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Milwaukee Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Milwaukee holiday rentals

Dining

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.8 out of 10, Exceptional, (12 reviews)
"Great place to stay, close to everything "
United States
David S.
The price is HK$430
HK$1,041 total
includes taxes & fees
30 Jun - 1 Jul
Deer District Studio Apt - One Block from Fiserv and Baird
Interior

7 Mi to Lake Michigan: Milwaukee Vacation Rental

7 Mi to Lake Michigan: Milwaukee Vacation Rental
3.0 star property
Milwaukee
The price is HK$949
HK$4,512 total
includes taxes & fees
2 Jul - 3 Jul
7 Mi to Lake Michigan: Milwaukee Vacation Rental
Dining

Cozy Home — LOWER unit — in Central Milwaukee

Cozy Home — LOWER unit — in Central Milwaukee
Fair Park
Cozy Home — LOWER unit — in Central Milwaukee
Smart TV

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!
Wauwatosa
7.4 out of 10, Good, (11 reviews)
"Appreciated pet friendly. "
United States
Jane L.
The price is HK$478
HK$1,654 total
includes taxes & fees
30 Jun - 1 Jul
Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!
TV

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (24 reviews)
"Clean, location, nice vibe"
United States
Paula H.
The price is HK$384
HK$2,099 total
includes taxes & fees
30 Jun - 1 Jul
Tucked Away Off Brady - 4 Beds
Fridge, microwave, oven, stovetop

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (7 reviews)
"It was the best location for the concert at the Fiserv. Check in was super easy, and it was so nice to have parking included. Very cozy, we loved it. "
United States
Hannah S.
The price is HK$1,018
HK$1,836 total
includes taxes & fees
28 Jul - 29 Jul
Modern Studio Apt with Rooftop, Gym, and Parking
TV

Best location in Milwaukee! Lower Duplex Unit

Best location in Milwaukee! Lower Duplex Unit
Downtown Milwaukee
9.4 out of 10, Exceptional, (48 reviews)
"It was close to Baird Center. It was clean and a nice place to stay. "
United States
Abbie M.
Best location in Milwaukee! Lower Duplex Unit
Fridge, microwave, oven, stovetop

Historic Walker’s Point Home, Garage & Yard

Historic Walker’s Point Home, Garage & Yard
Fifth Ward
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Wonderful accommodations. "
United States
Aaron C.
The price is HK$893
HK$2,042 total
includes taxes & fees
30 Jun - 1 Jul
Historic Walker’s Point Home, Garage & Yard
Dining

Quiet House

Quiet House
Milwaukee
8.2 out of 10, Very good, (15 reviews)
"Great stay . Love the location "
United States
Laterrance G.
The price is HK$529
HK$1,641 total
includes taxes & fees
13 Jul - 14 Jul
Quiet House
Casino

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (4 reviews)
"It was a great stay. The home is super clean, in a good location and it has everything you need! "
United States
Michele S.
The price is HK$758
HK$2,234 total
includes taxes & fees
30 Jun - 1 Jul
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Smart TV, books, music library, stereo

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (32 reviews)
"We absolutely loved our time at Robin’s lovely home! It was so welcoming and charming! We loved the Rootbeer floats and the Easter decor/candy! Definitely will recommend to friends and family!"
United States
T.R. M.
The price is HK$1,412
HK$3,486 total
includes taxes & fees
30 Jun - 1 Jul
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Smart TV

Cozy Modern Apartment w/ Parking – Close to Downtown

Cozy Modern Apartment w/ Parking – Close to Downtown
Marquette
10.0 out of 10, Exceptional, (1 review)
"Very cozy, gave me homie vibes."
United States
Mireya
The price is HK$769
HK$1,323 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Modern Apartment w/ Parking – Close to Downtown
1 bedroom, desk, iron/ironing board, free WiFi

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, (3 reviews)
"Great "
United States
Chelsea K.
The price is HK$606
HK$1,198 total
includes taxes & fees
1 Jul - 2 Jul
Brady St Oasis - Walkable & Quiet Neighborhood + Private Balcony | Sleeps 5
Exterior

10 Minutes from Downtown! The Highlands Hideaway

10 Minutes from Downtown! The Highlands Hideaway
Wauwatosa
10.0 out of 10, Exceptional, (2 reviews)
"Clean old place but very nice. "
United States
Jake K.
The price is HK$991
HK$1,694 total
includes taxes & fees
6 Jul - 7 Jul
10 Minutes from Downtown! The Highlands Hideaway
Fridge, microwave, oven, stovetop

3-bedroom bungalow with WiFi vibrant Milwaukee

3-bedroom bungalow with WiFi vibrant Milwaukee
Milwaukee
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful property! We had a great stay!"
United States
VJ P.
The price is HK$1,286
HK$3,513 total
includes taxes & fees
6 Jul - 7 Jul
3-bedroom bungalow with WiFi vibrant Milwaukee
Smart TV, computer monitors

Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.4 out of 10, Exceptional, (9 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is HK$980
HK$2,127 total
includes taxes & fees
6 Jul - 7 Jul
Charming 2-bedroom house with everything you need in the heart of West Allis
Fridge, microwave, oven, stovetop

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
"Very clean and the home was well laid out for our group "
United States
Marty P.
The price is HK$431
HK$2,145 total
includes taxes & fees
6 Jul - 7 Jul
Remodeled Home - Steps from Brady Street!
Dining

Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (93 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is HK$1,729
HK$2,325 total
includes taxes & fees
30 Jun - 1 Jul
Three Bedroom Upper
Bar (on property)

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
8.6 out of 10, Excellent, (4 reviews)
"It was good! Until 6:30 AM having extremely loud "Kettle Moraine Heating and Air Conditioning" contractors down the hall. I just picked the wrong day."
United States
Jason K.
The price is HK$956
HK$1,711 total
includes taxes & fees
28 Jul - 29 Jul
Kegel`s Inn - Studio - Classic Apartment #3
Interior

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is HK$863
HK$1,673 total
includes taxes & fees
6 Jul - 7 Jul
Quiet Bay View Getaway
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

Motel 6 Oak Creek, WI

Motel 6 Oak Creek, WI

10/10 Excellent
"Great staff"
Amy 1-night trip
Posted 1 hour ago
Motel 6 Oak Creek, WI

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 Center for the Performing Arts, 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 great live music and acclaimed theatre scene. The fascinating museums 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?

Quiet House: This highly rated holiday home rental in Milwaukee offers a fireplace, a selection of games and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other top choices in Milwaukee are House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly! and Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub.

How many holiday rentals are there in Milwaukee?

Choose from 547 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 Marcus Center for the Performing Arts.

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.