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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southeast Wisconsin vacation rentals

A modern living room with a sofa, armchair, and a TV.

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

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.6 out of 10, Exceptional, (5 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
$110 nightly
The price is $127
Oct 14 - Oct 15
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A compact kitchenette with a stove, sink, and microwave, a mirror, and a door with a notice.

2. 2 Queen Beds | Mobil Access Tub Nsmk Kitchen

2 Queen Beds | Mobil Access Tub Nsmk Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (25 reviews)
"I would stay here again!"
United States
Anonymous traveler
$80 nightly
The price is $90
Nov 8 - Nov 9
Total with taxes and fees
2 Queen Beds | Mobil Access Tub Nsmk Kitchen
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

3. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,483 reviews)
"I love this place"
United States
Edgar
$169 nightly
The price is $189
Oct 21 - Oct 22
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A multi-story building with a prominent entrance, large windows, and a flag.

4. 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, (13 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 18 - Oct 19
Total with taxes and fees
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

5. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,256 reviews)
"Parking was reasonable and close by"
United States
Danita
$133 nightly
The price is $156
Nov 3 - Nov 4
Total with taxes and fees
The Plaza Hotel
A modern bedroom with a large bed, a desk, and a balcony with chairs.

6. Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5

Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5
Downtown Milwaukee
9.6 out of 10, Exceptional, (8 reviews)
"Great "
United States
Chelsea K.
Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5
A modern kitchen with a large island, dark blue cabinets, stainless steel appliances, and a city view through large windows.

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

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (10 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.
$130 nightly
The price is $150
Oct 19 - Oct 20
Total with taxes and fees
Modern Studio Apt with Rooftop, Gym, and Parking
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

8. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,270 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 bedroom with a bed, bedside table, lamp, and a painting of a beach scene.

9. 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.
$259 nightly
The price is $306
Oct 16 - Oct 17
Total with taxes and fees
Fast WiFi - Underground Parking - King Bed - Near Froedtert
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
$127 nightly
The price is $147
Oct 14 - Oct 15
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
A kitchen with white cabinets, a microwave, a dishwasher, and a sink.

11. 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 1 - Nov 2
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
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 house with a front porch, steps, and a small garden area.

13. 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 11 - Nov 12
Total with taxes and fees
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
A bar area with a vintage cash register, a wooden counter, and a menu board.

14. 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 14 - Oct 15
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

15. 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 modern kitchen with a large island, built-in appliances, and ample natural light.

16. 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.
$115 nightly
The price is $133
Nov 9 - Nov 10
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
$221 nightly
The price is $261
Oct 14 - Oct 15
Total with taxes and fees
The Nohl | A Lake Effect Stay Near Brady Street
A spacious hallway with wooden flooring, a dining area with a table and chairs, and a kitchen area with cabinets and appliances.

18. 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, (23 reviews)
"Great location, right in middle if downtown, everything was walkable. "
United States
Jenny B.
$302 nightly
The price is $343
Oct 28 - Oct 29
Total with taxes and fees
Suite 725 on Main |Recently Face-Lifted |Walkable Dwntwn Condo |Parking |Dining |Nightlife |Shopping
A beach with a lifeguard tower, a building with a sign reading 'Boat Tours & Charter,' and a sandy shore with people and beach equipment.

19. 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.
$254 nightly
The price is $284
Nov 4 - Nov 5
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.

20. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
$692 nightly
The price is $772
Oct 18 - Oct 19
Total with taxes and fees
Modern Lake Geneva Condo With Views
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

Lake Lawn Resort

Lake Lawn Resort

10/10 Excellent
"Scenic lakefront property."
Martin 1-night trip
Posted 3 hours ago
Lake Lawn Resort

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 $156 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