Milwaukee vacation rentals

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Booking Insights
Recommended by KAYAK

Best Milwaukee vacation rentals

These are the best prices for Jun 7 - 8.
Econo Lodge Milwaukee Airport - Milwaukee - Bedroom
Econo Lodge Milwaukee Airport
Milwaukee, WI
5.8Fair(839)
Lodge
$70+
Check availability
Cozy Milwaukee Apartment w/ Deck, 2 Mi to Airport! - Milwaukee - Patio
Cozy Milwaukee Apartment w/ Deck, 2 Mi to Airport!
Milwaukee, WI
Apartment
$199+
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Downtown Eastside gem near Fiserv Forum Water St Brady St - Milwaukee - Living room
Downtown Eastside gem near Fiserv Forum Water St Brady St
Milwaukee, WI
9.0Wonderful(39)
Condo
$330+
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Three bedrooms upstairs - Milwaukee - Living room
Three bedrooms upstairs
Riverwest
9.3Wonderful(44)
House
$326+
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Fast Wifi - Underground Parking - King Bed - Near Froedtert - Milwaukee - Room amenity
Fast Wifi - Underground Parking - King Bed - Near Froedtert
Milwaukee, WI
9.8Wonderful(20)
Apartment
$224+
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Contemporary Upper East Side 4BR unit+office loft+garage near beaches/lakefront! - Milwaukee - Living room
Contemporary Upper East Side 4BR unit+office loft+garage near beaches/lakefront!
Milwaukee, WI
9.3Wonderful(44)
Apartment
$585+
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King Bed - Fast Wifi ~ Near Froedtert ~ Undergrnd Parking - Milwaukee - Room amenity
King Bed - Fast Wifi ~ Near Froedtert ~ Undergrnd Parking
Milwaukee, WI
10Wonderful(4)
Apartment
$207+
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Bayview Family-Friendly Stay - Milwaukee - Living room
Bayview Family-Friendly Stay
Bay View
10Wonderful(2)
House
$470+
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This Must Be the Place-Bayview, Awesome Amenities! - Milwaukee - Living room
This Must Be the Place-Bayview, Awesome Amenities!
Milwaukee, WI
10Wonderful(2)
House
$290+
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Charming Eastside duplex - Milwaukee - Living room
Charming Eastside duplex
Milwaukee, WI
10Wonderful(15)
Apartment
$216+
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Cottage near Mt. Mary College - Milwaukee - Living room
Cottage near Mt. Mary College
Milwaukee, WI
9.8Wonderful(17)
Cottage
$426+
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725- Big 2 bedroom/king beds/Corner Unit/ + parking - Milwaukee - Living room
725- Big 2 bedroom/king beds/Corner Unit/ + parking
Westown
9.3Wonderful(28)
Apartment
$355+
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Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers - Milwaukee - Bedroom
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Bay View
9.6Wonderful(13)
House
$463+
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Cozy Home Near All Milwaukee Attractions - Milwaukee - Balcony
Cozy Home Near All Milwaukee Attractions
Milwaukee, WI
9.5Wonderful(39)
House
$319+
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Bay View Gateway Retreat - Milwaukee - Living room
Bay View Gateway Retreat
Bay View
8.7Very good(11)
House
$343+
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Milwaukee Home with Serene Patio and Backyard Garden! - Milwaukee
Milwaukee Home with Serene Patio and Backyard Garden!
Milwaukee, WI
9.7Wonderful(9)
House
$235+
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Booking Insights

KAYAK’s insights for vacation rentals in Milwaukee

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Milwaukee with confidence.

Which month has the cheapest vacation rental rates in Milwaukee?

Based on vacation rental prices in Milwaukee found by KAYAK users over the last 12 months.

Vacation rentals are cheapest in Milwaukee in January, with average rates of $54. In comparison, October is the most expensive month, with prices at $810.

What is the cheapest day of the week to book a vacation rental in Milwaukee?

