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Milwaukee Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (1,252 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is HK$1,534
HK$1,809 total
includes taxes & fees
25 Oct - 26 Oct
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, (11 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 HK$587
HK$1,403 total
includes taxes & fees
1 Oct - 2 Oct
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
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 Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Walkable to everything fun and great value and as advertised."
United States
Chris H.
The price is HK$457
HK$1,027 total
includes taxes & fees
26 Oct - 27 Oct
Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
A modern kitchen with a central island, bar stools, and pendant lighting.

4. 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 HK$633
HK$1,411 total
includes taxes & fees
1 Oct - 2 Oct
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

5. 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 HK$494
HK$2,155 total
includes taxes & fees
14 Oct - 15 Oct
Remodeled Home - Steps from Brady Street!
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

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (15 reviews)
"Great location to attend Bucks game!"
United States
Laura P.
The price is HK$716
HK$1,460 total
includes taxes & fees
28 Oct - 29 Oct
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
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

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (6 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 HK$747
HK$1,541 total
includes taxes & fees
27 Oct - 28 Oct
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A modern living room with a glass dining table, green sofas, and a city view.

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

Stylish 2BR Escape - 10 minutes walk to RiverWalk
Westown
The price is HK$714
HK$2,229 total
includes taxes & fees
30 Sept - 1 Oct
Stylish 2BR Escape - 10 minutes walk to RiverWalk
A living room with a sofa, a coffee table, a fireplace, a TV, and a bar area with a chair.

9. 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 HK$770
HK$1,323 total
includes taxes & fees
30 Sept - 1 Oct
Cozy Modern Apartment w/ Parking – Close to Downtown
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

10. 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
The price is HK$450
HK$1,154 total
includes taxes & fees
30 Sept - 1 Oct
Deer District Studio Apt - One Block from Fiserv and Baird
A modern kitchen with a large island, built-in appliances, and ample natural light.

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, (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 HK$555
HK$1,140 total
includes taxes & fees
7 Oct - 8 Oct
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.

12. 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.
Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8
A spacious lobby with marble floors, a large painting on the wall, and a chandelier.

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

Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking
Downtown Milwaukee
9.8 out of 10, Exceptional, (18 reviews)
"Nice place, great location. Easy check-in and check-out."
United States
John O.
The price is HK$1,177
HK$3,246 total
includes taxes & fees
30 Sept - 1 Oct
Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking
A beach with calm waters, a wooden jetty, and dense greenery in the foreground.

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

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
9.8 out of 10, Exceptional, (53 reviews)
"Our stay at this casita was perfect! Clean, cozy and close to our family. We’ve stayed here before and we will stay here again!"
United States
Myra K.
The price is HK$1,020
HK$2,477 total
includes taxes & fees
30 Sept - 1 Oct
Charming home w/ fire pit, walk to Lake Michigan
Living room with sectional seating

15. 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 HK$820
HK$1,599 total
includes taxes & fees
1 Oct - 2 Oct
Best location in Milwaukee! Lower Duplex Unit
A bar area with a vintage cash register, a wooden counter, and a menu board.

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (6 reviews)
"Great place"
Canada
Zachary
The price is HK$767
HK$1,472 total
includes taxes & fees
30 Sept - 1 Oct
Kegel`s Inn - Studio - Classic Apartment #3
A modern kitchen with white cabinets, a wooden island with stools, pendant lighting, and a view of the outdoors.

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

Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.
Lower East Side
9.6 out of 10, Exceptional, (17 reviews)
"Overall amazing stay, so grateful for the host and would go again. Amazing place, great location and good parking nearby. "
United States
Thiago B.
The price is HK$1,186
HK$2,693 total
includes taxes & fees
30 Sept - 1 Oct
Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.
A modern kitchen with a central island, built-in appliances, and pendant lighting.

18. Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (48 reviews)
"Property is just like pictures and excellent location. Would stay again."
United States
Emily T.
The price is HK$541
HK$2,442 total
includes taxes & fees
30 Sept - 1 Oct
Eclectic, Stylish, and Cozy Milwaukee Unit!
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 HK$1,404
HK$2,442 total
includes taxes & fees
12 Oct - 13 Oct
Cozy 1BD w/ View in Walker's Point, Free Parking
A modern kitchen with stainless steel appliances, a central island with stools, and wooden cabinetry.

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

New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
Lower East Side
10.0 out of 10, Exceptional, (13 reviews)
"Clean neat, Close to everything"
United States
Kay H.
The price is HK$1,186
HK$2,970 total
includes taxes & fees
12 Oct - 13 Oct
New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
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

AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

10/10 Excellent
"good"
victor 2-night trip
Posted 2 hours ago
AmericInn by Wyndham Glendale/Milwaukee

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 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.