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, (1127)
"Excellent location. "
The price is NZ$310
includes taxes & fees
15 Sept - 16 Sept
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (96)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"House was clean and was very spacious."
The price is NZ$334
includes taxes & fees
25 Sept - 26 Sept
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

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!"
KB - Prospec

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

2.0 star property
10.0 out of 10, Exceptional, (20)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is NZ$676
includes taxes & fees
14 Sept - 15 Sept
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (29)
"Great location and super clean property. Highly recommend."
The price is NZ$903
includes taxes & fees
4 Sept - 5 Sept
Stunning Upscale Retreat - Steps From Everything

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

2.0 star property
9.8 out of 10, Exceptional, (13)
"A group of 8 friends stayed here while visiting Milwaukee for a wedding. We enjoyed the stay and would stay there again in the future! Tonga was always very responsive and friendly and helped quickly when an issue arose. "
The price is NZ$774
includes taxes & fees
16 Sept - 17 Sept
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (42)
"Great location and super comfortable "
The price is NZ$563
includes taxes & fees
4 Sept - 5 Sept
Downtown Eastside gem near Fiserv Forum Water St Brady St

Quiet House

8.0 out of 10, Very good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is NZ$418
includes taxes & fees
4 Sept - 5 Sept
Quiet House

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.6 out of 10, Exceptional, (4)
"Cute apartment, good location. Less kitchenware than expected and it was scratched nonstick. Air conditioning is glorious - not throttled to lukewarm like some short term rentals. Owners are part of the no-topsheet trend, which has fans and non-fans. Mattresses are very comfortable. "
Cozy 2 Bedroom Downtown Milwaukee Apartment

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

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is NZ$620
includes taxes & fees
8 Sept - 9 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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

10.0 out of 10, Exceptional, (2)
"Easy to work with and beautiful home! "
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Peaceful and centrally-located place.

Peaceful and centrally-located place.

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

9.6 out of 10, Exceptional, (245)
"Loved staying in this home - so special to wake up to history! "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Three bedrooms upstairs

9.6 out of 10, Exceptional, (73)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is NZ$448
includes taxes & fees
14 Sept - 15 Sept
Three bedrooms upstairs

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

2.0 star property
10.0 out of 10, Exceptional, (3)
"Parking was great"
The price is NZ$206
includes taxes & fees
4 Sept - 5 Sept
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Eclectic, Stylish, and Cozy Milwaukee Unit!

2.0 star property
9.8 out of 10, Exceptional, (28)
"Property was as advertised. Being close to restaurants and entertainment was perfect. Jack’s had a shuttle to the Brewers games which made getting to the ball park extra easy. "
The price is NZ$595
includes taxes & fees
8 Sept - 9 Sept
Eclectic, Stylish, and Cozy Milwaukee Unit!

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

9.0 out of 10, Wonderful, (2)
"Everything was great!"
The price is NZ$217
includes taxes & fees
8 Sept - 9 Sept
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Luxury East Side Studio Apt Near Brady St with Balcony

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great location and perfect apartment for 2. Came in for a wedding for the weekend and greatly enjoyed the property! Super clean and stocked with cups/plates/utensils which was perfect for morning coffee and food brought home! Great view from the balcony. Access to the gym was also fantastic! Loved the experience and highly recommend especially for the great price! "
Luxury East Side Studio Apt Near Brady St with Balcony
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

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$206 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. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia