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Milwaukee County Holiday Rentals

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Top Holiday Rentals Destinations in Milwaukee County

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is NZ$294
includes taxes & fees
4 Jan - 5 Jan 2026
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
Westown
9.0 out of 10, Wonderful, (118)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
United States
Kaylee
Kasa Westown Milwaukee

ROVE LIVING/KL - Malt House

4.0 star property
Westown
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
The price is NZ$285
includes taxes & fees
10 Dec - 11 Dec
ROVE LIVING/KL - Malt House

ROVE LIVING/KB - Prospect

3.0 star property
Lower East Side
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
United States
Vera
ROVE LIVING/KB - Prospect

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Milwaukee
9.0 out of 10, Wonderful, (46)
"The check in instructions were perfect and not sure he could have laid that out any better. It's a nice place close to everything. We'd stay there again. "
United States
Chad-Tara A.
The price is NZ$572
includes taxes & fees
7 Dec - 8 Dec
Downtown Eastside gem near Fiserv Forum Water St Brady St

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

River Hills
8.0 out of 10, Very good, (4)
"Love the indoor pool and the movie room!"
United States
JOE C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (77)
"He was very kind!"
United States
Hope
The price is NZ$405
includes taxes & fees
7 Dec - 8 Dec
Three bedrooms upstairs

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods
9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is NZ$574
includes taxes & fees
14 Dec - 15 Dec
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Bay View
9.6 out of 10, Exceptional, (8)
"Great place!"
United States
Kathy R.
The price is NZ$804
includes taxes & fees
14 Dec - 15 Dec
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Stunning Upscale Retreat - Steps From Everything

Lower East Side
9.8 out of 10, Exceptional, (31)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is NZ$928
includes taxes & fees
7 Dec - 8 Dec
Stunning Upscale Retreat - Steps From Everything

MKE Mansion - Both Wings

Downtown Milwaukee
9.6 out of 10, Exceptional, (23)
"Great house - big group I stayed with loved it and tons of places to sleep and hang out. Fantastic location by the water and near some good restaurants. Hosts were super responsive. "
United States
Henri E.
The price is NZ$2,897
includes taxes & fees
4 Jan - 5 Jan 2026
MKE Mansion - Both Wings

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Burnham Park
9.6 out of 10, Exceptional, (252)
"This spacious house is a true gem, lovingly preserved. Really enjoyed our stay!!!!"
United States
Lynne W.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
Lower East Side
9.8 out of 10, Exceptional, (19)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is NZ$736
includes taxes & fees
9 Dec - 10 Dec
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
Bay View
10.0 out of 10, Exceptional, (26)
"Very comfortable and convenient to everything downtown."
United States
Reddemann R.
The price is NZ$686
includes taxes & fees
7 Dec - 8 Dec
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Cozy 2 Bedroom Downtown Milwaukee Apartment

Downtown Milwaukee
9.8 out of 10, Exceptional, (13)
"Great little upper apartment. Had everything we needed. You could not beat the location for access to the lake, veterans Park, and downtown."
United States
NE B.
Cozy 2 Bedroom Downtown Milwaukee Apartment

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

Lower East Side
9.6 out of 10, Exceptional, (66)
"Dustin was a great host! Very easy to communicate with and the house was great as well, thanks much!"
United States
Lisa M.
The price is NZ$760
includes taxes & fees
8 Dec - 9 Dec
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Remodeled Home - Steps from Brady Street!

Downtown Milwaukee
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is NZ$459
includes taxes & fees
7 Dec - 8 Dec
Remodeled Home - Steps from Brady Street!

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

Lower East Side
9.4 out of 10, Exceptional, (13)
"me and my friends had a great stay . We enjoyed the area and bnb ! I will definitely be recommending to others! "
United States
Stephanie L.
The price is NZ$519
includes taxes & fees
8 Dec - 9 Dec
Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.

Charming Vintage Farmhouse 1 bedroom Garden Oasis

Bay View
9.2 out of 10, Wonderful, (42)
"Staying with Lindsey was a pleasure. The location was perfect, the home was cozy and clean, and Lindsey was always available to answer our questions we had prior to arriving ! Check in/out was super easy ! No issues occurred during our stay !! Highly recommended!"
United States
Emily K.
Charming Vintage Farmhouse 1 bedroom Garden Oasis

Quiet House

Milwaukee
6.8 out of 10, (6)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
United States
Kerry N.
The price is NZ$335
includes taxes & fees
10 Dec - 11 Dec
Quiet House
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 Milwaukee County Hotel Reviews

Find out more about Milwaukee County

Everything you need to know about Milwaukee County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milwaukee County holiday rental for you. At Expedia, you can take your pick from private holiday 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 Milwaukee County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Milwaukee County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milwaukee County. 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 Milwaukee County holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milwaukee County holiday rentals we have selected for you start as low as NZ$285 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Milwaukee County rentals

At Expedia, we put the best Milwaukee County holiday 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 Milwaukee County 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 Milwaukee County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milwaukee County. 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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