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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Southeast Wisconsin vacation rentals

Room

1. 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
$74 nightly
The price is $84
Sep 28 - Sep 29
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
Bar (on property)

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (6 reviews)
"Great place"
Canada
Zachary
$169 nightly
The price is $189
Sep 10 - Sep 11
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
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)
"Great place and very clean"
United States
Jason d.
$323 nightly
The price is $364
Sep 9 - Sep 10
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Outdoor dining

4. 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, (45 reviews)
"Nice quite spot close to highway"
United States
Dan K.
$280 nightly
The price is $330
Sep 15 - Sep 16
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Living area

5. 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, (18 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
$203 nightly
The price is $237
Sep 29 - Sep 30
Total with taxes and fees
Charming 2-bedroom house with everything you need in the heart of West Allis
Dining

6. 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, (2 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.
$137 nightly
The price is $158
Sep 28 - Sep 29
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Front of property

7. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,258 reviews)
"Im a frequent traveler to Lake Geneva."
United States
John
$217 nightly
The price is $246
Oct 1 - Oct 2
Total with taxes and fees
Mill Creek Hotel
Water park

8. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,428 reviews)
"The rooms are clean and the staff are very friendly."
United States
Barihan
$183 nightly
The price is $204
Oct 7 - Oct 8
Total with taxes and fees
Timber Ridge Lodge and Waterpark
Dining

9. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.4 out of 10, Exceptional, (29 reviews)
"Great location, clean place, super affordable! Will definitely be booking again!"
United States
Jash
$113 nightly
The price is $131
Sep 9 - Sep 10
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
Premier Room, 1 King Bed

10. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,243 reviews)
"Charming stay! Loved the vintage feel... very clean, quiet. A unique place to stay tucked away in a busy city."
United States
Dawn
$194 nightly
The price is $229
Oct 6 - Oct 7
Total with taxes and fees
The Plaza Hotel
Private kitchen

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

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (9 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
Sep 9 - Sep 10
Total with taxes and fees
Modern Studio Apt with Rooftop, Gym, and Parking
Dining

12. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very Good, (19 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
Sep 14 - Sep 15
Total with taxes and fees
Quiet House
Private kitchen

13. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
$227 nightly
The price is $268
Sep 14 - Sep 15
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
Living area

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

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.4 out of 10, Exceptional, (6 reviews)
"Great Location for events."
United States
b k.
$110 nightly
The price is $127
Sep 10 - Sep 11
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
Room

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
Sep 9 - Sep 10
Total with taxes and fees
The Nohl | A Lake Effect Stay Near Brady Street
Private kitchen

16. New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!

New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
Lower East Side
10.0 out of 10, Exceptional, (13 reviews)
"Clean neat, Close to everything"
United States
Kay H.
$333 nightly
The price is $393
Sep 15 - Sep 16
Total with taxes and fees
New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
Living area

17. 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)
"Stayed here many times. Great as always."
United States
Kristi T.
$335 nightly
The price is $365
Sep 26 - Sep 27
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
Apartment (1 Bedroom) | Interior

18. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
$709 nightly
The price is $791
Sep 16 - Sep 17
Total with taxes and fees
Modern Lake Geneva Condo With Views
Dining

19. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (102 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
$190 nightly
The price is $223
Sep 9 - Sep 10
Total with taxes and fees
Three Bedroom Upper
Private kitchen

20. Cottage near Mt. Mary College

Cottage near Mt. Mary College
Milwaukee
10.0 out of 10, Exceptional, (24 reviews)
"We found this to be a charming and well thought out property in a convenient location."
United States
Susan K.
$311 nightly
The price is $367
Oct 5 - Oct 6
Total with taxes and fees
Cottage near Mt. Mary College
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Stayed in room 213 and it was a very nice room. The building is well maintained, and the staff are very friendly, no energy of attitude at all. The Gin Rickey has very good food. Sunday - Thursday you can buy a Gin rickey and get the second drink for 1920's prices, in the main floor there is a listing of the cost of drinks from the early 1900's which is interesting. Old school elevators, definitely deco of the 1920's. The room was very nice, very clean and no ripped dry paper or the impression that the rooms are not well maintained. The rooms do not have cable; they do have Apple tv which you have to log into your streaming account not a big deal you just have to remember to log out. Be careful when going into the shower, it's slippery and I almost fell on my face. The room I was in, did not have a microwave. I'm not going to lie, before you walk into this place, the soundings area is very ghetto looking but once you step into this place, it's a very differently feel. Parking is $30 a night in the hotel but you can park on the side streets for a maximum of 3 night, you can call it in or visit https://city.milwaukee.gov/Parking/ParkingPermits/Online-Night-Parking-Permission-Request They have a shuttle bus that will take you into downtown, but a club called the Rave is across the street. I will visit this place again but probably upgrade to a higher floor or a higher amenity room."
M 4-night trip
Posted 4 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

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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