Southeast Wisconsin Vacation Rentals from CA $87: Short-Term Rentals for 2026

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Our top choices for Southeast Wisconsin vacation rentals

An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

1. The Plaza Hotel

Downtown Milwaukee

Bryan

CA $208 total

includes taxes & fees

Dec 8 - Dec 9

An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

2. Timber Ridge Lodge and Waterpark

Lake Geneva

Lindsey

CA $242 total

includes taxes & fees

Dec 1 - Dec 2

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

3. 1 Queen Bed | Non-Smoking, Kitchen

Milwaukee WI

Laurie

CA $120 total

includes taxes & fees

Nov 18 - Nov 19

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

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

Westown

Elizabeth

CA $208 total

includes taxes & fees

Nov 22 - Nov 23

A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

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

Westown

Thomas G.

CA $202 total

includes taxes & fees

Nov 30 - Dec 1

A modern living room with a sofa, armchairs, a coffee table, and a TV.

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

Westown

b k.

CA $164 total

includes taxes & fees

Nov 15 - Nov 16

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

7. Mill Creek Hotel

Lake Geneva

Marshall

CA $296 total

includes taxes & fees

Nov 15 - Nov 16

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

Downtown Milwaukee

Tanya S.

CA $251 total

includes taxes & fees

Nov 23 - Nov 24

A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

9. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Westown

Mary W.

CA $208 total

includes taxes & fees

Dec 8 - Dec 9

A two-story building with a balcony, labeled "Ole Bistro Inn" and "Vacation Rental."

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

Lake Geneva

Justin G.

CA $240 total

includes taxes & fees

Nov 11 - Nov 12

A bedroom with a bed, bedside table, lamp, and a painting on the wall.

11. Near Froedtert MCW with Garage Pkg and King Bed

Wauwatosa

Jenna F.

CA $603 total

includes taxes & fees

Nov 16 - Nov 17

A beach with a lifeguard tower, a building with a sign reading 'Boat Tours & Charter,' and a sandy shore with people and beach equipment.

12. Lake Geneva, Fireplace, Pool, Wifi, King Bed

Lake Geneva

SUZY R.

CA $356 total

includes taxes & fees

Nov 8 - Nov 9

A bar area with a vintage cash register, a wooden counter, and a menu board.

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

West Allis

Zachary

CA $250 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

14. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Fifth Ward

Erin G.

CA $224 total

includes taxes & fees

Dec 6 - Dec 7

A house with a front porch, steps, and a small garden area.

15. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Kenosha

Erin

CA $107 total

includes taxes & fees

Nov 22 - Nov 23

A brick building with a sign for Riverview Lodges and a Green Door Café.

16. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Delafield

Becky M.

CA $351 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a large island, stainless steel sink, and pendant lights.

17. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Waukesha

Jason d.

CA $503 total

includes taxes & fees

Nov 8 - Nov 9

A kitchen area with a toaster, a coffee maker, a jar of coffee beans, and a laptop on a woven placemat.

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

Lake Geneva

Denise A.

CA $410 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a bed, a TV mounted on the wall, a wooden door, and a small table with a plant.

19. Walk to Tosa Village | Cafés & Shops | King Bed

Wauwatosa

Margaret M.

CA $434 total

includes taxes & fees

Dec 8 - Dec 9

A dining area with a brick wall, a wooden table, black chairs, and a potted plant.

20. Hidden Gem with Pool View!

Lake Geneva

Thomas P.

CA $356 total

includes taxes & fees

Dec 6 - Dec 7

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Find vacation rentals that suit your style

Top Southeast Wisconsin Hotel Reviews

A busy bar area with multiple shelves stocked with bottles and glasses, a bar counter with a cash register, and a seating area with tables and chairs.

Saint Kate - The Arts Hotel

Downtown Milwaukee

10/10 Excellent

Giles

A modern bar area with a long counter, multiple hanging pendant lights, and a variety of bottles on shelves.

Homewood Suites by Hilton Oak Creek Milwaukee

Oak Creek

10/10 Excellent

Megan

A historic building with a prominent sign for 'The Brewery' at the top.

The Brewhouse Inn & Suites

Westown

10/10 Excellent

Angela

A modern hotel with a flat roof and a large entrance area.

SpringHill Suites by Marriott Kenosha

Kenosha

10/10 Excellent

Marcy

A grand lobby with ornate columns, a chandelier, and a staircase leading to an upper level.

The Pfister Hotel

Downtown Milwaukee

10/10 Excellent

The Pfister is an Amazing Hotel steeped with an interesting history. From the moment we walked in the door until our departure, the service was fantastic. Our room was lovely and well appointed, we had a view of the river There are a number of great dining options on the property The location is very central to the downtown area which allowed us to walk along the river walk and tour the downtown area.

Maryann

An outdoor seating area with round tables and chairs, covered by umbrellas, and surrounded by red flowers.

County Clare Irish Hotel & Pub

Downtown Milwaukee

10/10 Excellent

Sandra

A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Brookfield

10/10 Excellent

Sheldon

A spacious living area with a fireplace, seating, and large windows.

Holiday Inn Express & Suites Delafield by IHG

Delafield

10/10 Excellent

From the moment we approached the front entrance, a staff member rushed to the door to assist us, as my husband was in a wheelchair. They assisted us with our luggage and directed us to check in. The person checking us in Check was very friendly and promptly had us on our way to the room. Breakfast was included and we were pleasantly surprised with their great selection, including freshly made pancakes in-less than a minute, not to mention the coffee was very good. I highly recommend this...

Maryann

A hotel lobby with a bar area, seating arrangements, and a television screen.

Hampton Inn & Suites Milwaukee/Franklin

Franklin

10/10 Excellent

Annette

An indoor swimming pool with multiple lanes, safety railings, and lounge chairs.

Holiday Inn Express & Suites New Berlin by IHG

New Berlin

10/10 Excellent

Vander

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southeast Wisconsin vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southeast Wisconsin vacation rentals we have selected for you start as low as CA $87 per night. Entering your travel dates in the search wizard 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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Southeast Wisconsin Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southeast Wisconsin vacation rentals

1. The Plaza Hotel

2. Timber Ridge Lodge and Waterpark

3. 1 Queen Bed | Non-Smoking, Kitchen

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

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

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

7. Mill Creek Hotel

8. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

9. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

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

11. Near Froedtert MCW with Garage Pkg and King Bed

12. Lake Geneva, Fireplace, Pool, Wifi, King Bed

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

14. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

15. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

16. Historic Downtown Luxury-Lake-Coffee-Spa like BA

17. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

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

19. Walk to Tosa Village | Cafés & Shops | King Bed

20. Hidden Gem with Pool View!

Find vacation rentals that suit your style

Top Southeast Wisconsin Hotel Reviews

Saint Kate - The Arts Hotel

10/10 Excellent

Find out more about Southeast Wisconsin

Southeast Wisconsin vacation rentals: An excellent choice for every season

How to find incredible deals on Southeast Wisconsin rentals

Explore a world of travel with Expedia