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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Southeast Wisconsin vacation rentals

An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

1. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,268 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 hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

2. 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
$82 nightly
The price is $93
Oct 22 - Oct 23
Total with taxes and fees
1 Queen Bed | Non-Smoking, 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, (3,474 reviews)
"I love this place"
United States
Edgar
$175 nightly
The price is $195
Oct 27 - Oct 28
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A kitchen with white cabinets, a microwave, a dishwasher, and a sink.

4. 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.
$212 nightly
The price is $239
Oct 19 - Oct 20
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A bedroom with a bed, bedside table, lamp, and a painting of a beach scene.

5. 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.
$187 nightly
The price is $221
Oct 12 - Oct 13
Total with taxes and fees
Fast WiFi - Underground Parking - King Bed - Near Froedtert
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

6. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,255 reviews)
"Parking was reasonable and close by"
United States
Danita
$129 nightly
The price is $153
Nov 2 - Nov 3
Total with taxes and fees
The Plaza Hotel
A modern kitchen with a large island, stainless steel sink, and pendant lights.

7. 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, (40 reviews)
"Great place and very clean"
United States
Jason d.
$344 nightly
The price is $389
Oct 19 - Oct 20
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
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, (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.
$157 nightly
The price is $182
Oct 18 - Oct 19
Total with taxes and fees
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A bar area with a vintage cash register, a wooden counter, and a menu board.

9. 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 13 - Oct 14
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."

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

Top location, no cleaning fee, everthings close B
Lake Geneva
10.0 out of 10, Exceptional, (78 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 modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

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

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (31 reviews)
"Beautiful view, bright and clean, great location "
Canada
Breanna
$130 nightly
The price is $150
Nov 2 - Nov 3
Total with taxes and fees
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A modern kitchen with a large island, built-in appliances, and ample natural light.

12. 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.
$116 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A modern living room with a sofa, armchair, and a TV.

13. 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
Nov 2 - Nov 3
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A modern bedroom with a large bed, a desk, and a balcony with chairs.

14. 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.
$112 nightly
The price is $130
Oct 12 - Oct 13
Total with taxes and fees
Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

15. 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 12 - Oct 13
Total with taxes and fees
The Nohl | A Lake Effect Stay Near Brady Street
An outdoor patio with stone flooring, multiple seating areas, and a central fire feature.

16. 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 13 - Oct 14
Total with taxes and fees
Modern Lake Geneva Condo With Views
A bedroom with two single beds, a nightstand, a window with blinds, and two wall-mounted paintings.

17. 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 12 - Oct 13
Total with taxes and fees
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

18. 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
$180 nightly
The price is $212
Oct 12 - Oct 13
Total with taxes and fees
Quiet House
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.
$243 nightly
The price is $271
Nov 8 - Nov 9
Total with taxes and fees
Lake Geneva, Fireplace, Pool, Wifi, King Bed
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

20. 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, (56 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
$313 nightly
The price is $341
Oct 11 - Oct 12
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
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 Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Just had an excellent stay at the Iron Horse, which has always been one of my favorite places to stay in Milwaukee, despite it's somewhat off the beaten path location. It's been a few years since I've stayed there, and as someone who follows the Milwaukee business environement closely from afar, I know the hotel has had a very rough last few years since covid from a financial, legal, ownership and management perspective. From what I understand, those issues have now largely been resolved, and my guest experience was as good as I remembered. Very large clean rooms, daily housekeeping, and great service from the front desk staff. The lobby is large, open and inviting with very comfortable plush leather furniture and ample room to work and fire up a laptop if need be, The only noticeable difference from when I stayed there last is that it doesn't seem to be quite as "happening" of a venue as it once was. The bar and restaurant just off of the lobby used to be quite the scene a few years back, but neither were very crowded at all during my stay. Still, the guest experience was excellent and I can confidently say it's still one of my favorite properties to stay in the city."
Christopher 2-night trip
Posted 3 hours ago
The Iron Horse Hotel

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 $153 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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