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Milwaukee Holiday Rentals

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Our top choices for Milwaukee holiday rentals

1. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,224 reviews)
"charming and historic hotel"
United States
Veronica
The price is NZ$330
includes taxes & fees
16 Aug - 17 Aug
The Plaza Hotel

2. 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, (24 reviews)
"Great location, clean place, super affordable! Will definitely be booking again!"
United States
Jash
The price is NZ$241
includes taxes & fees
19 Aug - 20 Aug
Deer District Studio Apt - One Block from Fiserv and Baird

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, (4 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 NZ$315
includes taxes & fees
10 Sept - 11 Sept
Westown Studio Apt Near Fiserv, Baird, and Theater District

4. Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4

Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4
Westown
9.6 out of 10, Exceptional, (4 reviews)
"Great location, clean and accurate "
United States
Steve J.
The price is NZ$360
includes taxes & fees
10 Sept - 11 Sept
Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4

5. 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
10.0 out of 10, Exceptional, (2 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is NZ$276
includes taxes & fees
1 Sept - 2 Sept
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

6. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"One of the best overall stays I’ve had in Milwaukee.pricing was great. House was nice and clean. Check in instructions were clear and easy and owner communication was excellent. Will definitely book again."
United States
Brian
The price is NZ$447
includes taxes & fees
17 Aug - 18 Aug
Remodeled Home - Steps from Brady Street!

7. Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (142 reviews)
"Nice apartment in a good location in the brewery district. Clean and comfortable and safe. Laundry in apartment was a bonus. ."
United States
Steven
The price is NZ$368
includes taxes & fees
19 Aug - 20 Aug
Kasa Westown Milwaukee

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

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
10.0 out of 10, Exceptional, (3 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 NZ$406
includes taxes & fees
1 Sept - 2 Sept
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

9. 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
9.6 out of 10, Exceptional, (4 reviews)
"Great space, I enjoyed it very much. Location was perfect, building and parking were great, and the apartment was very comfortable and clean "
United States
Kara B.
The price is NZ$417
includes taxes & fees
10 Sept - 11 Sept
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

10. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (17 reviews)
"Great stay . Love the location "
United States
Laterrance G.
The price is NZ$356
includes taxes & fees
8 Sept - 9 Sept
Quiet House

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, (4 reviews)
"This Vrbo was even more stunning in person, everything pictured and more. So grateful for the hosts clear communication had a wonderful experience!"
United States
Emma H.
The price is NZ$486
includes taxes & fees
14 Aug - 15 Aug
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

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

Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5
Downtown Milwaukee
9.4 out of 10, Exceptional, (6 reviews)
"Great "
United States
Chelsea K.
Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5

13. 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, (2 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 NZ$318
includes taxes & fees
9 Sept - 10 Sept
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

14. Best location in Milwaukee! Lower Duplex Unit

Best location in Milwaukee! Lower Duplex Unit
Downtown Milwaukee
9.4 out of 10, Exceptional, (49 reviews)
"Had a great stay at this location. Property manager was very communicative, property was as advertised. Rooms and beds were a good size and comfortable. We didn't do any cooking but the kitchen was well equipped with pots, pans, stove, etc. Located close to the local night life, easily within walking distance. Would happily recommend this property to anyone. "
United States
Chris Y.
The price is NZ$347
includes taxes & fees
1 Sept - 2 Sept
Best location in Milwaukee! Lower Duplex Unit

15. 225- Huge 2 bedroom condo king beds-Free parking-extras

225- Huge 2 bedroom condo king beds-Free parking-extras
Westown
9.4 out of 10, Exceptional, (35 reviews)
"Great stay-excellent location ! Such a great condo. "
United States
Kelly W.
225- Huge 2 bedroom condo king beds-Free parking-extras

16. 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 NZ$365
includes taxes & fees
9 Sept - 10 Sept
Spacious Studio near Brady St

17. 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 NZ$1,357
includes taxes & fees
22 Aug - 23 Aug
Cozy 1BD w/ View in Walker's Point, Free Parking

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is NZ$500
includes taxes & fees
17 Aug - 18 Aug
The Nohl | A Lake Effect Stay Near Brady Street

19. Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (46 reviews)
"Property is just like pictures and excellent location. Would stay again."
United States
Emily T.
The price is NZ$557
includes taxes & fees
18 Aug - 19 Aug
Eclectic, Stylish, and Cozy Milwaukee Unit!

20. Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St

Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St
Westown
9.8 out of 10, Exceptional, (26 reviews)
"Great stay, convenient location. "
United States
Jeremy L.
The price is NZ$632
includes taxes & fees
4 Sept - 5 Sept
Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St
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

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?

Charming 2-bedroom house with everything you need in the heart of West Allis: This highly rated holiday home rental in Milwaukee offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other top choices in Milwaukee are 7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond and Charming Vintage Farmhouse 1 bedroom Garden Oasis.

How many holiday rentals are there in Milwaukee?

Choose from 543 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 Lakeshore State Park 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.