Milwaukee Holiday Rentals from NZ$153: 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 7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond .

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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

Downtown Milwaukee

Danita

includes taxes & fees

26 Oct - 27 Oct

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

Downtown Milwaukee

Sara A.

includes taxes & fees

27 Sept - 28 Sept

A modern hotel room with a bed, bedside tables, a desk, and a chair.

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

Westown

Chris H.

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

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

Downtown Milwaukee

Marissa G.

includes taxes & fees

28 Sept - 29 Sept

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

5. Remodeled Home - Steps from Brady Street!

Downtown Milwaukee

David M.

includes taxes & fees

28 Sept - 29 Sept

A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

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

Westown

Laura P.

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

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

Fifth Ward

Jennifer

includes taxes & fees

28 Sept - 29 Sept

A modern living room with a glass dining table, green sofas, and a city view.

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

Westown

includes taxes & fees

28 Sept - 29 Sept

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Top Milwaukee Hotel Reviews

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent

"Absolutely one of our favorite places to stay when in Milwaukee! A beautiful, vintage hotel with a bar and restaurant downstairs. The room was gorgeous and afforded a lovely view. It’s also across the street from The Rave, so highly recommended for shows."

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent

"It was a bit concerning at first when we initially arrived because the room across from us had the door kicked in. We had trouble using the room key cards to get into our actual room as well and actually needed assistance from the front desk because the door was really sticking. Despite these things it was super clean, smelled nice, looked nice and tidy, very spacious room. It was a lot more pleasant than other places. Would definitely book again!"

Drury Plaza Hotel Milwaukee Downtown

8/10 Good

"It was a nice hotel and clean. The parking was extra, yet a flat fee and reasonable. Worth not trying to find a spot or searching street parking rules. Breakfast was decent, they also offered snacks in the evening. Staff was nice and accommodating. Would say it is a good place to book again."

Find out more about Milwaukee

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milwaukee holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milwaukee. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milwaukee. Seeing all the best attractions is bound to make you fall in love with Milwaukee. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milwaukee short-term rentals, that won’t be hard to do.

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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 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 549 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 American Family Field and Milwaukee Public Market.

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

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Check prices for these dates

Our top choices for Milwaukee holiday rentals

1. The Plaza Hotel

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

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

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

5. Remodeled Home - Steps from Brady Street!

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

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

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

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

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

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

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

13. Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking

14. Charming home w/ fire pit, walk to Lake Michigan

15. Best location in Milwaukee! Lower Duplex Unit

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

17. Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.

18. Eclectic, Stylish, and Cozy Milwaukee Unit!

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

20. New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!

Find holiday rentals that suit your style

Top Milwaukee Hotel Reviews

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Find out more about Milwaukee

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