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

Southeast Wisconsin Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Southeast Wisconsin vacation rentals

A bar area with a vintage cash register, a wooden counter, and a menu board.

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
8.8 out of 10, Excellent, (5 reviews)
"Great place"
Canada
Zachary
$169 nightly
The price is $189
Aug 30 - Aug 31
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

2. 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
$83 nightly
The price is $94
Sep 8 - Sep 9
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen
A spacious room with a large table and chairs, large windows with a city view, and a high ceiling with recessed lighting.

3. 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
$115 nightly
The price is $133
Sep 20 - Sep 21
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
A living room with a blue sofa, a yellow armchair, a coffee table, and a large window.

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, (17 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
$189 nightly
The price is $221
Aug 31 - Sep 1
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, dark cabinetry, stainless steel appliances, and a city view through large windows.

5. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.2 out of 10, Wonderful, (25 reviews)
"Beautiful view, bright and clean, great location "
Canada
Breanna
$130 nightly
The price is $150
Aug 30 - Aug 31
Total with taxes and fees
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A modern kitchen with a large island, stainless steel sink, and pendant lights.

6. 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.
$328 nightly
The price is $370
Aug 31 - Sep 1
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

7. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,234 reviews)
"charming and historic hotel"
United States
Veronica
$206 nightly
The price is $243
Sep 1 - Sep 2
Total with taxes and fees
The Plaza Hotel
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

8. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very Good, (18 reviews)
"Great stay . Love the location "
United States
Laterrance G.
$181 nightly
The price is $213
Aug 31 - Sep 1
Total with taxes and fees
Quiet House
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

9. 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
$247 nightly
The price is $291
Sep 14 - Sep 15
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

10. 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)
"Quite neighborhood located close to so many activities and venues it made our stay very enjoyable. The house was great, plenty of rooms for us to have our own privacy along with a great back yard to have a cook out and fire - look forward to staying there again next time we come to the Milwaukee area."
United States
Mark K.
$285 nightly
The price is $336
Sep 7 - Sep 8
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A modern kitchen with green cabinets, a dining area with a table and chairs, and a view of the outside through a window with a curtain.

11. Broad Street Suite 3|Parking for 3 Vehicles |Walkable |Boho Inspired |Full Kitchen |Huge Living Room

Broad Street Suite 3|Parking for 3 Vehicles |Walkable |Boho Inspired |Full Kitchen |Huge Living Room
Lake Geneva
9.6 out of 10, Exceptional, (15 reviews)
"It was a great experience to stay here!"
United States
Jacqueline
$317 nightly
The price is $360
Aug 30 - Aug 31
Total with taxes and fees
Broad Street Suite 3|Parking for 3 Vehicles |Walkable |Boho Inspired |Full Kitchen |Huge Living Room
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

12. 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)
" Very comfortable, had everything we needed, convenient, and pet friendly. A great Greendale Original."
United States
Thomas S. A.
$317 nightly
The price is $346
Aug 31 - Sep 1
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
A beach with a lifeguard tower, a building with a sign for 'Boat Tours', and a clear view of the water.

13. Lake Geneva, Fireplace, Pool, Wifi, King Bed

Lake Geneva, Fireplace, Pool, Wifi, King Bed
Lake Geneva
10.0 out of 10, Exceptional, (45 reviews)
"Exactly as described — a clean, comfy condo near the lake! The fireplace was a great feature for a chilly spring visit!"
United States
Pamela P.
$264 nightly
The price is $295
Sep 8 - Sep 9
Total with taxes and fees
Lake Geneva, Fireplace, Pool, Wifi, King Bed
A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

14. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful atmosphere "
United States
Stephanie
$219 nightly
The price is $249
Sep 2 - Sep 3
Total with taxes and fees
Wisconsin Treehouse Getaway!
A modern living room with a green sofa, a white coffee table, and a ceiling fan.

15. Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Lake Geneva
9.2 out of 10, Wonderful, (28 reviews)
"Loved the couches! Quick walk to wonderful restaurants and lake."
United States
Denise A.
$263 nightly
The price is $298
Sep 3 - Sep 4
Total with taxes and fees
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

16. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
3.0 star property
Milwaukee
$423 nightly
The price is $498
Aug 31 - Sep 1
Total with taxes and fees
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

17. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,254 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
$253 nightly
The price is $287
Sep 1 - Sep 2
Total with taxes and fees
Mill Creek Hotel

18. Best location in Milwaukee! Lower Duplex Unit

Best location in Milwaukee! Lower Duplex Unit
Downtown Milwaukee
9.4 out of 10, Exceptional, (49 reviews)
"Had a great stay at this location. Property manager was very communicative, property was as advertised. Rooms and beds were a good size and comfortable. We didn't do any cooking but the kitchen was well equipped with pots, pans, stove, etc. Located close to the local night life, easily within walking distance. Would happily recommend this property to anyone. "
United States
Chris Y.
$189 nightly
The price is $209
Aug 31 - Sep 1
Total with taxes and fees
Best location in Milwaukee! Lower Duplex Unit
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

19. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,400 reviews)
"Staff was great, waterpark was a lot of fun and the food was yummy."
United States
Danielle
$224 nightly
The price is $250
Sep 2 - Sep 3
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A spacious hallway with wooden flooring, a dining area with a table and chairs, and a kitchen area with cabinets and appliances.

20. Suite 725 on Main |Recently Face-Lifted |Walkable Dwntwn Condo |Parking |Dining |Nightlife |Shopping

Suite 725 on Main |Recently Face-Lifted |Walkable Dwntwn Condo |Parking |Dining |Nightlife |Shopping
Lake Geneva
9.8 out of 10, Exceptional, (22 reviews)
"Great location, right in middle if downtown, everything was walkable. "
United States
Jenny B.
$327 nightly
The price is $371
Aug 31 - Sep 1
Total with taxes and fees
Suite 725 on Main |Recently Face-Lifted |Walkable Dwntwn Condo |Parking |Dining |Nightlife |Shopping
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

The Cove Of Lake Geneva

The Cove Of Lake Geneva

10/10 Excellent
"The staff were friendly and helpful. The room was very clean, spacious, and comfortable. The outdoor pool was wonderful. Great location, we were within walking distance of everything downtown."
Lori 1-night trip
Posted 2 hours ago
The Cove Of Lake Geneva

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 $133 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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