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

5br Luxury Retreat W/ Huge Garage & 3 King Beds! - Milwaukee, WI
9.7 14 reviews
Milwaukee, WI
11/07 – 13/07
$1907/nighttotal: $3814 (2 )

5br Luxury Retreat W/ Huge Garage & 3 King Beds!

1 7
apartment , Milwaukee
This historic 4,300 sq ft residence is located a short drive from Milwaukee's downtown attractions and riverwalk, offering convenient access to the city centre. This family-friendly apartment comfortably accommodates up to 10 guests across five bedrooms and three bathrooms, featuring a unique speakeasy-style rec room and an enclosed private garden with parking.
2 Bed Chic House | Lower East Side - Milwaukee, WI
9.9 48 reviews
Milwaukee, WI
01/07 – 31/07
$586/nighttotal: $17580 (30 )

2 Bed Chic House | Lower East Side

1 5
apartment , Milwaukee
This Milwaukee house rental boasts a prime location less than 1.6km from Summerfest and Brady Street, and within 2.4km of the Milwaukee Art Museum and Harley-Davidson Museum.
The two-bedroom, one-bathroom property sleeps five, features two living rooms, a fully equipped kitchen with granite worktops, a garden with a propane fire pit, and family-friendly amenities including a travel cot, high chair, and child safety gate.
Vicarage, Harambee 2nd Floor Victorian. - Milwaukee, WI
9.1 112 reviews
Milwaukee, WI
17/07 – 19/07
$273/nighttotal: $546 (2 )

Vicarage, Harambee 2nd Floor Victorian.

1 5
apartment , Milwaukee
This apartment is situated in the Harambee district of Milwaukee's Near North-East Side, a short walk from Lake Michigan and the city centre. It has excellent user, location and cleanliness ratings.
The apartment is a two-bedroom flat with a bathroom, and can comfortably accommodate up to six guests. It has a private balcony, garden access, off-street parking, a fully equipped kitchen and air conditioning.
Ultra Clean, Private, Comfy Home In Prime Location. Sleeps Up To 8. - Milwaukee, WI
10 247 reviews
Milwaukee, WI
25/09 – 27/09
$772/nighttotal: $1544 (2 )

Ultra Clean, Private, Comfy Home In Prime Location. Sleeps Up To 8.

4 6
apartment , Milwaukee
This house in Bluemound Heights is ideally located within a 3km radius of key Milwaukee attractions like American Family Field, West Allis Farmers Market, and Miller Brewery. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 3-bedroom property provides comfortable accommodation for up to 8 guests, offering a generous 102 square metres of living space. The house is well-equipped with a modern kitchen, a relaxing Jacuzzi, a private garden, and a terrace, ensuring a comfortable and enjoyable stay.

Best Milwaukee, WI vacation rentals with parking

Charming 3-bedroom House With Ac And Wifi In Welcoming Milwaukee - Milwaukee, WI
Milwaukee, WI
24/06 – 15/07
$742/nighttotal: $15582 (21 )

Charming 3-bedroom House With Ac And Wifi In Welcoming Milwaukee

3 2
apartment , Milwaukee
This Milwaukee house, situated in a peaceful neighbourhood approximately 16km from Mitchell International Airport and a similar distance from downtown Milwaukee and Lake Michigan, offers convenient access to major highways and local amenities.
Sleeping up to six guests in three bedrooms with one bathroom, this property includes a washer, dryer, Wi-Fi, air conditioning, and is within walking distance of parks and shops.
Apartment In Walkers Point - Milwaukee, WI
9.9 54 reviews
Milwaukee, WI
01/08 – 03/08
$527/nighttotal: $1054 (2 )

Apartment In Walkers Point

1 6
apartment , Milwaukee
This Milwaukee apartment, ideal for families or groups of up to seven, is situated in an unspecified district; further information is needed to detail its proximity to Milwaukee landmarks.
The newly renovated 3-bedroom, 1.5-bathroom flat boasts a washer/dryer, garden, parking, and outdoor amenities including a firepit and grill; the second-floor location offers potential for quiet and privacy.
East Side 1br Wparking - Milwaukee, WI
Milwaukee, WI
23/07 – 25/07
$372/nighttotal: $744 (2 )

East Side 1br Wparking

1 2
apartment , Milwaukee
This East Side Milwaukee flat is 2.9 kilometres from Bradford Beach and 3.5 kilometres from Marquette University, offering convenient access to the Grohmann Museum, Marcus Center, and Milwaukee Symphony Orchestra.
This one-bedroom flat, covering 65 square metres and accommodating up to three guests, features complimentary WiFi, air conditioning, and a kitchen equipped with a fridge and microwave, with free on-site parking available.
Elegant Brady St Home With Excellent Walkability - Milwaukee, WI
10 3 reviews
Milwaukee, WI
17/07 – 20/07
$1345/nighttotal: $4035 (3 )

Elegant Brady St Home With Excellent Walkability

3 2
apartment , Milwaukee
This Milwaukee property, a three-bedroom house on the Lower East Side, is a short walk from Brady Street and Lake Michigan, approximately 1.9km from Fiserv Forum.
The 149 square metre dwelling boasts a fully equipped kitchen, in-unit laundry, parking, and accommodates up to eight guests, offering easy access to Milwaukee's lakefront and Bucks games.

