Milwaukee Vacation Rentals

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Our top choices for Milwaukee vacation rentals

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
The price is CA $103
CA $221 total
includes taxes & fees
Apr 21 - Apr 22
Kegel`s Inn - Studio - Classic Apartment #3

Entire 2BR Home - 15 Min to Downtown & Parks

Entire 2BR Home - 15 Min to Downtown & Parks
Milwaukee
Entire 2BR Home - 15 Min to Downtown & Parks

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 CA $218
CA $460 total
includes taxes & fees
Apr 21 - Apr 22
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Modern 4BR Retreat w/ Workspace + Coffee Bar

Modern 4BR Retreat w/ Workspace + Coffee Bar
Milwaukee
The price is CA $151
CA $741 total
includes taxes & fees
Apr 21 - Apr 22
Modern 4BR Retreat w/ Workspace + Coffee Bar

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is CA $151
CA $741 total
includes taxes & fees
Apr 21 - Apr 22
Workspace + Fireplace + Coffee Bar + Sleeps 12

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
The price is CA $80
CA $179 total
includes taxes & fees
May 12 - May 13
Westown Studio Apt Near Fiserv, Baird, and Theater District

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 CA $219
CA $573 total
includes taxes & fees
Apr 21 - Apr 22
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
The price is CA $101
CA $203 total
includes taxes & fees
Apr 21 - Apr 22
Best location in Milwaukee! Upper Duplex Unit

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay and appreciate the hospitality! While in town to visit family and our first trip with an infant, the house had everything we needed making it a comfortable and pleasant first trip! The location was fantastic and allowed for us to easily walk to restaurants, the market and enjoy the sights of the lake! "
United States
Christina T.
The price is CA $253
CA $756 total
includes taxes & fees
Apr 23 - Apr 24
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Bay View
9.2 out of 10, Wonderful, (17 reviews)
"The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends."
United States
Alexander H.
The price is CA $171
CA $360 total
includes taxes & fees
Apr 21 - Apr 22
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

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 CA $197
CA $607 total
includes taxes & fees
Apr 21 - Apr 22
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

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 CA $240
CA $324 total
includes taxes & fees
Apr 21 - Apr 22
Three bedrooms upstairs

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy
Upper East Side
9.0 out of 10, Wonderful, (6 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is CA $227
CA $505 total
includes taxes & fees
Apr 21 - Apr 22
Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

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 CA $217
CA $605 total
includes taxes & fees
Apr 21 - Apr 22
Beautiful riverside yard, hot tub, game room, large dining table!

Whole House in Bay View + Fenced-in Yard + Parking

Whole House in Bay View + Fenced-in Yard + Parking
Bay View
10.0 out of 10, Exceptional, (15 reviews)
"2nd time we've stayed here: still the best spot in Milwaukee & the host is excellent They always go above & beyond to make sure you enjoy your trip! Will always recommend this place. "
United States
Emily Y.
The price is CA $238
CA $614 total
includes taxes & fees
Apr 26 - Apr 27
Whole House in Bay View + Fenced-in Yard + Parking

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.2 out of 10, Wonderful, (23 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is CA $67
CA $368 total
includes taxes & fees
Apr 21 - Apr 22
Tucked Away Off Brady - 4 Beds

Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Wauwatosa
The price is CA $173
CA $410 total
includes taxes & fees
Apr 26 - Apr 27
Relax In Tosa—Near Downtown MKE!

Modern Walker`s Point Studio with Gym and Balcony

Modern Walker`s Point Studio with Gym and Balcony
Fifth Ward
The price is CA $94
CA $195 total
includes taxes & fees
May 10 - May 11
Modern Walker`s Point Studio with Gym and Balcony

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 CA $205
CA $399 total
includes taxes & fees
May 18 - May 19
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

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

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.6 out of 10, Exceptional, (69 reviews)
"The location is excellent - quiet area, but plenty of restaurants, grocery stores, and even the streetcar are within a reasonable walk. The property is nice as well, with plenty of space and nice amenities. We had a great stay. The host was very responsive and helpful with a minor issue. Would definitely stay again if we are ever in the area. "
United States
Nathaniel S.
The price is CA $249
CA $576 total
includes taxes & fees
Apr 21 - Apr 22
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Milwaukee. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Milwaukee?

Yes, you can find vacation rentals in Milwaukee near Marcus Center for the Performing Arts, 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 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 vacation rentals that Milwaukee has to offer?

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond: This highly rated vacation home rental in Milwaukee is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Some other top choices in Milwaukee are Three bedrooms upstairs and Wooded Hills/Indoor Pool/Hot Tub/Arcade.

How many vacation rentals are there in Milwaukee?

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

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 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.