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 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Southeast Wisconsin vacation rentals

Interior

1. 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.
$327 nightly
The price is $369
Sep 2 - Sep 3
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Water park

2. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,413 reviews)
"Fun place!"
United States
Dina
$204 nightly
The price is $227
Sep 7 - Sep 8
Total with taxes and fees
Timber Ridge Lodge and Waterpark
Premier Room, 1 King Bed | Iron/ironing board, WiFi (free), bed sheets

3. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,240 reviews)
"charming and historic hotel"
United States
Veronica
$173 nightly
The price is $204
Sep 30 - Oct 1
Total with taxes and fees
The Plaza Hotel
Smart TV, table tennis, printers

4. 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)
" Very comfortable, had everything we needed, convenient, and pet friendly. A great Greendale Original."
United States
Thomas S. A.
$336 nightly
The price is $366
Sep 26 - Sep 27
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
Indoor pool, sun loungers

5. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,256 reviews)
"Worked perfectly for my son, grandson and I. Unfortunately we didn’t get to have the breakfast because we were fishing very early each day. Loved the location, close to restaurants and the lake."
United States
Barbara
$184 nightly
The price is $209
Oct 1 - Oct 2
Total with taxes and fees
Mill Creek Hotel
1 bedroom, WiFi (free)

6. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (40 reviews)
"Love this place"
United States
Anonymous traveler
$83 nightly
The price is $93
Sep 13 - Sep 14
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen
House (4 Bedrooms) | Interior

7. 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
Sep 7 - Sep 8
Total with taxes and fees
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
Smart TV, books, music library, stereo

8. Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
Bay View
10.0 out of 10, Exceptional, (38 reviews)
"Home is immaculate and fully stocked. Hosts were so accomodating and thoughtful about treats, where things are located and making our stay stress-free."
United States
Pamela M.
$375 nightly
The price is $442
Sep 2 - Sep 3
Total with taxes and fees
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
Terrace/patio

9. 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.
$468 nightly
The price is $491
Sep 16 - Sep 17
Total with taxes and fees
Well Appointed Home Steps to Pewaukee Lake
Property grounds

10. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (37 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
$671 nightly
The price is $704
Sep 2 - Sep 3
Total with taxes and fees
Waterfront Lake Cottage - Upper Nemahbin Lake
Dining

11. 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.
$200 nightly
The price is $235
Sep 2 - Sep 3
Total with taxes and fees
Three Bedroom Upper
Property grounds

12. Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.6 out of 10, Exceptional, (73 reviews)
"Clean, strong communication, great location. Thank you!"
United States
Jenna L.
$352 nightly
The price is $415
Sep 2 - Sep 3
Total with taxes and fees
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Dining

13. 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 2 - Sep 3
Total with taxes and fees
Quiet House
Coffee/tea maker, fridge, microwave, oven

14. Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.

Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.
Lower East Side
9.6 out of 10, Exceptional, (15 reviews)
"Overall amazing stay, so grateful for the host and would go again. Amazing place, great location and good parking nearby. "
United States
Thiago B.
$310 nightly
The price is $366
Sep 14 - Sep 15
Total with taxes and fees
Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.
Smart TV, books

15. Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.0 out of 10, Wonderful, (12 reviews)
"Great stay!The house was perfect for us with an excellent location."
United States
Mike G.
$374 nightly
The price is $382
Sep 2 - Sep 3
Total with taxes and fees
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
TV

16. Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Lake Geneva
9.2 out of 10, Wonderful, (28 reviews)
"Loved the couches! Quick walk to wonderful restaurants and lake."
United States
Denise A.
$277 nightly
The price is $314
Sep 10 - Sep 11
Total with taxes and fees
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Apartment (1 Bedroom) | Interior

17. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
$668 nightly
The price is $744
Sep 7 - Sep 8
Total with taxes and fees
Modern Lake Geneva Condo With Views
Game room

18. Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Downtown Milwaukee
9.2 out of 10, Wonderful, (15 reviews)
"Perfect family home in a quiet, picturesque neighborhood, close to all that Milwaukee has to offer (Fiserv, museums, restaurants and bars, and a nice grocery store). Ideal for Marquette Family Weekend or Graduation. Host is super gracious and responsive."
United States
Quinn M.
$477 nightly
The price is $488
Sep 4 - Sep 5
Total with taxes and fees
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Coffee/tea maker, fridge, microwave, oven

19. Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Gazebo, Firepit

Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Gazebo, Firepit
Brewers Hill
10.0 out of 10, Exceptional, (13 reviews)
"Nice home with plenty of room for group or family. Hosts were very attentive and let us check in early to drop our bags off. "
United States
James W.
$662 nightly
The price is $677
Sep 8 - Sep 9
Total with taxes and fees
Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Gazebo, Firepit
Smart TV, fireplace

20. Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Lake Geneva
10.0 out of 10, Exceptional, (24 reviews)
"Great place. "
United States
Therese N.
$387 nightly
The price is $432
Sep 2 - Sep 3
Total with taxes and fees
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
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
"The rooms and amenities were great. Excellent staff & location!"
Erica 3-night trip
Posted 4 hours 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 $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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