A city skyline with modern skyscrapers and a river in the foreground.

Milwaukee Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Milwaukee vacation 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, (1,256 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is ￥22,774
￥26,850 total
includes taxes & fees
Nov 2 - Nov 3
The Plaza Hotel
A multi-story building with a prominent entrance, large windows, and a flag.

2. 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, (13 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 ￥11,854
￥28,310 total
includes taxes & fees
Oct 18 - Oct 19
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern living room with a sofa, armchair, and a TV.

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

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.6 out of 10, Exceptional, (5 reviews)
"This was a perfect location for a work conference in Downtown Milwaukee. Most everything I needed was within walking distance. The space was clean and welcoming, with a great view."
United States
Jess
The price is ￥8,688
￥20,112 total
includes taxes & fees
Oct 12 - Oct 13
Westown Studio Apt Near Fiserv, Baird, and Theater District
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

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

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (31 reviews)
"Beautiful view, bright and clean, great location "
Canada
Breanna
The price is ￥9,446
￥23,716 total
includes taxes & fees
Nov 2 - Nov 3
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

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

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.6 out of 10, Exceptional, (7 reviews)
"I was in town for a conference at Baird Center. It was perfect location and a great place to stay for one to two people (couple). Will definitely book again if I come back."
Canada
William
Deer District Studio Apt - One Block from Fiserv and Baird
A modern bedroom with a large bed, a desk, and a balcony with chairs.

6. 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 ￥8,333
￥19,703 total
includes taxes & fees
Oct 12 - Oct 13
Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5
A modern kitchen with a central island, bar stools, and pendant lighting.

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

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
10.0 out of 10, Exceptional, (6 reviews)
"Easy entry and check out. The unit has great light and open with high ceilings. The bed was comfortable- which is important for this tall body with a sensitive back. I highly recommend!"
United States
Marissa G.
The price is ￥10,187
￥25,481 total
includes taxes & fees
Oct 12 - Oct 13
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
A modern kitchen with a large island, built-in appliances, and ample natural light.

8. 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, (3 reviews)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is ￥11,018
￥22,793 total
includes taxes & fees
Oct 15 - Oct 16
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

9. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
9.4 out of 10, Exceptional, (6 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is ￥8,511
￥22,640 total
includes taxes & fees
Oct 12 - Oct 13
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
A modern living room with leather sofas, a round coffee table, and a large potted plant.

10. 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
Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

11. 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 ￥15,071
￥31,290 total
includes taxes & fees
Oct 25 - Oct 26
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A living room with a sofa, a coffee table, a fireplace, a TV, and a bar area with a chair.

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

Cozy Modern Apartment w/ Parking – Close to Downtown
Marquette
8.8 out of 10, Excellent, (3 reviews)
"Very cozy, gave me homie vibes."
United States
Mireya
The price is ￥17,256
￥28,745 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Modern Apartment w/ Parking – Close to Downtown
A wooden structure with a black latch, partially covered in snow, against a brick wall.

13. 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.
The price is ￥9,404
￥32,006 total
includes taxes & fees
Nov 3 - Nov 4
Spacious Studio near Brady St
A modern kitchen with a central island, stainless steel appliances, and bar stools.

14. 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 ￥10,002
￥22,534 total
includes taxes & fees
Oct 12 - Oct 13
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

15. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
The price is ￥10,923
￥46,475 total
includes taxes & fees
Oct 19 - Oct 20
Remodeled Home - Steps from Brady Street!
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

16. 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 ￥10,686
￥33,506 total
includes taxes & fees
Oct 12 - Oct 13
Quiet House
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

17. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is ￥13,298
￥41,294 total
includes taxes & fees
Oct 12 - Oct 13
The Nohl | A Lake Effect Stay Near Brady Street
A spacious living room with a large window, a sofa, a coffee table, and a hanging plant.

18. 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 ￥23,272
￥44,983 total
includes taxes & fees
Oct 13 - Oct 14
Cozy 1BD w/ View in Walker's Point, Free Parking
A modern hotel room with a large bed, a sofa, a desk, and a view of the beach.

19. Luxury Penthouse Apt Near Brady St with Balcony and Lake View

Luxury Penthouse Apt Near Brady St with Balcony and Lake View
Lower East Side
The price is ￥14,262
￥26,526 total
includes taxes & fees
Oct 20 - Oct 21
Luxury Penthouse Apt Near Brady St with Balcony and Lake View
A bar area with a vintage cash register, a wooden counter, and a menu board.

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 ￥15,475
￥29,707 total
includes taxes & fees
Oct 13 - Oct 14
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Milwaukee Hotel Reviews

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"I had to check in early due to an upcoming event and the front desk staff person couldn’t have been more helpful. The room was perfect and fit the vibe of the hotel. The staff at the bar outside were attentive. I’ll definitely be back!"
Catherine 1-night trip
Posted 2 hours ago
The Iron Horse 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 vacation rentals in Milwaukee?

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

Three Bedroom Upper: This highly rated vacation home rental in Milwaukee is located near the beach and has a balcony, a garden, 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. Make the most of the selection 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 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 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 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.