Holiday Homes in Milwaukee

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Our top choices for Milwaukee holiday homes

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 AU$272
includes taxes & fees
2 June - 3 June
Quiet House

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 AU$237
includes taxes & fees
3 June - 4 June
Best location in Milwaukee! Upper Duplex Unit

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
9.6 out of 10, Exceptional, (8 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is AU$304
includes taxes & fees
3 June - 4 June
Charming 2-bedroom house with everything you need in the heart of West Allis

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 AU$389
includes taxes & fees
9 June - 10 June
Remodeled Home - Steps from Brady Street!

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is AU$298
includes taxes & fees
3 June - 4 June
Quiet Bay View Getaway

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 AU$414
includes taxes & fees
2 June - 3 June
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

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 AU$474
includes taxes & fees
3 June - 4 June
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

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 AU$611
includes taxes & fees
3 June - 4 June
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

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

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 AU$675
includes taxes & fees
24 June - 25 June
6 Mi to Summerfest Park: Home w/ Game Room!

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 AU$408
includes taxes & fees
2 June - 3 June
Three bedrooms upstairs

Cozy Home — LOWER unit — in Central Milwaukee

Cozy Home — LOWER unit — in Central Milwaukee
Fair Park
The price is AU$472
includes taxes & fees
15 June - 16 June
Cozy Home — LOWER unit — in Central Milwaukee

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 AU$573
includes taxes & fees
2 June - 3 June
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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 AU$494
includes taxes & fees
4 June - 5 June
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

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 AU$462
includes taxes & fees
2 June - 3 June
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

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)
"This is our second time staying here. It is a nice place to stay, plus allows pets! It has a nice backyard, which works out well for us."
United States
Rebecca B.
The price is AU$469
includes taxes & fees
8 June - 9 June
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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 AU$498
includes taxes & fees
3 June - 4 June
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Historic home - walk to village center. Original features with modern updates.

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (52 reviews)
"Great location and wonderful house. Great location for family with small kids. Parks are super close, downtown street is wonderful to eat and drink. Host is super helpful and responsive. "
United States
Patrick J.
The price is AU$480
includes taxes & fees
7 June - 8 June
Historic home - walk to village center. Original features with modern updates.

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is AU$776
includes taxes & fees
22 June - 23 June
Workspace + Fireplace + Coffee Bar + Sleeps 12

Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit

Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit
Brewers Hill
9.8 out of 10, Exceptional, (9 reviews)
"Host was wonderful, very responsive. House was great! Beautiful, and had all accommodations. I would come back!"
United States
Brooke L.
The price is AU$878
includes taxes & fees
2 June - 3 June
Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit
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

Milwaukee Holiday Homes information

Number of reviews
332
Accommodation
404 Holiday Homes
Lowest Price
AU$237
Highest Price
AU$878

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