Milwaukee Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4

Vacation Rentals in Milwaukee

The Plaza Hotel
Premier Room, 1 King Bed | 2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1144)
"Loved this hotel! Clean friendly and cute!!"
The price is ￥23,082
￥27,216 total
includes taxes & fees
Nov 3 - Nov 4
The Plaza Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (107)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
Kasa Westown Milwaukee
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
KB - Prospec
Dining room

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
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
The price is ￥20,955
￥28,271 total
includes taxes & fees
Oct 14 - Oct 15
Three bedrooms upstairs
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

6.8 out of 10, (5)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is ￥8,164
￥29,234 total
includes taxes & fees
Oct 14 - Oct 15
Quiet House
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Dining

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 ￥9,071
￥20,097 total
includes taxes & fees
Oct 15 - Oct 16
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Downtown Eastside gem near Fiserv Forum Water St Brady St
Exterior

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!"
The price is ￥34,018
￥50,268 total
includes taxes & fees
Oct 14 - Oct 15
Downtown Eastside gem near Fiserv Forum Water St Brady St
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
The price is ￥30,616
￥81,553 total
includes taxes & fees
Oct 14 - Oct 15
Stunning Upscale Retreat - Steps From Everything
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Exterior

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (26)
"Loved the location "
The price is ￥20,411
￥45,634 total
includes taxes & fees
Oct 19 - Oct 20
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Cozy 2 Bedroom Downtown Milwaukee Apartment
Interior

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.8 out of 10, Exceptional, (9)
"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...
Cozy 2 Bedroom Downtown Milwaukee Apartment
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Dining

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

9.6 out of 10, Exceptional, (248)
"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."
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Deer District Studio Apt JC3 - One Block from Fiserv and Baird
Lobby

Deer District Studio Apt JC3 - One Block from Fiserv and Baird

10.0 out of 10, Exceptional, (1)
"Straightforward checking in/out process."
The price is ￥8,467
￥19,403 total
includes taxes & fees
Oct 14 - Oct 15
Deer District Studio Apt JC3 - One Block from Fiserv and Baird
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Interior

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!"
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Outdoor dining

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

2.0 star property
10.0 out of 10, Exceptional, (23)
"Loved it "
The price is ￥21,771
￥59,894 total
includes taxes & fees
Oct 14 - Oct 15
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Interior

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

2.0 star property
9.8 out of 10, Exceptional, (15)
"Great property for our family group for a long weekend in Milwaukee. "
The price is ￥22,981
￥68,270 total
includes taxes & fees
Nov 4 - Nov 5
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Dining

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

9.8 out of 10, Exceptional, (7)
"Great place!"
The price is ￥28,787
￥60,499 total
includes taxes & fees
Oct 20 - Oct 21
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Fridge, microwave, oven, stovetop

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."
The price is ￥20,562
￥41,564 total
includes taxes & fees
Nov 4 - Nov 5
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Style and Luxury - Unbeatable Location
Fridge, microwave, oven, stovetop

Style and Luxury - Unbeatable Location

9.6 out of 10, Exceptional, (10)
"We really enjoyed the location being such a close drive to the lake and hiking was beautiful! "
The price is ￥33,337
￥80,127 total
includes taxes & fees
Oct 14 - Oct 15
Style and Luxury - Unbeatable Location
King Bed - Near Froedtert - FAST WiFi
Interior

King Bed - Near Froedtert - FAST WiFi

10.0 out of 10, Exceptional, (14)
"Everything was as advertised. Very nice area of Wawatosa. "
The price is ￥10,886
￥33,923 total
includes taxes & fees
Oct 15 - Oct 16
King Bed - Near Froedtert - FAST WiFi
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

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

10/10 Excellent
"Everything was excellent "
Brad 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Find out more about Milwaukee

Search for holiday rentals in Milwaukee on Expedia! You can easily find your home rentals, villas, holiday apartments in Milwaukee using one of the methods below:

  • View our selection of featured holiday rentals in Milwaukee
  • Use the map to find apartments and other holiday homes in the Milwaukee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Milwaukee while they last

Look no further and take a look at our great range of rental properties in Milwaukee!

Frequently asked questions

Are there vacation rentals in Milwaukee?

Yes, you can find vacation rentals in Milwaukee near Discovery World, or you can select a more secluded option if you want a relaxing stay. Travelers who like culture and the arts give Milwaukee high marks for its acclaimed theater 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 vacation rentals that Milwaukee has to offer?

Three bedrooms upstairs : This highly rated vacation home rental in Milwaukee offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Some other top choices in Milwaukee are Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10 and Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine.

How many vacation rentals are there in Milwaukee?

Choose from 506 Expedia vacation rentals in Milwaukee for a memorable vacation.

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 vacation rental in Milwaukee like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Milwaukee. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.