Milwaukee holiday lettings

We found 1,198 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Milwaukee by choosing from 546 houses, 321 apartments and other holiday rentals. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Milwaukee (and vicinity)

Showing deals for:18 Dec - 25 Dec

Living area
Lake
Living area
Private kitchen
Exceptional
(15 reviews)

"Five Bedroom Luxury by the River "

Milwaukee

7% off
£6,461
for 7 nights, 1 home
£923 per night
includes taxes & fees
"Five Bedroom Luxury by the River "
Living area
Living area
Dining
Private kitchen
Exceptional
(12 reviews)

Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle

Oconomowoc

9% off
£18,937
for 7 nights, 1 home
£2,705 per night
includes taxes & fees
Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle
Exterior
Outdoor dining
Dining
Interior
Exceptional
(6 reviews)

Skyline House on the Hill - Downtown Milwaukee

Milwaukee

7% off
£5,733
for 7 nights, 1 home
£819 per night
includes taxes & fees
Skyline House on the Hill - Downtown Milwaukee
Living area
Terrace/patio
Private kitchen
Dining
Exceptional
(7 reviews)

Brady St Retreat! 4BR House w Patio & Fenced Yard

Milwaukee

6% off
£2,137
for 7 nights, 1 home
£305 per night
includes taxes & fees
Brady St Retreat! 4BR House w Patio & Fenced Yard
Neighborhood coffee roaster 4 blocks away. Try an award-winning Nitro cold brew.
Dining room has decorative fireplace, bar cart, and a variety of drinkware.
Dead Bird Brewery, only 3 blocks away — has vintage arcade games and vegan food.
One of two bedrooms on main level, with two twin XL beds and closet.
Exceptional
(45 reviews)

Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side

Milwaukee

11% off
£4,418
for 7 nights, 1 home
£631 per night
includes taxes & fees
Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side
Outdoor patio area with table and chairs
Great room with reclining leather furniture.
View from master bedroom
6-burner gas stove, oversized fridge, dishwasher, beverage fridge and microwave.
Exceptional
(72 reviews)

Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room

Pewaukee

8% off
£2,197
for 7 nights, 1 home
£314 per night
includes taxes & fees
Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room
Room
Living area
Dining
Private kitchen
Exceptional
(18 reviews)

Beautiful home with amazing Lake Michigan views

Racine

8% off
£2,700
for 7 nights, 1 home
£386 per night
includes taxes & fees
Beautiful home with amazing Lake Michigan views
Dining
Terrace/patio
Interior
Living area
Exceptional
(94 reviews)

Enjoy Beachfront Living With family!

Racine

8% off
£3,463
for 7 nights, 1 home
£495 per night
includes taxes & fees
Enjoy Beachfront Living With family!
Exterior
Dining
King Bed
Living area
Exceptional
(17 reviews)

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

Milwaukee

11% off
£1,609
for 7 nights, 1 home
£230 per night
includes taxes & fees
Whole House in Bay View + Fenced-in Yard + Parking
Terrace/patio
Harbor and Yacht Club with downtown Racine in the background.
Side yard
Interior
Exceptional
(49 reviews)

Cozy, historic Cream City brick, "Workers Cottage" 2 blocks from Lake Michigan.

Racine

15% off
£936
for 7 nights, 1 home
£134 per night
includes taxes & fees
Cozy, historic Cream City brick, "Workers Cottage" 2 blocks from Lake Michigan.
Living area
Terrace/patio
Property grounds
Interior
Exceptional
(22 reviews)

Scenic Waterfront Lake Michigan Escape

Racine

7% off
£2,624
for 7 nights, 1 home
£375 per night
includes taxes & fees
Scenic Waterfront Lake Michigan Escape
Room
Outdoor dining
Interior
Private kitchen
Exceptional
(11 reviews)

Gorgeous space with huge porch.

