Holiday Homes in Milwaukee

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in Milwaukee

Our top choices for Milwaukee holiday homes

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

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

2.0 star property
10.0 out of 10, Exceptional, (18)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is AU$622
includes taxes & fees
24 Aug - 25 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Interior

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is AU$714
includes taxes & fees
22 Sept - 23 Sept
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
TV, books, stereo

The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

10.0 out of 10, Exceptional, (4)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
The price is AU$417
includes taxes & fees
25 Aug - 26 Aug
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Stay Central in Bayview: 5 Min to Downtown
2 bedrooms, desk, iron/ironing board, free WiFi

Stay Central in Bayview: 5 Min to Downtown

8.0 out of 10, Very good, (2)
"Check-in was smooth and easy. Kitchen nicely appointed. Upper unit was cool when we arrived which was nice on a hot weekend. Convenient location near I-94/I-43 and 794. Great neighborhood with nearby Humboldt Park. Thanks for the stocked Kreurig coffee/tea maker! "
The price is AU$556
includes taxes & fees
24 Aug - 25 Aug
Stay Central in Bayview: 5 Min to Downtown
Whole House in Bay View + Fenced-in Yard + Parking
Dining

Whole House in Bay View + Fenced-in Yard + Parking

10.0 out of 10, Exceptional, (8)
"⭐️⭐️⭐️⭐️⭐️"
The price is AU$668
includes taxes & fees
27 Aug - 28 Aug
Whole House in Bay View + Fenced-in Yard + Parking
Brew City Game Room Fenced Yard Sleeps 13
House

Brew City Game Room Fenced Yard Sleeps 13

2.0 star property
The price is AU$1,330
includes taxes & fees
2 Sept - 3 Sept
Brew City Game Room Fenced Yard Sleeps 13
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
Living area

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2.0 star property
6.8 out of 10, (6)
"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"
The price is AU$528
includes taxes & fees
1 Sept - 2 Sept
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

8.0 out of 10, Very good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AU$393
includes taxes & fees
25 Aug - 26 Aug
Quiet House
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Terrace/patio

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

10.0 out of 10, Exceptional, (13)
"Great place with lots of room, cleanliness, great & quick communication with host. "
The price is AU$504
includes taxes & fees
4 Sept - 5 Sept
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Relax In Tosa—Near Downtown MKE!
Private kitchen

Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Beautiful Victorian, Amazing View!
Exterior

Beautiful Victorian, Amazing View!

9.8 out of 10, Exceptional, (26)
"Lisa home was beautiful I loved the double doors :) although I wish there were curtains on them it wasn’t enough privacy . "
Beautiful Victorian, Amazing View!
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (70)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is AU$468
includes taxes & fees
24 Aug - 25 Aug
Three bedrooms upstairs
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Fridge, microwave, stovetop, coffee/tea maker

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"House was clean and was very spacious."
The price is AU$307
includes taxes & fees
24 Aug - 25 Aug
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Casa del Lago - Saint Francis
Microwave, oven, stovetop, paper towels

Casa del Lago - Saint Francis

10.0 out of 10, Exceptional, (1)
"The place was easy to get into, clean, and perfect for a girls trip! The host responded quickly and clear on directions. House looked exactly as pictured and comfortly fit 7 people"
The price is AU$593
includes taxes & fees
8 Sept - 9 Sept
Casa del Lago - Saint Francis
Beverly's Guest Suite - An Accessible Family Space
Fridge, microwave, oven, stovetop

Beverly's Guest Suite - An Accessible Family Space

10.0 out of 10, Exceptional, (28)
"Comfortable "
The price is AU$435
includes taxes & fees
25 Aug - 26 Aug
Beverly's Guest Suite - An Accessible Family Space
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
1 bedroom, desk, iron/ironing board

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

10.0 out of 10, Exceptional, (6)
"Nice place "
The price is AU$537
includes taxes & fees
9 Sept - 10 Sept
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Historic Walker’s Point Home, Garage & Yard
Fridge, microwave, oven, stovetop

Historic Walker’s Point Home, Garage & Yard

2.0 star property
The price is AU$618
includes taxes & fees
2 Sept - 3 Sept
Historic Walker’s Point Home, Garage & Yard
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Free Parking, Sleeps 6
Exterior

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

10.0 out of 10, Exceptional, (1)
"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. "
The price is AU$469
includes taxes & fees
25 Aug - 26 Aug
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Free Parking, Sleeps 6
Remodeled Home - Steps from Brady Street!
Fridge, microwave, oven, stovetop

Remodeled Home - Steps from Brady Street!

10.0 out of 10, Exceptional, (4)
"Enjoyed stay at this nice home "
The price is AU$422
includes taxes & fees
27 Aug - 28 Aug
Remodeled Home - Steps from Brady Street!
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

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Awesome hotel … Harley’s in the lobby! Designated & covered bike parking."
John 1-night trip
Posted 1 day ago
The Iron Horse Hotel