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Holiday houses in Milwaukee

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Quick stats about holiday rentals in Milwaukee

  • Total holiday rentals

    Explore 2,390 holiday rentals in Milwaukee

  • Nightly prices starting at

    Milwaukee holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 113,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,530 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 720 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wi-Fi availability

    2,310 of Milwaukee holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ across Milwaukee rentals

  • 4.8 Average rating

    Milwaukee stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Milwaukee's top spots, include Milwaukee County Zoo, Harley-Davidson Museum, and Milwaukee Art Museum

Top-rated holiday rentals in Milwaukee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a cozy tufted sofa adorned with decorative pillows, complemented by a circular glass coffee table. A vibrant area rug with floral patterns enhances the warm wood floors. Colorful artwork decorates the walls, adding a playful touch to the room.
Home in Bay View
4.92 out of 5 average rating, 175 reviews

2BR Sunny Upper in Prime Bay View - w/ Parking

Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

FamilyValueDecor

Top Guest favourite
A cozy living area is highlighted by a light-colored sofa and a circular coffee table at the center. Two windows allow natural light to fill the space, illuminating a decorative rug. A mirror enhances the sense of openness, while potted plants and stylish furniture add softness.
Apartment in Milwaukee
4.98 out of 5 average rating, 108 reviews

Spotless, Walkable- Downtown, Fiserv Forum

Conveniently located in Historic Brewers Hill neighborhood. This UPPER UNIT 2 bed/2 bath unit is centrally located to Fiserv Forum, MSOE. Walkable to Lake Front Brewery and restaurants such as Uncle Wolfies and Avli. Fresh Thyme grocery is just down the hill. 6 min. walk. We also own a 3 bedroom option. The space hosts up to 7 please visit the link to the lower unit. https://www.airbnb.com/rooms/1609061719132973138guests=1&adults=1&s=67&unique_share_id=f8095770-326a-4972-8fa9-5f8c54574f6b

FamilyValueAccuracy

Guest favourite
A warm living area showcases a brown leather sofa paired with striped throw pillows, positioned on a detailed area rug. Artwork adorns the wall, and light streams in from large windows, highlighting an open space that connects to a modern kitchen with dark cabinetry.
Apartment in Milwaukee
4.83 out of 5 average rating, 143 reviews

MKE#299 -Adventure Awaits in Downtown/3rd Ward/Fis

Your family will be close to everything when you stay at this centrally-located place. Blocks from the Wisconsin Center, theater district, Wisconsin River, Historic Third Ward and more!!! This is a two bedroom apartment. The twin beds make for a great family vacation or push them together for a second king bed. The sofa folds out as well to accommodate up to 6 people. People watch through the veranda windows, relax and enjoy Milwaukee from this unique property. Fitness Center and 1 parking

LocationFamilyCleanliness

Guest favourite
Home in Milwaukee
4.95 out of 5 average rating, 114 reviews

Brew City Inn with Hot Tub | Summerfest House

Welcome to another property by “GNRHomes”! Make some memories at this luxurious, unique and family-friendly residential home on a quiet street. Newly renovated 1900’s home with both historic charm and modern luxury. Walkable to many major bars and restaurants. A few minutes to most popular MKE attractions, DM for more info. By booking this home you have access to the entire space and private hot tub with an garage oasis. Great central location to discover all that Milwaukee has to offer.

LocationValueGetting around

Guest favourite
A spacious back yard overlooks Lake Michigan, featuring a manicured lawn and five comfortable seating options. Sailboats are visible on the water, with a breakwater in the distance. The serene setting is framed by lush greenery, inviting relaxation and enjoyment of the scenic view.
Apartment in Bay View
4.86 out of 5 average rating, 320 reviews

Lakeside Beauty

Stunning lower duplex on Lake Michigan in beautiful Bay View WI. Exceptionally large 2 bedroom unit boasts back yard overlooking Lake Michigan with fire pit for cozy evening fires. Unit is a mix of new and classic vintage. Walking distance to South Shore Yacht Club, South Shore Terrace Beer Garden, Award Winning restaurants, a unique European grocery store, and the second largest Farmer's Market in the state. Seven minutes to downtown Milwaukee. Owner lives upstairs. Two bikes available.

LocationFamilyHeating

Top Guest favourite
A welcoming hallway is displayed, featuring light-colored walls and a combination of wooden and tile flooring. An ornate mirror hangs on one wall, while decorative hooks are mounted nearby. Natural light streams in through a window beside the front door, enhancing the inviting atmosphere.
Home in Milwaukee
5.0 out of 5 average rating, 144 reviews

Bright Eastside MKE cottage w/ FREE Parking

Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

ValueLocationCondition

Guest favourite
A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.
Home in Wauwatosa
4.96 out of 5 average rating, 165 reviews

Historic on The Avenue

Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

LocationFamilyHeating

Top Guest favourite
A hot tub is positioned on a wooden deck with a view of a fenced backyard, featuring charming seating areas surrounded by lush greenery. Potted plants line the space, and a geometric-patterned rug adds a pop of color beneath outdoor furniture.
Home in Wauwatosa
5.0 out of 5 average rating, 317 reviews