Milwaukee

7% off
£1,198
for 7 nights, 1 home
£171 per night
includes taxes & fees
Gorgeous space with huge porch.
Room
Private kitchen
Interior
Living area
Exceptional
(24 reviews)

Cottage near Mt. Mary College

Milwaukee

7% off
£1,647
for 7 nights, 1 cottage
£235 per night
includes taxes & fees
Cottage near Mt. Mary College
Living area
Living area
Private kitchen
Dining
Exceptional
(27 reviews)

Oak Park Bliss: 3BR, 2BA Gem

Milwaukee

7% off
£3,126
for 7 nights, 1 home
£447 per night
includes taxes & fees
Oak Park Bliss: 3BR, 2BA Gem
Exterior
Living area
Dining
Private kitchen
Exceptional
(26 reviews)

Green Valley Homes - 2 BDRM Lower Apartment

Milwaukee

7% off
£913
for 7 nights, 1 home
£130 per night
includes taxes & fees
Green Valley Homes - 2 BDRM Lower Apartment
Dining
Exterior
Room
Outdoor spa tub
Exceptional
(34 reviews)

The Gem of Brewers Hill with hot tub and seasonal pool

Milwaukee

7% off
£1,623
for 7 nights, 1 home
£232 per night
includes taxes & fees
The Gem of Brewers Hill with hot tub and seasonal pool
Living area
Exterior
Terrace/patio
Private kitchen
Exceptional
(18 reviews)

Milwaukee Bayview Getaway with Private Hot Tub

Milwaukee

7% off
£3,285
for 7 nights, 1 home
£469 per night
includes taxes & fees
Milwaukee Bayview Getaway with Private Hot Tub
Sliding Glass Doors leading to Deck.
House in Fall/Winter.
Roku T.V. in Living Room.
Master Bedroom with Ensuite Bath.
Exceptional
(19 reviews)

Whitefish Bay 3Bedroom Entire House Sleeps 4

Milwaukee

14% off
£1,346
for 7 nights, 1 home
£192 per night
includes taxes & fees
Whitefish Bay 3Bedroom Entire House Sleeps 4
Dining
Living area
Room
Exterior
Exceptional
(17 reviews)

Spacious house, 8 mins downtown Sleeps 8 guests. Backyard

Milwaukee

7% off
£2,087
for 7 nights, 1 home
£298 per night
includes taxes & fees
Spacious house, 8 mins downtown Sleeps 8 guests. Backyard
Dining
Living area
Interior
Private kitchen
Excellent
(24 reviews)

Spacious 4-bedroom home in quiet neighborhood

Milwaukee

8% off
£908
for 7 nights, 1 home
£130 per night
includes taxes & fees
Spacious 4-bedroom home in quiet neighborhood
Room
Interior
Private kitchen
Dining
Exceptional
(20 reviews)

The Brickmason’s House

Racine

8% off
£1,758
for 7 nights, 1 home
£251 per night
includes taxes & fees
The Brickmason’s House
Grand Entrance!!
Twilight!!
Dining Area
NEW!! 7 person hot tub
Exceptional
(232 reviews)

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

Caledonia

7% off
£2,035
for 7 nights, 1 home
£291 per night
includes taxes & fees
7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond
Private kitchen
Interior
Lobby
Dining
Exceptional
(18 reviews)

Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking

Milwaukee

7% off
£2,097
for 7 nights, 1 apartment
£300 per night
includes taxes & fees
Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking
Room
Exterior
Bathroom
Interior
Exceptional
(5 reviews)

Stylish Studio in Walkers Point

Milwaukee

11% off
£837
for 7 nights, 1 apartment
£120 per night
includes taxes & fees
Stylish Studio in Walkers Point
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Milwaukee

  • Stunning waterfront: Enjoy picturesque views along Lake Michigan, perfect for leisurely strolls and outdoor activities.
  • Rich cultural offerings: Explore the renowned Milwaukee Art Museum and the iconic Harley-Davidson Museum for a taste of local art and history.
  • Family-friendly attractions: Visit Discovery World and the Milwaukee County Zoo, offering fun for all ages.
  • Historic charm: Wander through the Historic Third Ward, known for its beautiful architecture and vibrant atmosphere.
  • Local breweries: Indulge in the city's famed craft beers at various local breweries, a must-try for beer enthusiasts.

Popular types of accommodation in Milwaukee

Discover the charm of Milwaukee, Wisconsin, where vibrant culture meets stunning waterfront views. From the historic architecture of the Third Ward to the lively atmosphere of the Milwaukee Art Museum, there's something for everyone. Enjoy local breweries, scenic parks, and the iconic Harley-Davidson Museum. For your stay, consider the most popular accommodation options, including houses, apartments, and condos, ensuring a comfortable base to explore all that Milwaukee has to offer.

