Compare Vacation Rentals & Airbnb in Milwaukee, WI

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Milwaukee, WI vacation rentals
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2239 Rentals and Airbnb in Milwaukee, WI

Best family friendly Milwaukee, WI vacation rentals

Among the 2239 accommodations in Milwaukee, WI, here are the 4 best family friendly rentals

The Bay View Boho - Milwaukee, WI
9.8 152 reviews
Milwaukee, WI
06/07 – 07/07
$288/nightfor 1 night

The Bay View Boho

1 3
apartment , Milwaukee
This spacious house, in Milwaukee's Bay View neighbourhood, is minutes from downtown Milwaukee, the lakefront, and Milwaukee Mitchell International Airport.
Sleeping up to 10 guests in four bedrooms and one bathroom, this renovated 1892 home offers a fully equipped kitchen, garden, parking, and excellent guest reviews; washer/dryer access is available for stays of three nights or more (upon request).
Amazing 2 King Bedrooms / Near Downtown Milwaukee/ Free Parking/ Wi-fi/ Netflix - Milwaukee, WI
Milwaukee, WI
13/08 – 15/08
$699/nighttotal: $1398 (2 )

Amazing 2 King Bedrooms / Near Downtown Milwaukee/ Free Parking/ Wi-fi/ Netflix

2 3
apartment , Milwaukee
This Milwaukee holiday home is situated in the Burnham Park neighbourhood, approximately 1.3km from American Family Field and within 13km of Lake Michigan and Veterans Park.
The four-bedroom, two-bathroom property sleeps eight guests and includes Wi-Fi, air conditioning, and is conveniently located near the Harley-Davidson Museum and Wisconsin State Fair Park.
Midcentury Modern Milwaukee House Summer Paradice - Milwaukee, WI
9.5 89 reviews
Milwaukee, WI
20/06 – 27/06
$752/nighttotal: $5264 (7 )

Midcentury Modern Milwaukee House Summer Paradice

1 2
apartment , River Hills
This three-bedroom apartment in River Hills is located just 13 kilometres from the city centre and 4 kilometres from Lake Michigan, offering a peaceful retreat in a safe and exclusive neighbourhood. The apartment has received excellent ratings for location, cleanliness, and user experience.
The property comfortably accommodates six guests and features a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy amenities such as air conditioning, a jacuzzi, a garden, and parking.
Cozy Milwaukee Apartment W/ Deck, 2 Mi To Airport! - Milwaukee, WI
9.6 9 reviews
Milwaukee, WI
21/08 – 23/08
$305/nighttotal: $610 (2 )

Cozy Milwaukee Apartment W/ Deck, 2 Mi To Airport!

1 2
apartment , Milwaukee
This Milwaukee apartment, ideal for medical visitors, is situated 4.5km from Ascension St. Francis Hospital and within 9.7km of both Aurora St. Luke's Medical Centre and the Pitman Theatre.
The 93 square metre self-catering flat offers two bedrooms, one bathroom, sleeps two guests, and includes a fully equipped kitchen, patio, garden, parking, and internet access.

Best Milwaukee, WI vacation rentals with parking

Stylish Apt In Walker's Point - Milwaukee, WI
10 4 reviews
Milwaukee, WI
01/07 – 31/07
$260/nighttotal: $7800 (30 )

Stylish Apt In Walker's Point

1 1
apartment , Milwaukee
This Walker's Point flat is conveniently located within a 15-minute walk of the Great Lakes Distillery and the Harley-Davidson Museum, and under 2km from Marquette University and the Baird Centre.
The one-bedroom, one-bathroom apartment sleeps four guests and offers free Wi-Fi, on-site parking, and in-unit amenities including a hairdryer; nearby public transport links include Milwaukee Intermodal Station and the Clybourn & Jefferson Tram Stop.
Charming Vintage Farmhouse 3 Bedroom Oasis - Milwaukee, WI
9.0 22 reviews
Milwaukee, WI
02/10 – 04/10
$405/nighttotal: $810 (2 )

Charming Vintage Farmhouse 3 Bedroom Oasis

3 6
apartment , Milwaukee
This Bay View holiday home is situated 4.8km from Lake Michigan, 4.8km from the Basilica of Saint Josaphat, and 9.7km from Fiserv Forum.
This three-bedroom property, offering 111 square metres of space, sleeps six and includes a fully equipped kitchen, garden with barbecue, balcony, parking, and Wi-Fi.
King Bed - Fast Wifi - Near Froedtert - Milwaukee, WI
9.7 269 reviews
Milwaukee, WI
30/06 – 31/07
$180/nighttotal: $5580 (31 )

