Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1137)
"Excellent location. "
The price is NZ$323
includes taxes & fees
19 Oct - 20 Oct
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (103)
"Very clean good communication easy checking in and out "
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

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (212)
"Great place to stay! "
The price is NZ$1,227
includes taxes & fees
1 Oct - 2 Oct
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (45)
"It was a very nice house, it was very clean and comfortably fit the 7 people we had with us."
The price is NZ$339
includes taxes & fees
30 Sept - 1 Oct
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

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very good, (7)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
The price is NZ$3,352
includes taxes & fees
9 Oct - 10 Oct
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
The price is NZ$410
includes taxes & fees
29 Sept - 30 Sept
Three bedrooms upstairs

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.8 out of 10, Exceptional, (7)
Cozy 2 Bedroom Downtown Milwaukee Apartment

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (49)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (43)
"Great location and super comfortable "
The price is NZ$580
includes taxes & fees
29 Sept - 30 Sept
Downtown Eastside gem near Fiserv Forum Water St Brady St

Stunning Upscale Retreat - Steps From Everything

9.6 out of 10, Exceptional, (30)
"Great location and super clean property. Highly recommend."
The price is NZ$929
includes taxes & fees
29 Sept - 30 Sept
Stunning Upscale Retreat - Steps From Everything

Quiet House

6.8 out of 10, (5)
The price is NZ$335
includes taxes & fees
29 Sept - 30 Sept
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"
The price is NZ$230
includes taxes & fees
29 Sept - 30 Sept
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

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

2.0 star property
10.0 out of 10, Exceptional, (22)
"Perfect place for my friends and I to stay to attend summerfest! Very clean and great neighborhood!"
The price is NZ$686
includes taxes & fees
29 Sept - 30 Sept
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, (247)
"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

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

10.0 out of 10, Exceptional, (3)
"Easy to work with and beautiful home! "
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (25)
"Owners went the extra mile to make the stay comfy and cozy. Nice sheets, great beds, snacks to name a few! House was as pictured in photos and neighborhood was safe. "
The price is NZ$487
includes taxes & fees
12 Oct - 13 Oct
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Private Home w/ Backyard + Game Table – Walk to Brady St Fun

Private Home w/ Backyard + Game Table – Walk to Brady St Fun

Stay Central in Bayview: 5 Min to Downtown

9.0 out of 10, Wonderful, (4)
"It was s good stay"
The price is NZ$614
includes taxes & fees
29 Sept - 30 Sept
Stay Central in Bayview: 5 Min to Downtown
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 Hotel Reviews

Find out more about Milwaukee

Find out more about Milwaukee

Everything you need to know about Milwaukee 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 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Milwaukee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milwaukee. 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 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 holiday rentals we have selected for you start as low as NZ$230 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Milwaukee rentals

At Expedia, we put the best Milwaukee 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Milwaukee?

Yes, there are holiday rentals in Milwaukee close to Discovery World, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Milwaukee high marks for its acclaimed theatre scene and fascinating museums. The great live music and lively festivals are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Milwaukee has to offer?

Newly Remodeled Home!! Five minutes from Downtown Milwaukee: This highly rated holiday home rental in Milwaukee offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books. Some other top choices in Milwaukee are Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine and Private Home w/ Backyard + Game Table – Walk to Brady St Fun.

How many holiday rentals are there in Milwaukee?

Choose from 498 Expedia holiday rentals in Milwaukee for a memorable holiday.

What can I see and do in Milwaukee?

Cultural attractions include Marcus Center for the Performing Arts and Riverside Theater, whereas Lake Michigan and Cathedral Square are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Pabst Theater and Milwaukee Public Market.

What’s a holiday rental in Milwaukee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Milwaukee. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.