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

A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

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 29 - Sep 30
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
A modern kitchen with a large island, stainless steel sink, and pendant lights.

2. 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.
$324 nightly
The price is $366
Sep 14 - Sep 15
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A bar area with a vintage cash register, a wooden counter, and a menu board.

3. 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
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

4. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,244 reviews)
"Charming stay! Loved the vintage feel... very clean, quiet. A unique place to stay tucked away in a busy city."
United States
Dawn
$217 nightly
The price is $256
Sep 10 - Sep 11
Total with taxes and fees
The Plaza Hotel
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

5. 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.
$281 nightly
The price is $331
Sep 16 - Sep 17
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A spacious room with a large table and chairs, large windows with a city view, and a high ceiling with recessed lighting.

6. 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
$158 nightly
The price is $183
Sep 13 - Sep 14
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.

7. 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.
$198 nightly
The price is $231
Sep 29 - Sep 30
Total with taxes and fees
Charming 2-bedroom house with everything you need in the heart of West Allis
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

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
$185 nightly
The price is $207
Sep 22 - Sep 23
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A modern living room with a sofa, armchairs, a coffee table, and a TV.

9. 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.
$119 nightly
The price is $137
Oct 5 - Oct 6
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A modern kitchen with a large island, built-in appliances, and ample natural light.

10. 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
Oct 5 - Oct 6
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

11. 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
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

12. 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
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

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

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (15 reviews)
"Great location to attend Bucks game!"
United States
Laura P.
$130 nightly
The price is $150
Sep 14 - Sep 15
Total with taxes and fees
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

14. 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!
A modern kitchen with a central island, stainless steel appliances, and a dining area with bar stools.

15. 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.
$312 nightly
The price is $368
Oct 5 - Oct 6
Total with taxes and fees
Cottage near Mt. Mary College
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

16. 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.
$332 nightly
The price is $362
Sep 26 - Sep 27
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
A modern kitchen with stainless steel appliances, a central island with stools, and wooden cabinetry.

17. 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.
$334 nightly
The price is $394
Sep 15 - Sep 16
Total with taxes and fees
New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

18. 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.
$187 nightly
The price is $220
Sep 13 - Sep 14
Total with taxes and fees
Three Bedroom Upper
A beach with a wooden bench, a dock, and calm water.

19. Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva

Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva
Burlington
9.2 out of 10, Wonderful, (12 reviews)
"We loved our stay! Great location close to Burlington and in a beautiful area. Carlie was very responsive if we had any issues and resolved things very quickly with no delay to our plans. Would highly recommend staying here if you have an event in the area"
United States
Thomas L.
$279 nightly
The price is $294
Sep 13 - Sep 14
Total with taxes and fees
Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva
A modern two-story house with a balcony, a patio with outdoor furniture, and a well-maintained lawn.

20. Well Appointed Home Steps to Pewaukee Lake

Well Appointed Home Steps to Pewaukee Lake
Pewaukee
9.8 out of 10, Exceptional, (19 reviews)
"such a lovely home and great restaurants and stores near by. Looks like a little sea side town in Maine"
United States
Rachel W.
$461 nightly
The price is $484
Sep 16 - Sep 17
Total with taxes and fees
Well Appointed Home Steps to Pewaukee Lake
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

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

10/10 Excellent
"We paid more for a lake view but it was worth it. The room was clean, staff were friendly, and the room looked updated since the last time we’d been there."
Melissa 1-night trip
Posted less than an hour ago
Harbor Shores on 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 $183 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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