Holiday Homes in Milwaukee

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Milwaukee holiday homes

Dining

Quiet House

Quiet House
Milwaukee
8.4 out of 10, Very good, (12 reviews)
"Went up for Yankees & Brewers game, this was the perfect place to stay. Thanks."
United States
Rita
The price is €170
includes taxes & fees
2 Jun - 3 Jun
Quiet House
Interior

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (22 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is €148
includes taxes & fees
3 Jun - 4 Jun
Best location in Milwaukee! Upper Duplex Unit
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 €332
includes taxes & fees
11 Jun - 12 Jun
Remodeled Home - Steps from Brady Street!
Shower, hair dryer, towels, soap

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
9.8 out of 10, Exceptional, (7 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is €219
includes taxes & fees
2 Jun - 3 Jun
Charming 2-bedroom house with everything you need in the heart of West Allis
Interior

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (30 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is €373
includes taxes & fees
1 Jun - 2 Jun
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Interior

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is €186
includes taxes & fees
3 Jun - 4 Jun
Quiet Bay View Getaway
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 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 €248
includes taxes & fees
1 Jun - 2 Jun
Three bedrooms upstairs
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, (30 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is €381
includes taxes & fees
1 Jun - 2 Jun
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Smart TV, books

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (10 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is €304
includes taxes & fees
2 Jun - 3 Jun
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Property grounds

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (7 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is €256
includes taxes & fees
1 Jun - 2 Jun
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Room

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.8 out of 10, Exceptional, (12 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is €290
includes taxes & fees
3 Jun - 4 Jun
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Interior

The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (8 reviews)
"Great time. Fun place to stay"
United States
syed a.
The price is €295
includes taxes & fees
8 Jun - 9 Jun
The Pink Lady - Stylish Walker’s Point Home
Fridge, microwave, stovetop, dishwasher

6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
Cudahy
10.0 out of 10, Exceptional, (4 reviews)
"Excellent house. Great location. Thanks for the pleasant stay. "
United States
Joe K.
The price is €407
includes taxes & fees
24 Jun - 25 Jun
6 Mi to Summerfest Park: Home w/ Game Room!
Beach nearby

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
United States
Kristen M.
The price is €286
includes taxes & fees
3 Jun - 4 Jun
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Outdoor dining

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (33 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is €282
includes taxes & fees
8 Jun - 9 Jun
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Dining

Cozy Home — LOWER unit — in Central Milwaukee

Cozy Home — LOWER unit — in Central Milwaukee
Fair Park
The price is €283
includes taxes & fees
11 Jun - 12 Jun
Cozy Home — LOWER unit — in Central Milwaukee
Interior

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
10.0 out of 10, Exceptional, (31 reviews)
"Still doing some renovations but a nice place. Great location!"
United States
Kelley J.
The price is €282
includes taxes & fees
1 Jun - 2 Jun
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
TV

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (7 reviews)
"Nice place "
United States
John B.
The price is €282
includes taxes & fees
3 Jun - 4 Jun
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Exterior

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (3 reviews)
"A very comfortable, clean and peaceful environment."
United States
Joe C.
The price is €256
includes taxes & fees
1 Jun - 2 Jun
Rare East Side-2 min walk to UWM-Garage-Lake Mich
Property grounds

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.6 out of 10, Exceptional, (69 reviews)
"The location is excellent - quiet area, but plenty of restaurants, grocery stores, and even the streetcar are within a reasonable walk. The property is nice as well, with plenty of space and nice amenities. We had a great stay. The host was very responsive and helpful with a minor issue. Would definitely stay again if we are ever in the area. "
United States
Nathaniel S.
The price is €352
includes taxes & fees
1 Jun - 2 Jun
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
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

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

8/10 Good
"I liked the area. I wasn’t sure where to park closer to room but other than that I enjoyed my stay. I will be back."
Brandi 1-night trip
Posted less than an hour ago
Embassy Suites by Hilton Milwaukee Brookfield

Find out more about Milwaukee

Milwaukee Holiday Homes information

Number of reviews
311
Accommodation
404 Holiday Homes
Lowest Price
€148
Highest Price
€381