  • Houses: The top choice for visitors seeking a spacious and comfortable stay in Milwaukee, ideal for families or groups.
  • Apartments: A popular option for those wanting a central location with the conveniences of home, perfect for solo travellers or couples.
  • Condos: A stylish alternative, offering modern amenities and often located in vibrant neighbourhoods.
  • Cottages: Charming and quaint, these rentals provide a cosy retreat, often nestled in picturesque settings.
  • Cabins: For a rustic experience, cabins offer a serene escape, surrounded by nature and tranquility.**

Top attractions in Milwaukee

Milwaukee offers a delightful mix of outdoor adventures and cultural experiences, making it ideal for family, romantic, and leisure vacations. Visitors can explore urban parks, delve into the local art scene at museums and arts centres, and engage in various hiking and outdoor activities. With a rich array of attractions, Milwaukee promises memorable experiences for those seeking both relaxation and adventure in this vibrant city.

  • Wisconsin State Fair Park: A vibrant fairground offering a family-friendly atmosphere with outdoor activities, food stalls, and live entertainment, perfect for creating lasting memories.
  • Milwaukee River Walk: A picturesque esplanade along the river, ideal for romantic strolls and family outings, featuring stunning views, shops, and dining options.
  • Milwaukee City Hall: A magnificent historic building showcasing stunning architecture and rich local culture, making it a must-visit for history enthusiasts.

Things to do recommended for couples

For a romantic experience in Milwaukee, take a ride on the Sky Safari cable car gondola, offering stunning views and a sense of adventure. Enjoy the fresh air and beautiful surroundings, perfect for couples seeking a unique outing together.

Things to do recommended for families

Families will delight in the interactive exhibits at the Milwaukee Children's Museum and explore the scenic Milwaukee County Zoo, home to diverse wildlife. Don't miss the fun at the Discovery World, where kids can engage with science and technology while enjoying stunning views of Lake Michigan.

Things to do recommended for groups

Experience the thrill of motor racing at the Milwaukee Mile Speedway, perfect for adrenaline seekers. For a unique adventure, tackle the Sky Trail zipline ropes course, where your group can enjoy the great outdoors and create unforgettable memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Milwaukee

If you're travelling with a group, family, pets, or planning an extended stay, be sure to refine your search according to your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Milwaukee with a group: Think about how many bedrooms you'll require, along with amenities like a fully equipped kitchen or outdoor space for group gatherings. Fortunately, you can easily filter for these features and much more on Vrbo.
  • Traveling to Milwaukee with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is wise.
  • Taking your pets with you to Milwaukee: For many, a family holiday isn’t truly complete without their beloved pet by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Milwaukee: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Milwaukee

Milwaukee, a vibrant metropolis in Wisconsin, offers a delightful blend of urban charm and outdoor adventures. Explore the picturesque waterfront along Lake Michigan, visit the renowned Milwaukee Art Museum, and indulge in local breweries. Families will enjoy the Discovery World and the Milwaukee County Zoo, while couples can take a romantic stroll through the Historic Third Ward. With its friendly atmosphere and diverse amenities, Milwaukee is an ideal destination for memorable vacations.

  • Milwaukee: Milwaukee, the largest city in Wisconsin, is a vibrant hub known for its rich cultural scene and diverse attractions. Nestled along the shores of Lake Michigan, it boasts a stunning waterfront, perfect for leisurely strolls. Visitors can immerse themselves in a variety of experiences, from attending live music concerts and theatrical performances to exploring educational venues. Key landmarks include the Fiserv Forum, home to major sports events, and the Wisconsin Center, which hosts numerous conventions and conferences. Milwaukee is ideal for families, couples, and outdoor enthusiasts alike, offering an array of parks and recreational options.
  • Downtown Milwaukee: Downtown Milwaukee is the city's bustling heart, where urban charm meets modern business efficiency. This dynamic neighbourhood is a go-to destination for families and business travellers seeking a city-themed experience. With its array of theatres, concert halls, and educational institutions, Downtown Milwaukee offers cultural enrichment at every turn. Notable attractions include the Milwaukee Art Museum and the historic Pabst Theatre. The area is also home to numerous sports facilities and event venues, making it a lively spot for both work and leisure.
  • Brookfield: Brookfield, a charming city located just outside Milwaukee, is a delightful destination for families and those seeking a suburban atmosphere. Known for its shopping centres and vibrant community events, Brookfield offers a variety of activities, including visits to local fairs and shows. The Brookfield Square Mall is a highlight for shopping enthusiasts, while the nearby parks provide ample opportunities for outdoor recreation. With easy access to Milwaukee’s attractions, Brookfield serves as a perfect base for exploring the region while enjoying a quieter environment.

