Milwaukee Holiday Rentals from NZ$152: Search Short-Term Rentals

Q: 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 .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Milwaukee holiday rentals

An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

1. The Plaza Hotel

Downtown Milwaukee

Savannah

includes taxes & fees

24 Nov - 25 Nov

A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

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

Westown

Kevin

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a sofa, armchair, and a TV.

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

Westown

william w.

includes taxes & fees

19 Nov - 20 Nov

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

Westown

Nicole S.

includes taxes & fees

23 Nov - 24 Nov

A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

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

Westown

Mary W.

includes taxes & fees

12 Nov - 13 Nov

A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

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

Fifth Ward

Erin G.

includes taxes & fees

12 Nov - 13 Nov

A multi-story building with a prominent entrance, large windows, and a flag.

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

Downtown Milwaukee

Tanya S.

includes taxes & fees

15 Nov - 16 Nov

A large, stately building with a formal garden, including a fountain and neatly trimmed hedges.

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

Westown

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a central island, bar stools, and pendant lighting.

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

Downtown Milwaukee

Marissa G.

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a large island, built-in appliances, and ample natural light.

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

Downtown Milwaukee

Greg W.

includes taxes & fees

12 Nov - 13 Nov

A modern urban street with multi-story buildings, a traffic light, and a crosswalk.

11. Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Milwaukee

Jenna N.

includes taxes & fees

11 Nov - 12 Nov

A wooden structure with a black latch, partially covered in snow, against a brick wall.

12. Spacious Studio near Brady St

Lower East Side

M E.

includes taxes & fees

16 Nov - 17 Nov

A balcony with a city view, furnished with sofas and a coffee table.

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

Lower East Side

Jason

includes taxes & fees

23 Nov - 24 Nov

A modern living room with leather sofas, a round coffee table, and a large potted plant.

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

Downtown Milwaukee

Tanya

includes taxes & fees

11 Nov - 12 Nov

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.

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

Fifth Ward

Zac K.

includes taxes & fees

11 Nov - 12 Nov

A living room with a beige sofa, a round coffee table, a small black table, and a patterned rug.

16. Yankee Hill 1BR w/Parking | Walk to Lake

Downtown Milwaukee

"Very good location! If you're there for the Brewers, it's walking distance to the bars to get free shuttles the games. It's easily walking distance to the marina on the lake and the Summerfest grounds. We parked and walked to our destination. There is a nice grocery store, a couple cafes, and a couple restaurants nearby. The only negative is the towel situation which they have correctly listed. I wish they would leave more than one set for peeps there longer than 3 days."

Jonathan T.

includes taxes & fees

23 Nov - 24 Nov

A bar area with a vintage cash register, a wooden counter, and a menu board.

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

West Allis

Zachary

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a central island, stainless steel appliances, and bar stools.

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

Bay View

Nicole W.

includes taxes & fees

9 Dec - 10 Dec

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

Fifth Ward

Dena

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

20. Remodeled Home - Steps from Brady Street!

Downtown Milwaukee

Kevin M.

includes taxes & fees

16 Nov - 17 Nov

View all properties

Find holiday rentals that suit your style

Cabins

Aparthotels

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

Sheraton Milwaukee Brookfield Hotel

8/10 Good

"higher hotel star rating equals to reduced service."

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good

"This is an older hotel in an art deco style. There were some quirks but it was unique and interesting! It had a very good restaurant and bar and all the staff were excellent at what they did. The bar had great cocktails and the kitchen was open until 12 and bar until 2 am on Friday & Saturday (10/12 on Sunday). The hotel offered a shuttle service to downtown but it filled up quickly on Friday and Saturday evenings. Strongly recommend making a reservation for those times. We walked downtown a couple of times and it wasn’t a bad walk. We had a really nice stay."

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$152 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.

Explore a world of travel with Expedia

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.

Milwaukee Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Milwaukee holiday rentals

1. The Plaza Hotel

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

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

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

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

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

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

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

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

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

11. Downtown Eastside gem near Fiserv Forum Water St Brady St

12. Spacious Studio near Brady St

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

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

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

16. Yankee Hill 1BR w/Parking | Walk to Lake

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

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

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

20. Remodeled Home - Steps from Brady Street!

Find holiday rentals that suit your style

Top Milwaukee Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

Find out more about Milwaukee

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app