The Little Gray House

The Little Gray House is better than ever! This spring we completed many upgrades inside and out - check out our photos! We've got a few small openings left this summer, maybe they work for you? Time to book for fall and winter holidays so you can get in on the best little Airbnb around! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

FamilyLocationSleep quality

Guest favourite
The exterior of a historical mansion is displayed, featuring intricate architectural details and multiple levels. Large windows and black front doors offer an inviting entrance. A grassy area with small shrubs lines the front, providing a well-maintained appearance against a cloudy sky.
Apartment in Milwaukee
4.91 out of 5 average rating, 780 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

ValueLocationBiking

Guest favourite
Apartment in Milwaukee
4.86 out of 5 average rating, 388 reviews

Modern Luxury 1BR Apt with Rooftop+Gym+Parking

Experience Milwaukee like a VIP! This luxury one-bedroom apartment offers the ultimate convenience with direct access to the Fiserv Forum through the building's enclosed skywalk. Whether you're in town for a game, a concert, or simply to explore, you'll love taking in the skyline views from the rooftop patio, working up a sweat in the fitness center, or relaxing in your sleek and comfortable private space.

ValueLocationEV charging

Top Guest favourite
A well-appointed bedroom features a black metal bed frame with soft white linens and decorative pillows. A wooden bench sits at the foot of the bed, complemented by a nightstand with a lamp. Natural light enters through a window, casting a bright ambiance.
Home in Lower East Side
4.99 out of 5 average rating, 160 reviews

Luxe Brady St home, 5 min to Bucks/Marquette!

Walk to restaurants, bars, coffee & the lake! Free shuttle to Brewers & Bucks 1 block away. Fully renovated property w/backyard oasis. 2 parking spots provided Located in lively entertainment district Squeaky clean home with tons of amenities! 5 min to Fiserv Forum, Third Ward, Summer fest, Breweries, Art Museum, Children's Museum, Parks etc. Perfect for friends, families & colleagues!

FamilyValueCondition

Top Guest favourite
A spacious living area features large windows providing views of Lake Michigan. A light wood dining table is paired with white chairs, and a cozy sectional sofa invites relaxation. Artistic pieces adorn the walls, enhancing the bright and airy atmosphere.
Apartment in Milwaukee
4.99 out of 5 average rating, 241 reviews

Lakeview Downtown Milwaukee Condo

This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.

ValueFamilyIndoor spaces

Popular amenities for Milwaukee holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Milwaukee's top sights

American Family Field

306 locals recommend

Milwaukee Art Museum

552 locals recommend

Harley-Davidson Museum

520 locals recommend

Lakefront Brewery

306 locals recommend

Baird Center

21 locals recommend

Fiserv Forum

252 locals recommend

Other great holiday rentals in Milwaukee

Guest favourite
A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.
Home in Milwaukee
4.92 out of 5 average rating, 197 reviews

Brewers Hill Gem w/hot tub & seasonal shared pool

LocationValueBathroom

Superhost
A spacious living area is highlighted by two leather sofas adorned with decorative pillows. A circular coffee table sits in the center on a light rug, while wall-mounted lighting and a chandelier provide illumination. Large windows offer natural light and a view of the outdoors.
Home in Walker's Point
4.96 out of 5 average rating, 168 reviews

Cream City Victorian | Parking | AC | Patio | Walk

LocationValueAccess

Superhost
A modern kitchen showcases green cabinetry complemented by a wooden island and bar stools. Stainless steel appliances are integrated into the space, while a dining area with a wooden table is visible in the background. Natural light filters through the nearby windows.
Home in Walker's Point
4.88 out of 5 average rating, 445 reviews

The Pony Store in Vibrant Walker’s Point

ValueFamilyLayout

Top Guest favourite
A spacious living area features a light-colored sectional sofa adorned with decorative pillows, positioned around a wooden coffee table. Exposed wooden beams add character to the ceiling, while framed artwork lines the walls, contributing to the well-lit and inviting atmosphere.
Condo in Lower East Side
4.98 out of 5 average rating, 193 reviews

Private East Side Milwaukee flat with fenced yard

ValueFamilyRiver

Guest favourite
The bright living area features tall, arched windows allowing natural light to fill the space. A spacious sectional sofa is adorned with various textured throw pillows, while a colorful area rug anchors a wooden coffee table. Decorative plants and wall art enhance the airy atmosphere.
Apartment in Walker's Point
4.97 out of 5 average rating, 247 reviews

Cozy Walkers Point 1BR w/ City View & Free Parking

LocationFamilyParks

Top Guest favourite
Townhouse in Walker's Point
5.0 out of 5 average rating, 12 reviews

Lux Condo | Private Garage | Backyard | KING Beds

FamilyLocationCleanliness

Top Guest favourite
A dining room features a wooden table surrounded by four light-colored chairs. A decorative area rug with a blue floral pattern lies beneath the table. Soft light illuminates the space, highlighting an adjacent living area with comfortable seating and large windows.
Home in Whitefish Bay
4.93 out of 5 average rating, 69 reviews

Whitefish Bay Cottage

FamilyLocationBackyard

Top Guest favourite
Home in Bay View
5.0 out of 5 average rating, 23 reviews

BayView Beauty! So charming & trendy!

