Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1085)
"This was a perfect spot for our trip to Milwaukee. The staff was friendly, the room was spacious and clean, and you cannot beat the parking! We also dined at the cafe, and it was awesome. We will definitely be coming back!"
The price is AU$331
includes taxes & fees
8 July - 9 July
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (84)
"Great place to stay! "
Kasa Westown 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

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (6)
"Amazing property/location! Surrounding neighborhood and ambiance is very cool. Not a very upscale property/bedding/furniture. However, a fine tradeoff for price and ambience. The parking access during winter is also a nice touch"
The price is AU$278
includes taxes & fees
24 June - 25 June
KLVG - Malt House

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.4 out of 10, Very good, (40)
"Very clean and cozy!"
The price is AU$302
includes taxes & fees
22 June - 23 June
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

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

9.8 out of 10, Exceptional, (206)
"Great property"
The price is AU$1,565
includes taxes & fees
2 July - 3 July
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Eclectic, Stylish, and Cozy Milwaukee Unit!

2.0 star property
9.8 out of 10, Exceptional, (18)
"Short stay for a work visit. Great place in a nice location. Having a garage available was perfect. Dan was great throughout the entire process, very easy to communicate with. Will definitely stay here again when we’re in Milwaukee. "
Eclectic, Stylish, and Cozy Milwaukee Unit!

Washington Heights, Private basement room!

2.0 out of 10, (1)
"Booked the property and couldn’t reach the property manager. Didn’t return my emails and when I called number listed on the account it was the wrong number. Grateful that VRBO customer service managed to find me a hotel for the evening while I looked for another place to stay."
The price is AU$175
includes taxes & fees
14 July - 15 July
Washington Heights, Private basement room!

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

8.0 out of 10, Very good, (1)
"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. "
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"We had such a wonderful stay. The host included so many small details that made the house feel like a home. From the toiletries, to list of where everything was, to Carmel apples and Halloween to share with trick or treaters it felt like a such a comfortable space to be. "
The price is AU$650
includes taxes & fees
9 July - 10 July
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Three bedrooms upstairs

9.6 out of 10, Exceptional, (62)
"We stayed one night for a concert, it was perfect and will stay again!"
The price is AU$465
includes taxes & fees
22 June - 23 June
Three bedrooms upstairs

The Governors Manison

The Governors Manison

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (23)
"Great location and super clean property. Highly recommend."
The price is AU$816
includes taxes & fees
25 June - 26 June
Stunning Upscale Retreat - Steps From Everything

Classic Victorian with modern amenities in the heart of Downtown Milwaukee

9.0 out of 10, Wonderful, (2)
"It was a wonderful house with lots of room for our large family. Coffee shops, restaurants and grocery stories were all remarkably accessible. "
The price is AU$1,116
includes taxes & fees
22 June - 23 June
Classic Victorian with modern amenities in the heart of Downtown Milwaukee

2-bedroom condo in cool Milwaukee with AC, WiFi, fitness room

2.0 out of 10, (1)
"Host never sent us instructions and hung up on me when I did get him. We needed to get hotel rooms. VRBO was helpful with the refund. The host is a piece of work. Would never recommend them. "
2-bedroom condo in cool Milwaukee with AC, WiFi, fitness room

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2.0 star property
10.0 out of 10, Exceptional, (2)
"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"
The price is AU$522
includes taxes & fees
22 June - 23 June
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

The price is AU$419
includes taxes & fees
29 June - 30 June
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.0 out of 10, Wonderful, (30)
"We had a quick trip in town so weren't around for long but the place fit what was online and what we needed. The host was incredibly responsiveness and great to work with. "
The price is AU$512
includes taxes & fees
29 June - 30 June
Downtown Eastside gem near Fiserv Forum Water St Brady St

Cozy 1BD near Historic Pabst Brewery Fiserv

2.0 star property
9.8 out of 10, Exceptional, (9)
"With the historic of the building it was a great place to stay. Quite place to stay. "
The price is AU$562
includes taxes & fees
26 June - 27 June
Cozy 1BD near Historic Pabst Brewery Fiserv

Renovated 2-bed flat w/patio in heart of Bay View

9.8 out of 10, Exceptional, (11)
"Great location and within walking distance of everything in Bayview. "
Renovated 2-bed flat w/patio in heart of Bay 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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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 fascinating museums and great live music. The lively festivals and acclaimed theatre scene 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?

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer: This highly rated holiday home rental in Milwaukee offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other top choices in Milwaukee are Newly Remodeled Home!! Five minutes from Downtown Milwaukee and Renovated 2-bed flat w/patio in heart of Bay View.

How many holiday rentals are there in Milwaukee?

Choose from 524 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 Lakeshore State Park 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.