Thursday offers the lowest rates in Milwaukee, with an average nightly price of $104. The highest prices are found on Wednesday, with average rates at $221.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
October
$154
$144
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 188% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Milwaukee vacation rental deals

  • If you are driving to or renting a car in Milwaukee, try to book Milwaukee vacation homes that have free parking for guests on site to save on parking costs. One place that offers free parking is the Cream City Suites.
  • Those who want to cook their own meals during their stay should look for Milwaukee vacation rentals that have a full kitchen equipped with everything you need. The Frontdesk Rhythm Apts Lower East Side Milwaukee offers a full kitchen in each unit as well as laundry facilities and a flat-screen TV.
  • Those who want to immerse themselves in the city of Milwaukee’s history should book Milwaukee vacation rentals in the Historic Third Ward neighborhood. A great rental in this area is the Frontdesk 1639 Farwell St East Side Milwaukee. As a bonus, you will have a private balcony with a great view.
  • If you want access to a pool during your stay in Milwaukee, consider booking Indoor Pool + Hot Tub! Close to the Airport! Condo. This condo sleeps up to 4 people and also offers a complimentary breakfast buffet and evening socials so you can meet other travelers during your stay.
  • Big groups traveling to Milwaukee together can consider booking the Luxx Guest House. This Milwaukee house rental sleeps up to 5 people with 3 bedrooms and 2 bathrooms. It also offers free Wi-Fi, free parking, and laundry facilities.
  • Pool, hot tub, air-conditioned, kitchen/kitchenette, parking, pet friendly, and wifi are the most popular vacation rental property amenities in Milwaukee
  • Vacation rentals in Milwaukee are around 292% cheaper than hotels on average. Search here to compare prices for all accommodation types in Milwaukee.
  • The best vacation rental properties in Milwaukee are Fast Wifi - Underground Parking - King Bed - Near Froedtert (9.8, 20 reviews), Mid-Century Upper in Riverwest (9.8, 34), and Large Luxury Home - Perfect for Groups - Downtown (9.7, 34), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Milwaukee, you should consider visiting during the low season. The cheapest vacation homes in Milwaukee can be found in February and January.
  • The cheapest night for renting a vacation home in Milwaukee is Thursday. In contrast, the most expensive is Wednesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Milwaukee for 6 days.

FAQs when booking a vacation home in Milwaukee

  • How much is a vacation rental for a week in Milwaukee?

    The average price for a weekly Milwaukee vacation rental found by KAYAK users in the last 2 weeks is $935.

  • How much is a vacation rental for a month in Milwaukee?

    The average price for a monthly Milwaukee vacation rental found by KAYAK users in the last 2 weeks is $4,009.

  • What types of vacation rentals are available in Milwaukee?

    There are loads of different property types that you can make your vacation home in Milwaukee. You’ll find apartments, cabins, campgrounds, condos, cottages, houses, homestays, lodges and villas.

  • What are some of the most-loved vacation rentals available in Milwaukee?

    There are many types of properties available for Milwaukee vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Econo Lodge Milwaukee Airport and Homestay - Cat lovers welcome. I have a pool!.

  • Are there any pet-friendly vacation rentals in Milwaukee?

    There are a number of dog and pet-friendly Milwaukee vacation rentals, with around 15% allowing you to bring your pet along with you.

  • How much is a vacation rental in Milwaukee for tonight?

    In the last 72 hours, users have found Milwaukee vacation rentals for tonight for as low as $87. Search here for similar prices

  • How much is a vacation rental in Milwaukee for this weekend?

    In the last 72 hours, users have found Milwaukee vacation rentals for this weekend for as low as $81 per night. Search here for similar prices

  • How can I find vacation rentals near me in Milwaukee?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

  • Where in Milwaukee should I stay if I want to be near Lake Michigan?

    Travelers who want to be near Lake Michigan can look at booking Frontdesk | Modern 1 BR Apt near Harbor View area. This apartment puts you within a short drive to the water so you can enjoy water activities and great views. You will be within walking distance of many of the area’s historical landmarks and attractions and you will also have access to 24/7 customer support in case of any questions or problems.

  • Where should I stay if I’m in Milwaukee on business?

    Corporate travelers in Milwaukee will appreciate Milwaukee vacation rentals that offer free Wi-Fi and a space to work. Frontdesk 735 West Apts Westown offers these amenities and more. You will be in the heart of Westown within easy reach of many of the area’s businesses as well as the more leisurely attractions for when you want to relax after work.

  • Where should I stay if I want to be near Milwaukee’s city center?

    Frontdesk | Downtown 1br Near Public Market is 0.1 miles from the city center, giving you easy access to everything this area has to offer. You will have access to plenty of shops, restaurants, cultural attractions, and, as the name suggests, the popular Milwaukee Public Market. Aside from this, you will enjoy a full kitchen, contactless check-in, and 24/7 support in case of any issues.

  • Where is a good Milwaukee vacation rental for families?

    The Party Time, R&R, Family Friendly apartment is perfect for families. It has a game room equipped with board games, a pool table, karaoke, and more, so it is the perfect way to spend quality time with family members of all ages.

Where to stay in Milwaukee?

Our map will help you find the perfect place to stay in Milwaukee by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Milwaukee