Best time to go to Milwaukee

If you're planning a trip to Milwaukee, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.1°F (-5.5°C)Light RainMostly CloudyModerately LowSlightly Low
February23.5°F (-4.7°C)No Rain (Dry)Mostly CloudyModerately LowSlightly Low
March34.7°F (1.5°C)Light RainMostly CloudyAverageSlightly Low
April43.7°F (6.5°C)Light RainMostly CloudyAverageAverage
May54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighSlightly High
July71.4°F (21.9°C)Light RainMostly SunnyModerately HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyModerately HighSlightly High
September64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
October52.0°F (11.1°C)Light RainMostly SunnyAverageAverage
November39.2°F (4.0°C)Light RainMostly SunnyModerately LowAverage
December29.7°F (-1.3°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next getaway? Being flexible with your travel dates can be a wise choice, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that aligns with your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient platform to craft new journeys, pick up right where you left off, or manage and organise your travel plans. You can easily find the properties you’ve previously saved and booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the arty city of Milwaukee

Come and experience Milwaukee and its museums, art galleries and live music. This city's festivals, theatres and riverfront draw many visitors. American Family Field and Lake Michigan are just a couple of the must-see attractions. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Milwaukee

Are you hoping to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Milwaukee a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Henry W. Maier Festival Park (0.7 mi / 1.2 km)
  • Milwaukee Mile Speedway (5.4 mi / 8.7 km)
  • Milwaukee County Zoo (6.8 mi / 10.9 km)
  • Crystal Ridge (9.7 mi / 15.6 km)
  • Ray's MTB Indoor Mountain Bike Park (10.3 mi / 16.6 km)
  • Walter Schroeder Aquatic Center (10.5 mi / 16.9 km)

Exploring the natural landscape of Milwaukee

Whether you're looking for adventure or just want to take in the scenery, Milwaukee is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Veteran's Park (0.6 mi / 0.9 km)
  • Mitchell Park Horticultural Conservatory (2.2 mi / 3.5 km)
  • Bradford Beach (2.3 mi / 3.7 km)
  • Atwater Park & Beach (3.9 mi / 6.3 km)
  • Boerner Botanical Gardens (9.4 mi / 15.2 km)
  • Frame Park Formal Gardens (16.1 mi / 25.9 km)

Transport options to and around Milwaukee

The nearest airport is in Milwaukee, WI (MKE-General Mitchell Intl.), located 6.3 mi (10.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Waukesha, WI (UES-Waukesha County), which is 16.8 mi (27 km) away.

If you prefer to travel by train, Milwaukee Intermodal Station, Milwaukee Airport Station and Sturtevant Station are the main stations that serve the city. Consider catching a ride on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and easily see more of the city.

