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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Southeast Wisconsin vacation rentals

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

1. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,535 reviews)
"Great hotel amazing staff and amazing waterpark"
United States
Lindsey
$177 nightly
The price is $197
Dec 15 - Dec 16
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A house with a front porch, steps, and a small garden area.

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

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.4 out of 10, Exceptional, (96 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
$71 nightly
The price is $80
Nov 15 - Nov 16
Total with taxes and fees
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

3. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,276 reviews)
"clean, comfortable and great location"
United States
Marshall
$186 nightly
The price is $211
Nov 15 - Nov 16
Total with taxes and fees
Mill Creek Hotel
A multi-story building with a prominent entrance, large windows, and a flag.

4. 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, (16 reviews)
"Very clean and quiet. Out host communicated very well in advance and during our stay."
United States
David B.
$140 nightly
The price is $161
Nov 18 - Nov 19
Total with taxes and fees
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A bedroom with a bed, bedside table, lamp, and a painting on the wall.

5. Near Froedtert MCW with Garage Pkg and King Bed

Near Froedtert MCW with Garage Pkg and King Bed
Wauwatosa
9.8 out of 10, Exceptional, (26 reviews)
"Property as advertised- met our needs"
United States
Jenna F.
$399 nightly
The price is $458
Nov 15 - Nov 16
Total with taxes and fees
Near Froedtert MCW with Garage Pkg and King Bed
An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

6. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,266 reviews)
"This place was very comfortable an cozy an the food in the cafe was amazing definitely worth the money an ill be staying there again"
United States
Savannah
$134 nightly
The price is $158
Dec 6 - Dec 7
Total with taxes and fees
The Plaza Hotel
A hotel room with two beds, a television, a desk, and a window with curtains.

7. 2 Queen Beds | Smoking, Kitchen

2 Queen Beds | Smoking, Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (28 reviews)
"Good place to stay,"
United States
Anonymous traveler
$81 nightly
The price is $91
Nov 18 - Nov 19
Total with taxes and fees
2 Queen Beds | Smoking, Kitchen
A bar area with a vintage cash register, a wooden counter, and a menu board.

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.2 out of 10, Wonderful, (10 reviews)
"Great place"
Canada
Zachary
$160 nightly
The price is $178
Nov 15 - Nov 16
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

9. 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, (36 reviews)
"Excellent clean place to stay!"
United States
Elizabeth
$117 nightly
The price is $135
Nov 22 - Nov 23
Total with taxes and fees
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

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

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.6 out of 10, Exceptional, (7 reviews)
"Great location, perfect for NM Annual Meeting. Nice spacious and well equipped."
United States
Thomas G.
$113 nightly
The price is $130
Nov 22 - Nov 23
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
A modern living room with a sofa, armchairs, a coffee table, and a TV.

11. 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, (8 reviews)
"Great location, clean, comfortable, highly recommend."
United States
Patrick H.
$106 nightly
The price is $122
Nov 29 - Nov 30
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A two-story building with a balcony, labeled "Ole Bistro Inn" and "Vacation Rental."

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

Top location, no cleaning fee, everthings close B
Lake Geneva
10.0 out of 10, Exceptional, (81 reviews)
"Great location and cozy place!"
United States
Justin G.
$151 nightly
The price is $171
Nov 16 - Nov 17
Total with taxes and fees
Top location, no cleaning fee, everthings close B
A beach with a lifeguard tower, a building with a sign reading 'Boat Tours & Charter,' and a sandy shore with people and beach equipment.

13. 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.
$221 nightly
The price is $246
Nov 16 - Nov 17
Total with taxes and fees
Lake Geneva, Fireplace, Pool, Wifi, King Bed
A hotel room with a bed, a TV mounted on the wall, a wooden door, and a small table with a plant.

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

Walk to Tosa Village | Cafés & Shops | King Bed
Wauwatosa
8.6 out of 10, Excellent, (17 reviews)
"Very clean and comfortable in an ideal location"
United States
Margaret M.
$286 nightly
The price is $328
Nov 15 - Nov 16
Total with taxes and fees
Walk to Tosa Village | Cafés & Shops | King Bed
A brick building with a sign for Riverview Lodges and a Green Door Café.

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

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.8 out of 10, Exceptional, (11 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.
$213 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A living room with a fireplace, a TV mounted on the wall, a balcony with a view of the outdoors, and a sign with motivational phrases.

16. Modern Lake Geneva Condo With Views

Modern Lake Geneva Condo With Views
3.5 star property
Lake Geneva
$685 nightly
The price is $764
Nov 22 - Nov 23
Total with taxes and fees
Modern Lake Geneva Condo With Views
A modern living room with a green sofa, a white coffee table, and a ceiling fan.

17. 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, (30 reviews)
"Loved the couches! Quick walk to wonderful restaurants and lake."
United States
Denise A.
$264 nightly
The price is $300
Nov 17 - Nov 18
Total with taxes and fees
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
A modern kitchen with a large island, stainless steel sink, and pendant lights.

18. 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, (45 reviews)
"Great place and very clean"
United States
Jason d.
$316 nightly
The price is $357
Nov 16 - Nov 17
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A dining area with a brick wall, a wooden table, black chairs, and a potted plant.

19. Hidden Gem with Pool View!

Hidden Gem with Pool View!
Lake Geneva
10.0 out of 10, Exceptional, (45 reviews)
"Everything was great Love the room and the area"
United States
Thomas P.
$238 nightly
The price is $265
Nov 16 - Nov 17
Total with taxes and fees
Hidden Gem with Pool View!
Stop into the Welcome Center on Grand Ave downtown. Be sure to say hello to Wayne and Amy. They are so helpful in guiding you to all things Port. Tell them Dave and Janice sent you. Or find them at https://www.visitportwashington.com/

20. Grace Adventure House, walk to Port, Lake Michigan

Grace Adventure House, walk to Port, Lake Michigan
Port Washington
10.0 out of 10, Exceptional, (32 reviews)
"This place was amazing. We were so happy with the stay."
United States
Sherrie P.
$206 nightly
The price is $234
Nov 15 - Nov 16
Total with taxes and fees
Grace Adventure House, walk to Port, Lake Michigan
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

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Good"
Geatriz 1-night trip
Posted 9 hours ago
Sheraton Milwaukee Brookfield 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 $158 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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