King Bed - Fast Wifi - Near Froedtert

1 1
apartment , Wauwatosa
This one-bedroom flat in Wauwatosa is conveniently located just 1.3 kilometres from Children's Hospital of Wisconsin and 4.3 kilometres from American Family Field, making it a great choice for families visiting patients or those wanting to explore the city. The property has excellent user, location and cleanliness ratings.
The flat can accommodate up to five guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, allowing you to prepare meals. You'll also have access to a fitness centre, parking, and free Wi-Fi, ensuring a comfortable and convenient stay.
42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Milwaukee, WI
Milwaukee, WI
01/07 – 01/08
$252/nighttotal: $7812 (31 )

42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Milwaukee
Apartment listing for up to 2 people. This accommodation is located in Milwaukee.
Facilities and services include a freeze, a kitchen and a fridge. Take advantage of the air conditioning in this apartment in Milwaukee.

Frequently Asked Questions about vacation rentals in Milwaukee, WI

  • What should a first-time visitor not miss in Milwaukee, WI?

    You have to visit the Milwaukee Art Museum, it's a real architectural gem and has a great collection of art. The Harley-Davidson Museum is also a must-see for any motorbike enthusiast. If you're looking for a bit of nature, head to the Milwaukee County Zoo, it's a great place to spend a few hours.
  • What are the best Airbnb and vacation rentals in Milwaukee, WI?

    Flexhome Brewery District 1br Apt M9, Flexhome Skywalk To Fiserv 1br Apt U6 and Flexhome Brady District 1br Apt E4 are the most popular Airbnb and vacation rentals in Milwaukee, WI among travelers.

  • What types of vacation rentals are available in Milwaukee?

    When you are visiting Milwaukee you want to look for the best accommodations that can help you stay in the city. Choosing vacation rentals can provide you with the best options and experiences. There are different types of vacation rentals when you look for one including apartments, condos, townhouses and even homes. Hence, you can choose from a variety of rental options you can find. If you are travelling solo or with your partner you can choose single-bedroom studio apartments and condos. You can choose entire homes and properties when you are with your loved ones and family in Milwaukee.
  • Which neighborhood in Milwaukee, WI should you consider for a vacation rental?

    The Historic Third Ward is a really popular choice, it's right on the Milwaukee River and has lots of shops, restaurants, and galleries. Bay View is a great option too, it's a bit more laid-back and has a vibrant arts scene. For a more residential feel, consider Shorewood, it's a lovely area with tree-lined streets and close to Lake Michigan.
  • What are the most popular Airbnbs in Milwaukee, WI?

  • What are the unmissable activities to do in Milwaukee?

    1. Have a Fun Day at Milwaukee County Zoo - With more than 2000 creatures and animals to explore visiting Milwaukee County Zoo is an experience you shouldn't miss.
    2. Explore Milwaukee Public Market - You can know a lot about the place from its market and therefore you should explore the Milwaukee Public Market where you can find local vendors selling all kinds of local food under one roof. You can pick up some local cheese and spices and baked goods from here.
    3. Walk the Milwaukee Riverwalk District - When you are in Milwaukee you need to explore the Riverwalk District where you can find plenty of nice cafes and restaurants where you can enjoy some brunch and admire the urban landscape of the city.
  • What are the top family-friendly attractions in Milwaukee, WI?

    The Milwaukee Public Museum is a classic, it's got everything from dinosaurs to Egyptian mummies. The Betty Brinn Children's Museum is also a great choice, it's designed for kids to learn through play. The Discovery World is another great option, it's a science and technology museum with interactive exhibits.
  • What are the best vacation rentals with a pool in Milwaukee, WI?

  • Where is the best place to stay in Milwaukee?

    If you are looking for the best place to stay in Milwaukee it has to be the Downtown area. This is where the majority of the action happens and therefore you want to stay here especially if you are visiting the city for the first time. This little portion of the city scores high because most of the area is good to cover on foot. You can walk through most of the local attractions and visit various galleries, parks and beaches. Also, you can find plenty of restaurants and bars and breweries here to help you with the best food and drinks. Being the city centre you can also find plenty of hotels and rental apartments here to help you with accommodation.
  • When is the best time to book a vacation rental in Milwaukee, WI?

    It really depends on what you're looking for. If you want to catch the Summerfest, you'll need to book early, as it's the biggest music festival in the US. But if you're looking for a quieter time, spring or autumn are great, with pleasant weather and fewer crowds.
  • What are the best rentals for families and kids in Milwaukee, WI?

  • What are popular theme parks near Milwaukee?

