Holiday Rentals in Milwaukee

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Our top choices for Milwaukee holiday rentals

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is €188
includes taxes & fees
25 May - 26 May
Three bedrooms upstairs

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
The price is €578
includes taxes & fees
24 May - 25 May
Large Milwaukee Home 4BR Fast Wifi

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, (30 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is €377
includes taxes & fees
27 May - 28 May
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym
Fifth Ward
The price is €141
includes taxes & fees
25 May - 26 May
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym

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)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
The price is €478
includes taxes & fees
26 May - 27 May
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

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, (50 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 €290
includes taxes & fees
25 May - 26 May
Downtown Eastside gem near Fiserv Forum Water St Brady St

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, (30 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 €382
includes taxes & fees
25 May - 26 May
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

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
9.4 out of 10, Exceptional, (20 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 €280
includes taxes & fees
27 May - 28 May
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
Westown Studio Apt Near Fiserv, Baird, and Theater District

Cozy Modern Apartment w/ Parking – Close to Downtown

Cozy Modern Apartment w/ Parking – Close to Downtown
Avenues West
Cozy Modern Apartment w/ Parking – Close to Downtown

Cozy Home — LOWER unit — in Central Milwaukee

Cozy Home — LOWER unit — in Central Milwaukee
Fair Park
The price is €297
includes taxes & fees
11 Jun - 12 Jun
Cozy Home — LOWER unit — in Central Milwaukee

Quiet House

Quiet House
Milwaukee
8.2 out of 10, Very good, (11 reviews)
"Went up for Yankees & Brewers game, this was the perfect place to stay. Thanks."
United States
Rita
The price is €171
includes taxes & fees
25 May - 26 May
Quiet House

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, (12 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is €279
includes taxes & fees
31 May - 1 Jun
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (10 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is €310
includes taxes & fees
2 Jun - 3 Jun
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is €187
includes taxes & fees
26 May - 27 May
Quiet Bay View Getaway

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 €354
includes taxes & fees
25 May - 26 May
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Wauwatosa
The price is €257
includes taxes & fees
30 May - 31 May
Relax In Tosa—Near Downtown MKE!

Milwaukee Riverside Retreat w/ Hot Tub + Game Room

Milwaukee Riverside Retreat w/ Hot Tub + Game Room
Glendale
9.0 out of 10, Wonderful, (7 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 €475
includes taxes & fees
1 Jun - 2 Jun
Milwaukee Riverside Retreat w/ Hot Tub + Game Room

302/303- 2 condos joined for up to 12 people by Fiserv/3rd

302/303- 2 condos joined for up to 12 people by Fiserv/3rd
Westown
9.2 out of 10, Wonderful, (10 reviews)
"The location was great and the hosts were amazing!"
United States
Jill M.
302/303- 2 condos joined for up to 12 people by Fiserv/3rd

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, (39 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
The price is €285
includes taxes & fees
25 May - 26 May
Charming home w/ fire pit, walk to Lake Michigan
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

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, apart-hotels, 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 €118 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. 

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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 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?

Quiet House: This highly rated holiday home rental in Milwaukee offers a fireplace, a selection of games and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other top choices in Milwaukee are Three bedrooms upstairs and Welcome to the Charming Stone Haven, a beautiful three bedroom property..

How many holiday rentals are there in Milwaukee?

Choose from 540 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 Cathedral Square 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.