, oven

7. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"One of the best overall stays I’ve had in Milwaukee.pricing was great. House was nice and clean. Check in instructions were clear and easy and owner communication was excellent. Will definitely book again."
United States
Brian
$227 nightly
The price is $268
Aug 17 - Aug 18
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
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, (1,223 reviews)
"charming and historic hotel"
United States
Veronica
$183 nightly
The price is $216
Aug 16 - Aug 17
Total with taxes and fees
The Plaza Hotel
Interior

9. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
$154 nightly
The price is $174
Aug 16 - Aug 17
Total with taxes and fees
Accessible 1BR Suite | Pool & Daily Breakfast
Coffee/tea maker, fridge, microwave, oven

10. Cottage near Mt. Mary College

Cottage near Mt. Mary College
Milwaukee
10.0 out of 10, Exceptional, (22 reviews)
"Conveniently located, clean, easy to check into, had everything we needed. "
United States
hannah m.
$351 nightly
The price is $413
Aug 12 - Aug 13
Total with taxes and fees
Cottage near Mt. Mary College
Smart TV, table tennis, printers

11. 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.
$315 nightly
The price is $343
Aug 17 - Aug 18
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
Outdoor dining

12. 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.
$285 nightly
The price is $336
Sep 7 - Sep 8
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Dining

13. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (99 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
$201 nightly
The price is $236
Aug 12 - Aug 13
Total with taxes and fees
Three Bedroom Upper
Water park

14. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,368 reviews)
"It was a perfect little getaway for the family"
United States
Summer
$237 nightly
The price is $264
Sep 1 - Sep 2
Total with taxes and fees
Timber Ridge Lodge and Waterpark
Smart TV, books, music library, stereo

15. 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, (37 reviews)
"Home is immaculate and fully stocked. Hosts were so accomodating and thoughtful about treats, where things are located and making our stay stress-free."
United States
Pamela M.
$375 nightly
The price is $442
Aug 17 - Aug 18
Total with taxes and fees
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Indoor pool, sun loungers

16. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,252 reviews)
"Just loved staying here, met the owner and she was wonderful. The little details that they have all over the place is just great, you feel welcome. It's just over all a great place to stay if you're ever in lake Geneva, will be going back again."
United States
Duane
$253 nightly
The price is $287
Sep 1 - Sep 2
Total with taxes and fees
Mill Creek Hotel
1 bedroom, desk, WiFi

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
$240 nightly
The price is $283
Aug 12 - Aug 13
Total with taxes and fees
The Nohl | A Lake Effect Stay Near Brady Street
Property grounds

18. 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, (9 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.
$255 nightly
The price is $301
Aug 12 - Aug 13
Total with taxes and fees
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Interior

19. Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (46 reviews)
"Property is just like pictures and excellent location. Would stay again."
United States
Emily T.
$287 nightly
The price is $338
Aug 18 - Aug 19
Total with taxes and fees
Eclectic, Stylish, and Cozy Milwaukee Unit!
Exterior

20. Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (26 reviews)
"Great stay and great place!"
United States
Macauley M.
$340 nightly
The price is $357
Aug 19 - Aug 20
Total with taxes and fees
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
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

Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

8/10 Good
"The Hotel served its purpose in giving us a place to stay while we were in Milwaukee. The room was comfortable and quiet. The complimentary breakfast was not all that great. It seems as if there was only one person working on the days that we were there. The employee was definitely doing her job. She was cooking, brewing coffee, serving food and cleaning. There should have been help for her."
Norm 3-night trip
Posted less than an hour ago
Days Inn & Suites by Wyndham Milwaukee

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 $131 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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