    1. Sky Trail Milwaukee Adventure Zone - If you are looking for adventure for kids you can take them to Sky Trail Milwaukee Adventure Zone. This is where kids can try various aerial adventure activities and have fun for the day. The place can also provide kids with more games and activities to ensure hours of fun.
    2. Urban Air Trampoline and Adventure Park - Located in Waukesha, Urban Air Trampoline and Adventure Park is a great space where kids can have fun on trampolines and do more bouncing activities. Adults as well can enjoy bouncing activities on these trampolines.
  • What events or festivals should visitors check out in and around Milwaukee, WI?

    The Summerfest is a must-see, it's an 11-day music festival with over 800 acts. The Milwaukee Irish Fest is another popular event, with music, dance, and food. And if you're into craft beer, the Great Lakes Brewfest is a great way to sample some local brews.
  • What are the best rentals or Airbnbs with a jacuzzi in Milwaukee, WI?

  • What are the best events in Milwaukee?

    1. Wisconsin State Fair - When you are in Wisconsin you have to attend the Wisconsin State Fair which takes place in Milwaukee. This family-friendly event is where you can enjoy delicious local food, free performances, thrilling rides, games and local vendors and a classic fair experience.
    2. Summerfest - If you are a music enthusiast Summerfest in Milwaukee is a must-visit event. This is the largest music festival with some of the top artists like Miley Cyrus, Guns n' Roses and many others participating. You can experience Summerfest with some delicious food, drinks, games and plenty of fun.
    3. Milwaukee BrewFest - It is hard to miss out on this annual festival which celebrates beer at its core. With plenty of breweries and food trucks assembling at the venue, you can have the best beers and food combined with some live entertainment.
  • What are the best budget-friendly activities in Milwaukee, WI?

    A walk along the Lakefront is a great way to spend a sunny afternoon, and it's completely free. The Milwaukee Public Market is another good option, with a variety of food stalls and shops. And if you're looking for a bit of culture, the Milwaukee Art Museum offers free admission on Tuesdays.
  • What are the best restaurants with local dishes in Milwaukee, WI?

    For a taste of Wisconsin, head to Sobelman's, they're famous for their burgers and cheese curds. Milwaukee Brat House is another classic, serving up all sorts of bratwurst dishes. And if you're looking for something a bit fancier, Sanford is a fine dining restaurant with a focus on local ingredients.
  • What are the best walking or cycling routes in Milwaukee, WI?

    The Oak Leaf Trail is a great option for both walking and cycling, it's a 120 km paved trail that runs along the lakefront and through parks. The Hank Aaron State Trail is another good choice, it's a 10 km paved trail that follows the Milwaukee River.
  • Are there pet-friendly attractions in Milwaukee, WI?

    Yes, there are plenty of pet-friendly attractions in Milwaukee. The Milwaukee County Zoo is dog-friendly, as long as they're on a leash. You can also take your dog for a walk along the Oak Leaf Trail, or visit the Milwaukee Public Market, which has a few pet-friendly vendors.
  • What are the benefits of choosing a vacation rental in Milwaukee, WI?

    Vacation rentals offer more space and privacy than a hotel room. They're also often more affordable, especially if you're travelling with a group. And many vacation rentals come with amenities that you wouldn't find in a hotel, like a kitchen or laundry facilities.
  • What are the top sports attractions and facilities in Milwaukee, WI?

    Milwaukee is a big sports town. The Milwaukee Bucks play basketball at the Fiserv Forum, the Milwaukee Brewers play baseball at American Family Field, and the Milwaukee Admirals play hockey at the UW-Milwaukee Panther Arena.

Destinations nearby

Best Milwaukee, WI vacation rentals with a balcony

Rare East Side-2 Min Walk To Uwm-garage-lake Mich - Milwaukee, WI
10 3 reviews
Milwaukee, WI
08/07 – 01/08
$569/nighttotal: $13656 (24 )

Rare East Side-2 Min Walk To Uwm-garage-lake Mich

3 2
apartment , Milwaukee
This three-bedroom, one-bathroom apartment in Milwaukee's Upper East Side is situated within walking distance of the University of Wisconsin–Milwaukee and 3.2 kilometres from downtown Milwaukee, Fiserv Forum, and other city landmarks, residing in a century-old Prairie-style house.
The self-catering flat offers guests a large porch, expansive dining room, recently updated bathroom, and sleeps up to six people, with convenient access to Lake Michigan, numerous parks, and various outdoor activities including kayaking and cycling trails.
Perfectly Convenient Mke Location 2 Br Upper! - Milwaukee, WI
9.0 4 reviews
Milwaukee, WI
20/06 – 23/06
$370/nighttotal: $1110 (3 )

Perfectly Convenient Mke Location 2 Br Upper!

