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Southeast Wisconsin Holiday Rentals

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Our top choices for Southeast Wisconsin holiday rentals

1. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,262 reviews)
"It was an amazing stay !"
United States
Bryan
The price is NZ$285
includes taxes & fees
8 Dec - 9 Dec
The Plaza Hotel

2. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,524 reviews)
"Great hotel amazing staff and amazing waterpark"
United States
Lindsey
The price is NZ$302
includes taxes & fees
18 Nov - 19 Nov
Timber Ridge Lodge and Waterpark

3. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.0 out of 10, Wonderful, (40 reviews)
"Charged a security deposit and did not refund after checkout. Their customer resolution # indicates an email address to use for refunds however the speaker does not speak clearly so you can get the email address."
United States
Laurie
The price is NZ$153
includes taxes & fees
18 Nov - 19 Nov
1 Queen Bed | Non-Smoking, Kitchen

4. 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, (35 reviews)
"Excellent clean place to stay!"
United States
Elizabeth
The price is NZ$268
includes taxes & fees
9 Nov - 10 Nov
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

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

6. 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, (7 reviews)
"Great Location for events."
United States
b k.
The price is NZ$210
includes taxes & fees
15 Nov - 16 Nov
Westown Studio Apt Near Fiserv, Baird, and Theater District

7. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,275 reviews)
"clean, comfortable and great location"
United States
Marshall
The price is NZ$377
includes taxes & fees
11 Nov - 12 Nov
Mill Creek Hotel

8. 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)
"Loved staying here. Close enough that everything was within walking or biking distance. Very convenient to come and go as you please and parking being included was a major bonus. Host was very helpful and quick to respond to any questions I had. Would absolutely stay here again."
United States
Tanya S.
The price is NZ$320
includes taxes & fees
23 Nov - 24 Nov
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

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
9.0 out of 10, Wonderful, (7 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is NZ$268
includes taxes & fees
12 Nov - 13 Nov
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

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

Top location, no cleaning fee, everthings close B
Lake Geneva
10.0 out of 10, Exceptional, (80 reviews)
"Great location and cozy place!"
United States
Justin G.
The price is NZ$295
includes taxes & fees
10 Nov - 11 Nov
Top location, no cleaning fee, everthings close B

11. 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.
The price is NZ$770
includes taxes & fees
16 Nov - 17 Nov
Near Froedtert MCW with Garage Pkg and King Bed

12. 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.
The price is NZ$455
includes taxes & fees
8 Nov - 9 Nov
Lake Geneva, Fireplace, Pool, Wifi, King Bed

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (8 reviews)
"Great place"
Canada
Zachary
The price is NZ$322
includes taxes & fees
8 Nov - 9 Nov
Kegel`s Inn - Studio - Classic Apartment #3

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

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (9 reviews)
"Loved our stay here! Clean, comfortable, and very easy!"
United States
Erin G.
The price is NZ$288
includes taxes & fees
9 Nov - 10 Nov
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

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
The price is NZ$136
includes taxes & fees
11 Nov - 12 Nov
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

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

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 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.
The price is NZ$445
includes taxes & fees
8 Nov - 9 Nov
Historic Downtown Luxury-Lake-Coffee-Spa like BA

17. 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, (43 reviews)
"Great place and very clean"
United States
Jason d.
The price is NZ$641
includes taxes & fees
9 Nov - 10 Nov
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

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.
The price is NZ$526
includes taxes & fees
9 Nov - 10 Nov
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

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.
The price is NZ$555
includes taxes & fees
2 Dec - 3 Dec
Walk to Tosa Village | Cafés & Shops | King Bed

20. 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.
The price is NZ$459
includes taxes & fees
8 Nov - 9 Nov
Hidden Gem with Pool View!
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

Find out more about Southeast Wisconsin

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southeast Wisconsin holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southeast Wisconsin. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southeast Wisconsin. Seeing all the best attractions is bound to make you fall in love with Southeast Wisconsin. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southeast Wisconsin short-term rentals, that won’t be hard to do.

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