Frequently asked questions

What is the best area to stay in Milwaukee when booking a holiday rental?
When considering the best area to stay in Milwaukee for a holiday rental, the Historic Third Ward stands out as an excellent choice. This vibrant neighbourhood is renowned for its rich arts scene and beautifully restored warehouses, which now house an array of shops, galleries, and eateries. Visitors can enjoy the Milwaukee Public Market, a bustling hub of local produce and gourmet foods, as well as the nearby Milwaukee Art Museum, celebrated for its stunning architecture and impressive collection of artworks.Another appealing option is the East Side, known for its lively option and youthful energy. This area features an eclectic mix of bars, restaurants, and boutique shops, making it ideal for those looking to immerse themselves in the local culture. The nearby Lake Michigan shoreline offers picturesque views and opportunities for outdoor activities, such as walking along the scenic trails or enjoying a relaxing afternoon at one of the lakeside parks.In terms of property availability, both the Historic Third Ward and East Side offer a diverse range of holiday rentals, from modern apartments to charming townhouses, suiting different tastes and budgets.
How much does it cost to rent a holiday home in Milwaukee?
Prices for holiday rentals in Milwaukee vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Milwaukee to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Milwaukee holiday house rentals?
You can find great discounts on house rentals in Milwaukee on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Milwaukee?
For renting a beach house in Milwaukee, the best areas to consider are along the stunning shores of Lake Michigan, particularly in the neighbourhoods of Bradford Beach and South Shore Park. Bradford Beach is a popular spot, where you can find holiday rentals that offer easy access to sandy shores, vibrant beach life, and beautiful views of the lake. Many properties here come equipped with amenities such as outdoor grills, spacious decks, and easy access to nearby parks and recreational facilities, making them ideal for families or groups looking to enjoy a beachside escape.Further south, the South Shore Park area features a mix of charming cottages and modern rentals, often with amenities like private patios or balconies, great for enjoying sunsets over the lake. This area also provides access to walking trails, picnic areas, and the South Shore Yacht Club, enhancing the overall experience for travellers seeking outdoor activities.In addition to the beach, Milwaukee's lakefront parks, such as Grant Park, are nearby, offering additional opportunities for hiking and exploring nature. Rentals in this vicinity often feature comfortable living spaces with fully equipped kitchens and family-friendly amenities, ensuring a relaxing stay for visitors looking to enjoy the beauty of Lake Michigan.
Where are the best Milwaukee ski resort rentals?
For ski resort rentals in Milwaukee, the nearest ski areas are typically found a short drive away in locations such as Kettle Moraine or further afield in places like the ski resorts near Lake Geneva. In the Kettle Moraine area, visitors can find a selection of cosy cabins and lodges that are ideal for winter sports enthusiasts. These accommodations often come with amenities like fireplaces, full kitchens, and spacious living areas, making them great for families or groups looking to relax after a day on the slopes.In the Lake Geneva region, ski rentals can be found in charming lodges that provide easy access to nearby ski hills. Many of these properties feature ski-in/ski-out capabilities, hot tubs, and outdoor fire pits, enhancing the après-ski experience. The area is also known for its beautiful lake views and winter activities beyond skiing, including snowshoeing and ice fishing.For those seeking a more vibrant setting, the downtown Milwaukee area offers urban rental options, such as apartments and lofts, which provide access to local dining and nightlife. Although not directly on the slopes, these accommodations can serve as a comfortable base for day trips to ski resorts while allowing guests to enjoy the cultural offerings of the city.
What is the most popular type of holiday rental accomodation in Milwaukee?
In Milwaukee, holiday houses are the most popular type of holiday rental, with approximately 1,492 available across the city. These houses are often found in various neighbourhoods, providing ample space and a cozy feel for families or larger groups. Most holiday houses include multiple bedrooms, fully equipped kitchens, and outdoor areas, making them superb for gatherings and relaxation after a day of exploring local attractions such as the Milwaukee Art Museum and the Historic Third Ward.Apartments also feature prominently in the rental market, with around 920 options available. These apartments typically offer modern amenities, including cosy living areas, well-equipped kitchens, and access to communal facilities like gyms or rooftop terraces, often situated near the city's vibrant nightlife and dining scene.For those seeking different styles of accommodation, there are 136 condos and 80 cottages available, which provide a mix of comfort and convenience. Condos generally feature similar amenities to apartments but may offer additional facilities like pools or fitness centres. Cottages, on the other hand, often provide a more rustic charm, ideal for a peaceful retreat while still being close to the city's attractions.
Are there any family house rentals in Milwaukee?
In Milwaukee, there are numerous family-friendly house rentals available, with around 305 options spread throughout the city. Neighbourhoods like Bay View and the Historic Third Ward are particularly appealing for families. Bay View boasts spacious homes with multiple bedrooms, modern kitchens, and backyards where children can play freely. Visitors can also enjoy proximity to parks such as Kinnickinnic Park, which offers playgrounds and picnic areas for outdoor fun.Meanwhile, the Historic Third Ward features properties that combine contemporary comfort with cultural charm. Many of these homes come equipped with amenities like open-plan living spaces, dining areas, and sometimes even balconies with city views. Families can easily access local attractions, including the Milwaukee Public Market and the scenic waterfront along Lake Michigan.
