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Milwaukee Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Milwaukee holiday rentals

A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

1. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,260 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is AU$220
includes taxes & fees
2 Nov - 3 Nov
The Plaza Hotel
A bedroom with a bed, bedside chairs, a desk, a TV, and a window with a view.

2. Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4

Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
Westown
9.6 out of 10, Exceptional, (4 reviews)
"Great location. Lovely place."
United States
Jennifer
The price is AU$205
includes taxes & fees
25 Oct - 26 Oct
Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
A multi-story building with a prominent entrance, large windows, and a flag.

3. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Downtown Milwaukee
10.0 out of 10, Exceptional, (14 reviews)
"Great place and location. Loved that underground secured parking was included in the price. Excellent communication and easy check in/out instructions. She was very responsive. The bed was very comfortable and the sheets were very soft. Overall a great stay. Would definitely stay again!"
United States
Sara A.
The price is AU$336
includes taxes & fees
3 Nov - 4 Nov
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

4. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.2 out of 10, Wonderful, (7 reviews)
"Could not get a better location for the convention center, arenas, or downtown. Easy process and great value."
United States
John R.
The price is AU$218
includes taxes & fees
25 Oct - 26 Oct
Deer District Studio Apt - One Block from Fiserv and Baird
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

5. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.2 out of 10, Wonderful, (32 reviews)
"Excellent clean place to stay!"
United States
Elizabeth
The price is AU$233
includes taxes & fees
25 Oct - 26 Oct
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A balcony with a city view, furnished with sofas and a coffee table.

6. Luxury Studio Apt Near Brady St with Balcony and Lake View

Luxury Studio Apt Near Brady St with Balcony and Lake View
Lower East Side
10.0 out of 10, Exceptional, (8 reviews)
"Amazing views! Great amenities! Super-cozy!"
United States
jamie j.
The price is AU$205
includes taxes & fees
27 Oct - 28 Oct
Luxury Studio Apt Near Brady St with Balcony and Lake View
A modern living room with leather sofas, a round coffee table, and a large potted plant.

7. Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4

Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
Downtown Milwaukee
8.4 out of 10, Very good, (6 reviews)
"Well located and convenient. Great communication! Relaxing and easy!"
United States
Tanya
The price is AU$209
includes taxes & fees
15 Nov - 16 Nov
Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
A historic building with ornate architectural details, including columns and decorative moldings.

8. Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
9.0 out of 10, Wonderful, (9 reviews)
"Fantastic location"
United States
Michael E.
The price is AU$251
includes taxes & fees
15 Nov - 16 Nov
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
A modern living room with a sectional sofa, a coffee table, a striped chair, a floor lamp, and a view of the city through large windows.

9. Walker`s Point Apt with Gym and Balcony | Sleeps 4-5

Walker`s Point Apt with Gym and Balcony | Sleeps 4-5
Fifth Ward
10.0 out of 10, Exceptional, (1 review)
"Just as advertised. Clean property with all the extras you might need. Location is good. 5 minutes from third ward. Would recommend. ZDK"
United States
Zac K.
The price is AU$205
includes taxes & fees
16 Nov - 17 Nov
Walker`s Point Apt with Gym and Balcony | Sleeps 4-5
A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

10. Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8
Westown
8.6 out of 10, Excellent, (4 reviews)
"No complaints"
United States
Krista G.
The price is AU$233
includes taxes & fees
11 Nov - 12 Nov
Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8
A modern lobby with a large seating area, a fireplace, and large windows.

11. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge - Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge - Sleeps 4
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay when you’re in Milwaukee"
United States
Charles B.
The price is AU$209
includes taxes & fees
15 Nov - 16 Nov
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge - Sleeps 4
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

12. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (7 reviews)
"Great space! Clean and up to date. We got lucky and found a parking spot right in front sometime around 4:15pm. Instructions were clear on how to get in. Getting an Uber was fast and easy in the area. We plan to return next year to this same listing. Very happy we tried this out when we normally stay at a hotel. Highly recommend."
United States
Jennifer
The price is AU$442
includes taxes & fees
1 Nov - 2 Nov
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A modern kitchen with a central island, stainless steel appliances, and bar stools.

13. Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4

Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"We adored this property. The area was great."
United States
Nicole W.
The price is AU$215
includes taxes & fees
27 Oct - 28 Oct
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
A modern bedroom with a large bed, a desk, and a balcony with chairs.

14. Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5

Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5
Downtown Milwaukee
9.6 out of 10, Exceptional, (8 reviews)
"Great "
United States
Chelsea K.
The price is AU$295
includes taxes & fees
12 Nov - 13 Nov
Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5
A bedroom with a bed, a sofa, a small table, a ceiling fan, a TV, and artwork on the wall.

15. Spacious Studio near Brady St

Spacious Studio near Brady St
Lower East Side
10.0 out of 10, Exceptional, (1 review)
"It was fine"
United States
M E.
Spacious Studio near Brady St
A living room with a sofa, a coffee table, a fireplace, a TV, and a bar area with a chair.

16. Cozy Modern Apartment w/ Parking – Close to Downtown

Cozy Modern Apartment w/ Parking – Close to Downtown
Avenues West
8.8 out of 10, Excellent, (3 reviews)
"Very cozy, gave me homie vibes."
United States
Mireya
The price is AU$243
includes taxes & fees
27 Oct - 28 Oct
Cozy Modern Apartment w/ Parking – Close to Downtown
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

17. Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (22 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
The price is AU$304
includes taxes & fees
28 Oct - 29 Oct
Quiet House
A modern living room with a glass dining table, green sofas, and a city view.

18. Stylish 2BR Escape - 10 minutes walk to RiverWalk

Stylish 2BR Escape - 10 minutes walk to RiverWalk
Westown
The price is AU$419
includes taxes & fees
26 Oct - 27 Oct
Stylish 2BR Escape - 10 minutes walk to RiverWalk
A spacious living room with a large window, a sofa, a coffee table, and a hanging plant.

19. Cozy 1BD w/ View in Walker's Point, Free Parking

Cozy 1BD w/ View in Walker's Point, Free Parking
Fifth Ward
10.0 out of 10, Exceptional, (19 reviews)
"Perfect stay. The apartment was clean, beautiful, and comfortable. We would stay there again. "
United States
Dena
The price is AU$902
includes taxes & fees
30 Oct - 31 Oct
Cozy 1BD w/ View in Walker's Point, Free Parking
A stone building with a red sign reading "Kegler Inn."

20. Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (7 reviews)
"Great place"
Canada
Zachary
The price is AU$272
includes taxes & fees
27 Oct - 28 Oct
Kegel`s Inn - Studio - Classic Apartment #3
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

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"Great stay! Staff was very friendly all around. Large spacious room. Pool and hot tub area was very nice. Didn’t take advantage of the free happy hour but it looked pretty popular."
Debra 1-night trip
Posted 5 hours ago
Drury Plaza Hotel Milwaukee Downtown

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 favourite 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 depend 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 AU$115 per night. Entering your travel dates in the search wizard might find you 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 Performing Arts Center, 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 theatre 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 holiday rentals that Milwaukee has to offer?

Three Bedroom Upper: This highly rated holiday home rental in Milwaukee is located near the beach, and has a balcony, a garden 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. Make the most 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 Remodeled Luxury 3BR - Walk to Cedarburg Downtown.

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 Cathedral Square are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Milwaukee City Hall and Milwaukee Repertory Theater.

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.