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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Southeast Wisconsin vacation rentals

A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

1. 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
$128 nightly
The price is $151
Nov 18 - Nov 19
Total with taxes and fees
The Plaza Hotel
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

2. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,488 reviews)
"Nice experience definitely recommend it"
United States
Kimberly
$177 nightly
The price is $197
Nov 10 - Nov 11
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

3. 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
$71 nightly
The price is $81
Nov 8 - Nov 9
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

4. 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.

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, (41 reviews)
"Great place and very clean"
United States
Jason d.
$324 nightly
The price is $366
Oct 25 - Oct 26
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, lamp, and a painting of a beach scene.

6. 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.
$218 nightly
The price is $258
Oct 27 - Oct 28
Total with taxes and fees
Fast WiFi - Underground Parking - King Bed - Near Froedtert
A kitchen with white cabinets, a microwave, a dishwasher, and a sink.

7. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
$206 nightly
The price is $233
Nov 4 - Nov 5
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A multi-story building with a prominent entrance, large windows, and a flag.

8. 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, (14 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 22 - Oct 23
Total with taxes and fees
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

9. 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, (32 reviews)
"Beautiful view, bright and clean, great location "
Canada
Breanna
$140 nightly
The price is $162
Nov 9 - Nov 10
Total with taxes and fees
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

10. 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
$136 nightly
The price is $157
Nov 10 - Nov 11
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
A bar area with a vintage cash register, a wooden counter, and a menu board.

11. 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 21 - Oct 22
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
A two-story building with a balcony, labeled "Ole Bistro Inn" and "Vacation Rental."

12. Top location, no cleaning fee, everthings close B

Top location, no cleaning fee, everthings close B
Lake Geneva
10.0 out of 10, Exceptional, (79 reviews)
"Great location and cozy place!"
United States
Justin G.
$159 nightly
The price is $180
Nov 2 - Nov 3
Total with taxes and fees
Top location, no cleaning fee, everthings close B
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
$219 nightly
The price is $258
Oct 21 - Oct 22
Total with taxes and fees
The Nohl | A Lake Effect Stay Near Brady Street
A beach with a lifeguard tower, a building with a sign reading 'Boat Tours & Charter,' and a sandy shore with people and beach equipment.

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

Lake Geneva, Fireplace, Pool, Wifi, King Bed
Lake Geneva
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful area with great shops and food."
United States
SUZY R.
$252 nightly
The price is $281
Nov 18 - Nov 19
Total with taxes and fees
Lake Geneva, Fireplace, Pool, Wifi, King Bed
An outdoor patio with stone flooring, multiple seating areas, and a central fire feature.

15. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
$697 nightly
The price is $777
Oct 27 - Oct 28
Total with taxes and fees
Modern Lake Geneva Condo With Views
A modern living room with a sofa, armchair, and a TV.

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

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.8 out of 10, Exceptional, (6 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
$120 nightly
The price is $139
Oct 26 - Oct 27
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

17. 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 bedroom with two single beds, a nightstand, a window with blinds, and two wall-mounted paintings.

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

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
3.0 star property
Milwaukee
2.0 out of 10, (1 review)
"They cancelled my order without a call, message or notice. We drove 6 hours and called ahead a couple hours before arrival only to find out they cancelled our stay. Had to quick find a different place to stay. Don't trust their system."
United States
Jeremy
$457 nightly
The price is $538
Oct 21 - Oct 22
Total with taxes and fees
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
A house with a front porch, steps, and a small garden area.

19. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.4 out of 10, Exceptional, (96 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
$82 nightly
The price is $93
Nov 18 - Nov 19
Total with taxes and fees
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
A modern kitchen with a large island, built-in appliances, and ample natural light.

20. 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.
$127 nightly
The price is $147
Nov 4 - Nov 5
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
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

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

8/10 Good
"Great location. Walking distance to theatres, and other venues. We parked at the self park which is attached to the hotel. It was very convenient. The room was nice."
Joseph 1-night trip
Posted 2 hours ago
Hyatt Regency 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 $151 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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