Milwaukee Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Milwaukee holiday rentals

Bar (on property)

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
The price is HK$587
HK$1,261 total
includes taxes & fees
14 Apr - 15 Apr
Kegel`s Inn - Studio - Classic Apartment #3
Outdoor dining

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (30 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is HK$1,245
HK$2,613 total
includes taxes & fees
14 Apr - 15 Apr
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Interior

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (27 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is HK$1,128
HK$3,453 total
includes taxes & fees
14 Apr - 15 Apr
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Fridge, microwave, oven, stovetop

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (7 reviews)
"It was the best location for the concert at the Fiserv. Check in was super easy, and it was so nice to have parking included. Very cozy, we loved it. "
United States
Hannah S.
The price is HK$467
HK$1,173 total
includes taxes & fees
15 Apr - 16 Apr
Modern Studio Apt with Rooftop, Gym, and Parking
TV

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (22 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is HK$384
HK$2,096 total
includes taxes & fees
14 Apr - 15 Apr
Tucked Away Off Brady - 4 Beds
Fridge, microwave, oven, stovetop

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is HK$384
HK$2,096 total
includes taxes & fees
14 Apr - 15 Apr
Remodeled Home - Steps from Brady Street!
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (86 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is HK$1,374
HK$1,842 total
includes taxes & fees
14 Apr - 15 Apr
Three bedrooms upstairs
TV

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.8 out of 10, Exceptional, (11 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is HK$720
HK$1,734 total
includes taxes & fees
14 Apr - 15 Apr
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Smart TV, books, music library, stereo

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

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (28 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is HK$1,253
HK$3,259 total
includes taxes & fees
14 Apr - 15 Apr
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
TV

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (6 reviews)
"Nice place "
United States
John B.
The price is HK$1,229
HK$2,345 total
includes taxes & fees
14 Apr - 15 Apr
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Interior

The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (8 reviews)
"Awesome detail in the decoration and style. "
United States
Keri S.
The price is HK$775
HK$2,465 total
includes taxes & fees
14 Apr - 15 Apr
The Pink Lady - Stylish Walker’s Point Home
Dining

Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym

Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym
Westown
8.8 out of 10, Excellent, (9 reviews)
"Great stay"
United States
Anthony M.
The price is HK$513
HK$1,271 total
includes taxes & fees
16 Apr - 17 Apr
Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym
Interior

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
The price is HK$577
HK$1,162 total
includes taxes & fees
14 Apr - 15 Apr
Best location in Milwaukee! Upper Duplex Unit
Private kitchen

Modern 4BR Retreat w/ Workspace + Coffee Bar

Modern 4BR Retreat w/ Workspace + Coffee Bar
Milwaukee
The price is HK$861
HK$4,237 total
includes taxes & fees
14 Apr - 15 Apr
Modern 4BR Retreat w/ Workspace + Coffee Bar
Room

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is HK$861
HK$4,209 total
includes taxes & fees
14 Apr - 15 Apr
Workspace + Fireplace + Coffee Bar + Sleeps 12
Beach nearby

Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
9.8 out of 10, Exceptional, (37 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
The price is HK$1,018
HK$2,618 total
includes taxes & fees
14 Apr - 15 Apr
Charming home w/ fire pit, walk to Lake Michigan
Dining

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay, close to everything "
United States
David S.
The price is HK$430
HK$1,040 total
includes taxes & fees
19 Apr - 20 Apr
Deer District Studio Apt - One Block from Fiserv and Baird
Exterior

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (48 reviews)
"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 HK$1,762
HK$2,604 total
includes taxes & fees
14 Apr - 15 Apr
Downtown Eastside gem near Fiserv Forum Water St Brady St
Dining

Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (10 reviews)
"10/10 will definitely book again the neighborhood not too bad the neighbors were friendly and he communicated the entire time and took me and my group last minute "
United States
Lifewith _.
The price is HK$423
HK$1,514 total
includes taxes & fees
20 Apr - 21 Apr
Quiet House
Terrace/patio

Beautiful riverside yard, hot tub, game room, large dining table!

Beautiful riverside yard, hot tub, game room, large dining table!
Glendale
10.0 out of 10, Exceptional, (5 reviews)
"Roomy and comfortable place for a large group. Will definitely come back if we're in the area again."
United States
Mark B.
The price is HK$1,240
HK$3,416 total
includes taxes & fees
20 Apr - 21 Apr
Beautiful riverside yard, hot tub, game room, large dining table!
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

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Wonderful staff absolutely love this hotel and everyone who works so hard to keep it running. Thank you for making my sons bday a memorable experience "
Crystal 1-night trip
Posted less than an hour ago
The Pfister Hotel

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 holiday rentals in Milwaukee?

Yes, there are holiday rentals in Milwaukee close to Marcus Center for the Performing Arts, 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 art scene and great live music. The fascinating museums 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?

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond: This highly rated holiday home rental in Milwaukee is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Some other top choices in Milwaukee are Three bedrooms upstairs and Wooded Hills/Indoor Pool/Hot Tub/Arcade.

How many holiday rentals are there in Milwaukee?

Choose from 545 Expedia holiday rentals in Milwaukee for a memorable holiday.

What can I see and do in Milwaukee?

Cultural attractions include Riverside Theater and Pabst 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 Marcus Center for the Performing Arts and Milwaukee City Hall.

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.