2 1
apartment , Milwaukee
This two-bedroom apartment, perfect for four guests, is situated in the Johnson Woods neighbourhood of Milwaukee, conveniently close to the Six Points area of West Allis and within a short distance of attractions such as State Fair Park and American Family Field.
The property features a private deck, off-street parking for two cars, and includes amenities such as air conditioning, Wi-Fi, and a fully equipped kitchen with a fridge and microwave; nearby, numerous dining options are available in Six Points.
East Side Studio Apt - Near Brady St And Fiserv With Balcony - Milwaukee, WI
Milwaukee, WI
18/06 – 23/06
$403/nighttotal: $2015 (5 )

East Side Studio Apt - Near Brady St And Fiserv With Balcony

1 3
studio , Milwaukee
This studio apartment is situated in Downtown Milwaukee, within 320 metres of the Riverwalk and close to numerous cafes, breweries, restaurants, and bars.
This accommodation offers space for up to three guests with a queen Murphy bed, a sofa bed, in-unit laundry, a private balcony, and access to a 24-hour fitness centre, with high-speed Wi-Fi and a laptop-friendly workspace provided.
Heart Of Bay View Neighborhood! Modern Retreat - Milwaukee, WI
Milwaukee, WI
11/09 – 13/09
$851/nighttotal: $1702 (2 )

Heart Of Bay View Neighborhood! Modern Retreat

4 6
apartment , Milwaukee
This Bay View flat is located 7 kilometres from American Family Field, with coffee shops, restaurants, and parks within walking distance, and is 0.8 kilometres from Humboldt Park and 3.2 kilometres from South Shore Park.
This 247 square metre residence offers four bedrooms accommodating up to eight guests, featuring a chef-ready kitchen, free WiFi, a private patio with a grill and fire pit, and accessible facilities on the main level, plus it is 4.8 kilometres from the Historic Third Ward and 8 kilometres from the Milwaukee Art Museum.

Best Milwaukee, WI vacation rentals with air conditioning

2br Sunny Upper In Prime Bay View - W/ Parking - Milwaukee, WI
9.8 164 reviews
Milwaukee, WI
17/10 – 19/10
$371/nighttotal: $742 (2 )

2br Sunny Upper In Prime Bay View - W/ Parking

1 2
apartment , Milwaukee
This Bay View duplex apartment is situated on Milwaukee's KK strip, less than 1.6 km from downtown Milwaukee, the Summerfest grounds, and the Milwaukee Art Museum.
The second-floor flat offers two bedrooms with Casper mattresses, one bathroom, sleeps four guests, includes a kitchen, in-unit laundry, a private patio, and one free parking space.
Lakeside Beauty - Milwaukee, WI
9.7 304 reviews
Milwaukee, WI
17/10 – 19/10
$336/nighttotal: $672 (2 )

Lakeside Beauty

2 2
apartment , Milwaukee
This charming lower duplex is located in Bay View, a neighbourhood in Milwaukee, just 7km from the city centre and within walking distance of the South Shore Yacht Club. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property features two bedrooms and one bathroom, accommodating up to four guests. Amenities include a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, parking, and two bicycles for exploring the local area.
Sunny Spacious Multi-family Airbnb With Garage Patio & Balcony - Milwaukee, WI
9.8 168 reviews
Milwaukee, WI
10/09 – 14/09
$1007/nighttotal: $4028 (4 )

Sunny Spacious Multi-family Airbnb With Garage Patio & Balcony

1 12
apartment , Milwaukee
This waterfront property is located just 3.2 kilometres from the Basilica of Saint Josaphat and Lake Michigan, and 4.3 kilometres from the Harley-Davidson Museum, making it a great base for exploring Milwaukee's attractions. This apartment has received excellent ratings for location, cleanliness and user experience.
The apartment has six bedrooms and two bathrooms, comfortably accommodating up to 16 guests. It features a fully equipped kitchen, a fireplace, a swimming pool, a fitness centre, and a terrace, ensuring a comfortable and enjoyable stay.
Best Location In Milwaukee! Upper Duplex Unit - Milwaukee, WI
8.6 22 reviews
Milwaukee, WI
29/06 – 06/07
$275/nighttotal: $1925 (7 )

Best Location In Milwaukee! Upper Duplex Unit

2 1
apartment , Milwaukee
This two-bedroom flat is situated in Milwaukee's Downtown district, offering immediate access to Brady Street and a mere 5-minute drive to Lake Michigan.
This accommodation for four guests includes air conditioning, Wi-Fi, a television, and a fully equipped kitchen, with laundry facilities and proximity to attractions such as the Harley-Davidson Museum and the Milwaukee County Zoo.
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