Can I rent a holiday home with a pool or hot tub in Milwaukee?
In Milwaukee, there are several holiday homes available for rent that feature pools and hot tubs, with around 25 options to choose from. This vibrant city offers a mix of neighbourhoods where these properties can be found, including the picturesque Bay View area, known for its charming parks and waterfront views, as well as the trendy East Side, which boasts a lively option with restaurants and shops nearby.Travellers can expect a variety of amenities in these rentals, including private pools, relaxing hot tubs, and spacious outdoor areas great for gatherings. Many properties also come equipped with fully stocked kitchens, allowing for convenient meal preparation, as well as comfortable living spaces designed for relaxation.
Can I find long-stay holiday rentals in Milwaukee?
A long-stay holiday rental in Milwaukee is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Milwaukee?
In Milwaukee, there are numerous pet-friendly house rentals available, offering a variety of amenities to cater to travellers and their furry friends. Many properties come with spacious backyards, allowing pets to roam freely, as well as features like fully equipped kitchens, comfortable living areas, and sometimes even outdoor patios or decks for relaxation.The East Side neighbourhood is particularly popular, with its vibrant setting and proximity to parks such as Lake Park, which provides scenic walking trails and green spaces superb for dog walking. Similarly, the Bay View area offers charming homes with easy access to parks and waterfront views, creating a welcoming environment for both pets and their owners.Additionally, the nearby Kinnickinnic River offers opportunities for outdoor activities, and the local community is known for its pet-friendly cafes and shops, enhancing the overall experience for those travelling with pets.
Are there any remote work holiday rentals in Milwaukee?
In Milwaukee, there is a substantial selection of remote work holiday rentals, with around 2,268 options available throughout the city. Many of these properties cater specifically to those looking to balance work and leisure, featuring amenities such as free Wi-Fi and designated workspaces, including desks and comfortable chairs. This makes it convenient for remote workers to maintain productivity while enjoying their stay.The city offers a vibrant setting with easy access to a variety of cultural attractions, including the Milwaukee Art Museum and the Historic Third Ward, where you can find charming cafes and boutique shops. Many rentals are located near parks and waterfront areas, providing opportunities for relaxation and recreation after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Milwaukee holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Milwaukee with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Milwaukee?
In Milwaukee, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and onsite parking for added convenience. Many properties also feature coffee and tea makers, making it easy for travellers to enjoy a warm beverage at their leisure. For those needing to work or stay connected, rentals often have desks available. Additionally, many accommodations provide decks or patios, great for enjoying the outdoor atmosphere after a day of exploring the city's vibrant culture and local attractions.
When is the best time to visit Milwaukee for a holiday rental?
The peak season for visiting Milwaukee unfolds from May to July, with July standing out as the most popular month. During this vibrant time, visitors flock to the city to indulge in its lively festivals, including the famous Summerfest, which attracts music enthusiasts from all over. The warm weather, with temperatures typically ranging from 20 to 30 degrees Celsius, creates a friendly space for outdoor activities, such as exploring the scenic waterfront or enjoying a leisurely bike ride along the Oak Leaf Trail.For those who appreciate a more relaxed pace, consider planning your trip in December. While this month is part of the low season, it offers a unique charm with festive decorations and holiday events that provide a delightful experience. Additionally, you may find more affordable holiday rental options during this quieter time, allowing for a cozy escape without the hustle and bustle of peak tourist traffic.Ultimately, the best time to book your holiday rental in Milwaukee hinges on your preferences. If you're drawn to the excitement of summer festivities and outdoor adventures, May through July is ideal. On the other hand, if you prefer a serene winter getaway with a touch of holiday magic, December could be your great choice.
How early should I book a Milwaukee holiday rental?
Book your Milwaukee holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Milwaukee?
In Milwaukee, visitors can explore a variety of attractions that showcase the city's rich history and vibrant culture. The Historic Third Ward is a must-visit area, featuring art galleries, boutique shops, and the Milwaukee Public Market, where one can sample local delicacies.Nearby, the Milwaukee Art Museum is an architectural marvel, renowned for its stunning design and impressive collection of art. The nearby Lakeshore State Park offers beautiful views of Lake Michigan and is superb for a leisurely walk or a picnic.In the Brewery District, travellers can learn about the city's brewing heritage, with tours available at several local breweries. The area is also home to the Pabst Mansion, an opulent historical home that provides insight into Milwaukee's past.For a taste of the outdoors, the Mitchell Park Horticultural Conservatory, known as the "Domes," features stunning floral displays in a unique setting.
Can I change or cancel my Milwaukee home rental booking on Vrbo?
To find Milwaukee holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Milwaukee holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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