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Milwaukee vacation rentals

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Best Milwaukee vacation rentals

Most recommended vacation rentals in Milwaukee

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Econo Lodge Milwaukee Airport - Milwaukee - Bedroom
Econo Lodge Milwaukee Airport
Milwaukee, WI, United States
5.6Fair(757)
Free Wi-Fi
C$ 93+
Check availability
Washington Heights, Private Basement Room! - Milwaukee - Bathroom
Washington Heights, Private Basement Room!
Washington Heights
C$ 122+
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Flexhome Economy Studio Apt F1 - Milwaukee - Bedroom
Flexhome Economy Studio Apt F1
Milwaukee, WI, United States
7.3Good(10)
Free Wi-Fi
C$ 109+
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Belleview House - Charming Pet-Friendly 3-Br Home, Backyard, Firepit - Milwaukee - Living room
Belleview House - Charming Pet-Friendly 3-Br Home, Backyard, Firepit
Milwaukee, WI, United States
7.5Good(2)
Free Wi-Fi
C$ 602+
Check availability
Trendy Getaway: Pet-Friendly + 5 Min to Downtown - Milwaukee - Bedroom
Trendy Getaway: Pet-Friendly + 5 Min to Downtown
Bay View
7.5Good(1)
Parking
Free Wi-Fi
Pet friendly
C$ 569+
Check availability
Flexhome Brewery District EL2 - Just 3 Blocks to Fiserv with Gym and Parking - Milwaukee - Lobby
Flexhome Brewery District EL2 - Just 3 Blocks to Fiserv with Gym and Parking
Westown
8.8Very good(3)
Free Wi-Fi
C$ 215+
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Lavish 1br At Historic Journal Sentinel / 65\' Tv - Milwaukee - Lounge
Lavish 1br At Historic Journal Sentinel / 65\' Tv
East Town
C$ 419+
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Flexhome Skywalk to Fiserv 1BR Apt U5 - Milwaukee - Restaurant
Flexhome Skywalk to Fiserv 1BR Apt U5
Westown
8.6Very good(38)
Parking
Free Wi-Fi
C$ 356+
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Tucked Away Off Brady - 4 Beds - Milwaukee - Living room
Tucked Away Off Brady - 4 Beds
Milwaukee, WI, United States
9.3Wonderful(15)
Parking
Free Wi-Fi
C$ 507+
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Elite Casa Collection -free coffee, parking, and Wi-Fi - Milwaukee - Bedroom
Elite Casa Collection -free coffee, parking, and Wi-Fi
Milwaukee, WI, United States
8.4Very good(9)
Parking
Free Wi-Fi
Pet friendly
C$ 349+
Check availability
Fast Wifi - King Bed - Near Froedtert - Underground Parking - Milwaukee - Living room
Fast Wifi - King Bed - Near Froedtert - Underground Parking
Milwaukee, WI, United States
Free Wi-Fi
C$ 428+
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Chic Milwaukee Apartment in Hip Neighborhood! - Milwaukee - Living room
Chic Milwaukee Apartment in Hip Neighborhood!
Riverwest
9.6Wonderful(17)
Free Wi-Fi
C$ 374+
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Homestay - Cat lovers welcome. I have a pool! - Milwaukee
Homestay - Cat lovers welcome. I have a pool!
Bay View
C$ 53+
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Flexhome East Side Vintage Studio B3 - Milwaukee
Flexhome East Side Vintage Studio B3
Milwaukee, WI, United States
8.0Very good(2)
Free Wi-Fi
C$ 334+
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Frontdesk Rhythm Apts Lower East Side Milwaukee - Milwaukee
Frontdesk Rhythm Apts Lower East Side Milwaukee
Milwaukee, WI, United States
7.7Good(39)
Free Wi-Fi
C$ 753+
Check availability
Sleep Off Brady Milwaukee - Milwaukee
Sleep Off Brady Milwaukee
Milwaukee, WI, United States
C$ 132+
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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?

Vacation rentals are cheapest in Milwaukee in October, with average rates of C$ 145. In comparison, August is the most expensive month, with prices at C$ 725.

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 C$ 221. The highest prices are found on Sunday, with average rates at C$ 422.

How early should you book a vacation rental in Milwaukee?

Book at least 22 days before your stay begins to get the best price for your Milwaukee vacation rental.
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KAYAK's top tips for finding Milwaukee holiday 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, airport shuttle, kitchen/kitchenette, parking, pet friendly, spa, and no minors are the most popular vacation rental property amenities in Milwaukee
  • Vacation rentals in Milwaukee are around 48% more expensive than hotels on average. Search here to compare prices for all accommodation types in Milwaukee.
  • The best vacation rental properties in Milwaukee are The Bentley Condotel, Heart of Walkers Point with Garage, Yard (9.8, 27 reviews), Large, Private 3 Br Home | Ideal Location (9.7, 20), and Flexhome Skywalk to Fiserv U3 with Rooftop, Gym, and Parking (9.3, 22), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Milwaukee for 2 days.
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FAQs when booking a vacation home in Milwaukee

  • 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, barns, cabins, campgrounds, caravan parks, condos, cottages, houses, vacation villages, homestays and lodges.

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

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Curriers Lakeview Lodge.

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

    There are a number of dog and pet-friendly Milwaukee vacation rentals, with around 9% 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 C$ 82. 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 C$ 97 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.

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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

Milwaukee vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Milwaukee. Find cheap vacation homes to rent in Milwaukee. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Milwaukee that suits you best.

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