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

Whole House In Walker's Point - Milwaukee, WI
10 1 review
Milwaukee, WI
17/07 – 19/07
$1839/nighttotal: $3678 (2 )

Whole House In Walker's Point

2 5
apartment , Milwaukee
This Walker's Point duplex, a short walk from Milwaukee's restaurants and bars, is situated less than 1.6km from major venues such as Summerfest and the Fiserv Forum.
This 93 square metre property offers two bedrooms, two bathrooms, and sleeps six guests, boasting a modern kitchen with stainless steel appliances, a terrace, parking, and excellent user ratings.
Timeless & Classic - Sleeps 8 - Walk To Brady St - Milwaukee, WI
9.0 4 reviews
Milwaukee, WI
04/09 – 07/09
$978/nighttotal: $2934 (3 )

Timeless & Classic - Sleeps 8 - Walk To Brady St

3 3
apartment , Milwaukee
This three-bedroom Milwaukee apartment, ideally situated on Brady Street, offers easy access to the city's restaurants and nightlife, and is conveniently located near attractions such as the Henry W. Maier Festival Park.
The 260 square metre (2800 square foot) property boasts four bathrooms, sleeps eight comfortably with a queen-size sofa bed, and includes a large kitchen, a third-floor hangout with a putting green, a fenced backyard, off-street parking, and proximity to Pitch's restaurant.
Historic Walkers Point Home, Garage & Yard - Milwaukee, WI
10 3 reviews
Milwaukee, WI
26/08 – 28/08
$709/nighttotal: $1418 (2 )

Historic Walkers Point Home, Garage & Yard

2 2
house , Milwaukee
This luxury townhouse in Milwaukee's Walker's Point neighbourhood is situated close to Lake Michigan, offering easy access to the city's waterfront and within walking distance of many attractions.
This pet-friendly property boasts 94 square metres of living space, featuring two bedrooms, one bathroom, and sleeping capacity for six guests; amenities include a fully equipped kitchen, private garage, and in-unit entertainment and fitness options.
East Side Luxury 1br Apt - Near Brady St With Balcony And Lounge - Sleeps 4 - Milwaukee, WI
Milwaukee, WI
30/06 – 14/07
$371/nighttotal: $5194 (14 )

East Side Luxury 1br Apt - Near Brady St With Balcony And Lounge - Sleeps 4

1 2
apartment , Milwaukee
This flat is situated in Milwaukee's East Side district, offering easy access to Brady Street and located 2.4 kilometres from Bradford Beach.
This 76 square metre residence accommodates up to 7 guests, featuring one bedroom, one bathroom, a fully equipped kitchen with a dishwasher and coffee machine, complimentary Wi-Fi, air conditioning, a private balcony, and access to a fitness centre and billiards room, with parking available.

Best Milwaukee, WI vacation rentals with air conditioning

Spacious Farmhouse With Large Yard And Hot Tub - Milwaukee, WI
9.9 172 reviews
Milwaukee, WI
06/07 – 07/07
$414/nightfor 1 night

Spacious Farmhouse With Large Yard And Hot Tub

1 3
apartment , Milwaukee
This renovated farmhouse, ideal for groups, is situated in Milwaukee's Bay View neighbourhood, offering easy access to local attractions.
This three-bedroom, two-bathroom property sleeps seven guests and boasts a private deck with a hot tub, badminton facilities, off-street parking, and a dedicated workspace.
Condo For 10 By Old World 3rd St/fiserv Forum - Milwaukee, WI
9.6 363 reviews
Milwaukee, WI
31/07 – 02/08
$568/nighttotal: $1136 (2 )

Condo For 10 By Old World 3rd St/fiserv Forum

1 4
apartment , Milwaukee
This Milwaukee city centre apartment is ideally located in the Old World Third Street entertainment district, less than 0.09km from the Fiserv Forum and close to other attractions such as the UW-Milwaukee Panther Arena.
The 111.5m² condo boasts two bedrooms, two bathrooms, sleeps eight comfortably (fourteen with extra mattresses), and includes a full kitchen, a private 4-car garage rental option, and park views.
Bright And Sunny Apartment In Washington Heights - Milwaukee, WI
9.9 60 reviews
Milwaukee, WI
01/08 – 03/08
$254/nighttotal: $508 (2 )

Bright And Sunny Apartment In Washington Heights

1 2
apartment , Milwaukee
This two-bedroom flat is situated in a diverse neighbourhood with beautiful trees and historic homes, just 8 kilometres from downtown Milwaukee. It has received excellent ratings for location, cleanliness and user experience.
The flat can accommodate up to four guests and offers a spacious, charming layout with high ceilings, built-in shelving and a mix of midcentury and modern decor. Guests can enjoy a well-equipped kitchen, a large front deck with fresh herbs and amazing sunset views, plus a unique "Treehouse" play area perfect for entertaining young children.
The Brady Corner Suite - Near Fiserv With Balcony - Sleeps 4 - Milwaukee, WI
10 2 reviews
Milwaukee, WI
30/06 – 14/07
$249/nighttotal: $3486 (14 )

The Brady Corner Suite - Near Fiserv With Balcony - Sleeps 4

1 2
apartment , Milwaukee
This one-bedroom flat is located in Milwaukee's downtown district, offering city views from its private balcony and convenient access to the Fiserv Forum, Grohmann Museum, Milwaukee Symphony Orchestra, and Marcus Centre, situated 3.9 kilometres from Marquette University and 4.2 kilometres from the University of Wisconsin-Milwaukee.
The 45 square metre accommodation sleeps up to four guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, complimentary high-speed WiFi, a fitness centre, and table tennis for entertainment, with check-out at 11:00 AM.
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