Milwaukee County Holiday Rentals

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Top Holiday Rentals Destinations in Milwaukee County

The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1145)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is NZ$316
includes taxes & fees
10 Nov - 11 Nov
The Plaza Hotel
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (109)
"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
KLVG - Malt House
4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
KLVG - Malt House
KB - Prospec
3.0 star property
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
KB - Prospec
Downtown Eastside gem near Fiserv Forum Water St Brady St
9.2 out of 10, Wonderful, (44)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is NZ$579
includes taxes & fees
26 Oct - 27 Oct
Downtown Eastside gem near Fiserv Forum Water St Brady St
Three bedrooms upstairs
9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
United States
Zach I.
The price is NZ$310
includes taxes & fees
27 Oct - 28 Oct
Three bedrooms upstairs
Stunning Upscale Retreat - Steps From Everything
9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
United States
Meghan H.
The price is NZ$939
includes taxes & fees
28 Oct - 29 Oct
Stunning Upscale Retreat - Steps From Everything
Quiet House
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$337
includes taxes & fees
22 Oct - 23 Oct
Quiet House
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
2.0 star property
9.6 out of 10, Exceptional, (4)
"Parking was great"
United States
Margaret S.
The price is NZ$299
includes taxes & fees
4 Nov - 5 Nov
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
9.8 out of 10, Exceptional, (26)
"Loved the location "
United States
Alta M.
The price is NZ$472
includes taxes & fees
28 Oct - 29 Oct
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
10.0 out of 10, Exceptional, (3)
"Love the indoor pool and the movie room!"
United States
JOE C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
2.0 star property
10.0 out of 10, Exceptional, (23)
"Loved it "
United States
Susan W.
The price is NZ$687
includes taxes & fees
26 Oct - 27 Oct
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
9.6 out of 10, Exceptional, (249)
"We loved staying in this property on our Frank Lloyd Wright weekend! It’s a two hour drive from Taliesen, but really helped the weekend feel complete to stay in this spacious house that was right on theme. We loved all of the details and the kind host."
United States
Tesa M.
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
9.8 out of 10, Exceptional, (16)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is NZ$761
includes taxes & fees
4 Nov - 5 Nov
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
9.8 out of 10, Exceptional, (7)
"Great place!"
United States
Kathy R.
The price is NZ$636
includes taxes & fees
27 Oct - 28 Oct
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Style and Luxury - Unbeatable Location
9.8 out of 10, Exceptional, (11)
"We really enjoyed the location being such a close drive to the lake and hiking was beautiful! "
United States
Maria E.
The price is NZ$916
includes taxes & fees
30 Oct - 31 Oct
Style and Luxury - Unbeatable Location
Cozy 2 Bedroom Downtown Milwaukee Apartment
9.8 out of 10, Exceptional, (10)
"Stayed here two nights in June with my husband to attend Summerfest. The unit is walking distance to downtown Milwaukee, about 1.5 miles away from Summerfest (Uber ride was less that 10). Check in process was easy and host was quick to respond to questions. The unit is on the second floor of a house, so keep in mind that you must be able to go up one flight of stairs to enter unit (not wheelchair accessible). Unit had a well stocked kitchen with several cooking utensils, including a coffee maker...
United States
Kara K.
Cozy 2 Bedroom Downtown Milwaukee Apartment
Brady St Retreat! 4BR House w Patio & Fenced Yard
The price is NZ$707
includes taxes & fees
27 Oct - 28 Oct
Brady St Retreat! 4BR House w Patio & Fenced Yard
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
9.4 out of 10, Exceptional, (63)
"It was clean and close to our wedding venue. "
United States
Kathy H.
The price is NZ$653
includes taxes & fees
27 Oct - 28 Oct
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
9.4 out of 10, Exceptional, (15)
"We loved this property! We will definitely stay again if we are in the area."
United States
Taryn O.
The price is NZ$538
includes taxes & fees
3 Nov - 4 Nov
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
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$295 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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