FamilyLocationCleanliness

When is the best time to visit Milwaukee?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$160 AUD$165 AUD$176 AUD$175 AUD$187 AUD$231 AUD$211 AUD$194 AUD$168 AUD$175 AUD$167 AUD$167 AUD
Avg. temp-4°C-3°C3°C8°C14°C20°C23°C22°C18°C12°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Milwaukee?

    Visitors frequently choose the Historic Third Ward for warehouse-style lofts and lively markets, while the East Side is known for walkable dining and lakefront access. The Bay View neighborhood is popular for its creative energy and local music venues.

  • What are the best things to do in Milwaukee with kids?

    Families often explore the Milwaukee County Zoo, enjoy interactive exhibits at Discovery World, or wander the Milwaukee Public Museum. Lakefront parks also have play spaces for children to enjoy.

  • What are some of the best things to do in Milwaukee?

    Discover the Harley-Davidson Museum, stroll through the Milwaukee Art Museum, or enjoy the Public Market in the Historic Third Ward. The city’s lakefront trails and riverwalk provide relaxing spaces to unwind.

  • How is the weather in Milwaukee?

    Milwaukee has cold winters, with temperatures often around 17–31°F (−8–−1°C) in January, and mild to warm summers, reaching 65–82°F (18–28°C) in July. Spring and fall bring moderate temperatures and changing lake breezes.

  • What are the best places to visit in Milwaukee?

    The Milwaukee Art Museum’s striking architecture, the Historic Third Ward’s shops, and the Harley-Davidson Museum are frequently suggested highlights. For fresh air, explore the city’s scenic lakefront and botanical gardens.

  • What are some hiking trails in Milwaukee?

    Explore lakeside paths in Veterans Park, wooded trails at Havenwoods State Forest, or take a walk on the Oak Leaf Trail, which loops through natural areas and neighborhoods. These trails are well-suited for both brisk walks and casual strolls.

  • What are some family activities we can do in Milwaukee?

    Families frequently visit Discovery World for hands-on science, tour the Milwaukee Public Museum, or spend time at the Milwaukee County Zoo. Outdoor playgrounds and seasonal lakefront activities also draw visitors with children.

  • What are some of the best day trip ideas from Milwaukee?

    Consider exploring the lakeshore towns known for artisan shops, hiking forests just outside Milwaukee, or historic sites in nearby communities. Many travelers enjoy sunsets along Lake Michigan or excursions to local state parks.

  • Are there any pet friendly accommodations available in Milwaukee?

    Milwaukee has a variety of pet friendly rentals, especially in neighborhoods like Bay View, the East Side, and Walker’s Point. Several parks and river trails make outings with dogs accessible and enjoyable.

  • What are some local tips for visiting Milwaukee?

    Locals suggest dressing in layers due to shifting lake breezes, especially near the waterfront. Sampling local coffee, supporting neighborhood markets, and attending a fish fry are frequent recommendations for an authentic experience.

  • What is Milwaukee known for?

    Milwaukee is known for its brewing heritage, vibrant festivals, and lakefront setting. The city’s museums, longstanding German and Polish culinary influences, and motorcycle culture draw visitors with diverse interests.

  • What are the best hidden gems to explore in Milwaukee?

    Many enjoy exploring Black Cat Alley’s street art murals, smaller galleries in Riverwest, or the tranquil Lynden Sculpture Garden just outside the city. The North Point Lighthouse often attracts those interested in local history and views.

  • What are the best foods to try in Milwaukee?

    Try locally rooted dishes like cheese curds, bratwurst, and frozen custard, along with Friday night fish fry traditions found in many neighborhoods. German-inspired pastries and craft beers are also frequently suggested.

  • What should I bring for a trip to Milwaukee?

    Pack clothing for changing temperatures, including a light jacket even in summer due to lake breezes. Comfortable shoes work well for walking neighborhoods or exploring local parks, and an umbrella can come in handy during spring and autumn showers.

  • What is the nightlife in Milwaukee like?

    Milwaukee has lively venues with live music, comedy, and diverse dance floors, especially in neighborhoods like Walker’s Point and the East Side. Breweries, late-night cafés, and intimate cocktail spots add to the city’s evening atmosphere.

  • What are the most popular events or festivals in Milwaukee?

    Milwaukee’s most popular events include Summerfest in early summer, local ethnic and cultural festivals along the lakefront, and the Wisconsin State Fair in late summer. Seasonal events around major holidays and the Milwaukee Film Festival are also frequently celebrated.

  • Are there family friendly vacation rentals in Milwaukee?

    Milwaukee has many family friendly places to stay, especially in walkable neighborhoods such as the East Side, Bay View, and near the Historic Third Ward. Spaces with multiple bedrooms and access to parks are often available.

  • When is the best time to visit Milwaukee?

    Late spring through early fall is often recommended for warmer temperatures, outdoor events, and lake activities. Autumn has colorful foliage and inviting local festivals, while winter draws those interested in indoor museums or winter sports.

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