Milwaukee Holiday Rentals

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Our top choices for Milwaukee holiday rentals

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
The price is NZ$339
includes taxes & fees
30 Mar - 31 Mar
Kegel`s Inn - Studio - Classic Apartment #3

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, (29 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is NZ$581
includes taxes & fees
30 Mar - 31 Mar
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (85 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is NZ$409
includes taxes & fees
30 Mar - 31 Mar
Three bedrooms upstairs

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, (16 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 NZ$398
includes taxes & fees
30 Mar - 31 Mar
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

King Bed - FAST WiFi - Near Froedtert

King Bed - FAST WiFi - Near Froedtert
Wauwatosa
9.2 out of 10, Wonderful, (15 reviews)
"Very clean and comfortable in an ideal location"
United States
Margaret M.
The price is NZ$433
includes taxes & fees
30 Mar - 31 Mar
King Bed - FAST WiFi - Near Froedtert

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (8 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is NZ$347
includes taxes & fees
2 Apr - 3 Apr
KK lower · Funky 2BR in Prime Bay View - w/ Parking

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 NZ$1,011
includes taxes & fees
6 Apr - 7 Apr
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Quiet House

Quiet House
Milwaukee
7.8 out of 10, Good, (9 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is NZ$336
includes taxes & fees
30 Mar - 31 Mar
Quiet House

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
The price is NZ$221
includes taxes & fees
30 Mar - 31 Mar
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, (27 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 NZ$716
includes taxes & fees
1 Apr - 2 Apr
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

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 NZ$464
includes taxes & fees
31 Mar - 1 Apr
Remodeled Home - Steps from Brady Street!

Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection
4.0 star property
Wauwatosa
Landing Apartments at Mayfair Collection

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, (26 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is NZ$759
includes taxes & fees
30 Mar - 31 Mar
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

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 NZ$464
includes taxes & fees
5 Apr - 6 Apr
Tucked Away Off Brady - 4 Beds

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
The price is NZ$1,238
includes taxes & fees
30 Mar - 31 Mar
Large Milwaukee Home 4BR Fast Wifi

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
8.0 out of 10, Very good, (1 review)
"It was a nice room. Very comfortable bed. Unfortunately, there might’ve been some music from another apartment playing in the evening. But overall a nice place to stay."
United States
Margaret P.
The price is NZ$241
includes taxes & fees
30 Mar - 31 Mar
Deer District Studio Apt - One Block from Fiserv and Baird

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (6 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 NZ$293
includes taxes & fees
19 Apr - 20 Apr
Modern Studio Apt with Rooftop, Gym, and Parking

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, (36 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
The price is NZ$570
includes taxes & fees
30 Mar - 31 Mar
Charming home w/ fire pit, walk to Lake Michigan

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
9.6 out of 10, Exceptional, (27 reviews)
"A lovely historic house with three large bedrooms, a very functional kitchen, beautiful dining room and family room areas and a super fun game room. Great for family get togethers!"
United States
Donna M.
The price is NZ$983
includes taxes & fees
30 Mar - 31 Mar
Luxury Historic Home - Stellar Location
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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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$231 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 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 lively festivals and fascinating museums 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?

Three bedrooms upstairs : This highly rated holiday home rental in Milwaukee offers a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Milwaukee are Wooded Hills/Indoor Pool/Hot Tub/Arcade and 7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond.

How many holiday rentals are there in Milwaukee?

Choose from 527 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.