Holiday houses in Milwaukee

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Top-rated holiday rentals in Milwaukee

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

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Guest favourite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.94 out of 5 average rating, 161 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Guest favourite
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Apartment in Bay View
4.95 out of 5 average rating, 844 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Superhost
The exterior of the duplex showcases a two-story structure with a modern design. Soft lighting from windows creates a welcoming ambiance, complemented by a small staircase leading to the entrance.
Townhouse in Bay View
4.78 out of 5 average rating, 157 reviews

Bay View Gem | 1BR | Steps From Lake Michigan | AC

Welcome to your spacious Bayview retreat! This bright and airy 1-bed, 1-bath apartment sits across from Cupertino Park, offering beautiful views from the front windows. The open-concept kitchen flows into a sunlit dining area, perfect for enjoying your morning coffee. Vaulted ceilings in the bedroom create an expansive feel, while hardwood floors add warmth and charm. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

Superhost
Home in Walker's Point
4.9 out of 5 average rating, 164 reviews

Cream City Loft • Sleeps 6 + Large Deck

Experience our charming & historic Cream City brick loft on a quiet street in the vibrant Walker's Point neighborhood. Great location with easy access to American Family Field/nearby shuttles to the stadium! The well decorated open concept home features a massive living space, fully equipped kitchen with private walkout patio, and lofted primary suite. Your hosts are well experienced travelers who lived-in and loved this home for years and we can't wait to share it with you!

Guest favourite
A brightly colored living area features an orange couch with patterned cushions, complemented by a unique coffee table. A round ottoman sits nearby, while large windows allow ample natural light. Open shelving holds decorative items, enhancing the vibrant atmosphere of the open-concept space.
Home in Bay View
4.95 out of 5 average rating, 111 reviews

Bright 1.5BR in the Heart of Bay View - w/ Parking

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Guest favourite
A cozy living area features exposed brick walls and massive corner windows that allow natural light to fill the space. A comfortable gray sectional sofa is paired with a wooden coffee table and a flat-screen TV. A potted plant adds a touch of greenery.
Apartment in Walker's Point
4.91 out of 5 average rating, 210 reviews

Bright Corner Loft | King Bed + Free Parking

Welcome to your stylish Milwaukee retreat! This large corner studio loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

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, 712 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 .

Top 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
4.98 out of 5 average rating, 205 reviews

Cozy Vibes Apt | City View | Gym | Free Parking

Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

Superhost
A modern kitchen features sleek black cabinetry and open shelving, showcasing white dishware. A spacious island with wooden countertop is accompanied by four wire bar stools. The dining area includes a sturdy, dark wooden table, complemented by a potted plant for a touch of greenery.
Condo in Historic Third Ward
4.86 out of 5 average rating, 462 reviews

Luxury 3rd Ward Condo - w/ parking / exec/ family

This is a top of the line one bedroom 1000+ sq foot condo in the heart of the Artistic and Posh Third Ward. There are only 31 units in the Atelier building. The space is immaculate and decorated with high end furnishings. This place is perfect for solo business executive in town for a short few weeks (or months) or up to a family of 4 to 6 that wants to experience all of what downtown offers

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, 192 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.

Top Guest favourite
The living area features two dark leather sofas arranged around a low coffee table, set on an area rug with a decorative pattern. Natural light filters through the window coverings, and a floor lamp provides additional illumination.
Apartment in West Allis
4.96 out of 5 average rating, 232 reviews

Clean 1bd/1bath close to everything!

Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.

Guest favourite
A cozy living area is highlighted by a ceiling with soft lighting, enhancing the atmosphere. Two red armchairs are paired with a wide sofa featuring red and beige accents. A wooden coffee table is centered on a richly patterned rug, with a flat-screen TV mounted on the wall.
Apartment in Halyard Park
4.94 out of 5 average rating, 479 reviews

Newly remodeled Chic-Hip apartment-Downtown area

Newly renovated, spacious with modern day gadgets and appliances. Our space is great for a comfortable and safe stay. We have created a space conducive to relaxing. We also support and practice proper sanitizing of the space. After each stay the entire unit is disinfected and sanitized for our guests’ health & safety.

Popular amenities for Milwaukee holiday rentals

When is the best time to visit Milwaukee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$162 AUD$163 AUD$177 AUD$177 AUD$191 AUD$216 AUD$234 AUD$216 AUD$187 AUD$185 AUD$176 AUD$171 AUD
Avg. temp-4°C-3°C3°C8°C14°C20°C23°C22°C18°C12°C5°C-1°C

Frequently Asked Questions

  • How is the weather in Milwaukee?

    Milwaukee has a humid continental climate with hot, humid summers and cold, snowy winters. Summer temperatures range from 70°F (21°C) to 80°F (27°C), while winter can drop to 20°F (-6°C) with frequent snowfall, providing opportunities for winter activities like ice skating and snowshoeing.

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

    Explore the Milwaukee Art Museum, take a leisurely stroll along the Lakefront Trail, and engage with science at the Discovery World. Learn about Harley-Davidson motorcycles at the Harley-Davidson Museum, or enjoy the beauty of nature at the Mitchell Park Horticultural Conservatory.

  • What is the best time of year to visit Milwaukee?

    Many travelers visit Milwaukee between June and September when the weather is warm, around 70°F (21°C) to 80°F (27°C). The city hosts several events during this time, including Summerfest, one of the world's largest music festivals, and the Wisconsin State Fair in August.

  • What are the best places to stay in Milwaukee?

    East Town is popular for its nightlife and dining options, while the Historic Third Ward is known for its converted warehouses and boutiques. Bay View has a strong community vibe and Walker's Point is a revitalizing neighborhood with a growing food scene.

  • What are the best places to visit in Milwaukee?

    Frequently suggested places include the Milwaukee Public Museum, the historic Pabst Mansion, and the Milwaukee County Zoo. For nature lovers, Bradford Beach and the Boerner Botanical Gardens are often recommended.

  • What are some hiking trails in Milwaukee?

    The Oak Leaf Trail is a 125 miles (200 km) greenway that encircles Milwaukee County. Grant Park Trails offers a more challenging hike with beautiful views. The Seven Bridges Trail in Grant Park is also a popular option, known for its scenic surroundings.

  • What are some family activities to do in Milwaukee?

    Families can have a fun day at the Betty Brinn Children's Museum, learn about aquatic life at the Milwaukee County Zoo, or explore the natural beauty of Lake Park. The Milwaukee Public Museum is also great for families with its interactive exhibits.

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

    Travelers can take a day trip to Madison, Wisconsin's capital, or visit the Kettle Moraine State Forest for outdoor activities. The charming town of Cedarburg, known for its well-preserved 19th-century buildings, is another option worth considering.

  • Are there vacation rentals with a dedicated workspace in Milwaukee?

    Yes! Work meets play with ease at over 1,400 vacation rentals in Milwaukee featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Milwaukee?

    Four-legged friends are welcome in Milwaukee. Choose from more than 790 vacation rentals for guests traveling with pets.

  • Are there Milwaukee vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Milwaukee, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in condo rentals in Milwaukee?

    Experience the best of Milwaukee with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Milwaukee?

    Milwaukee has more than 1,480 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do townhouse rentals in Milwaukee have wifi?

    Absolutely! We offer over 80 townhouse rentals with wifi in Milwaukee. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Milwaukee have a bbq area?

    Absolutely! We offer over 60 apartment rentals with a bbq area in Milwaukee. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Milwaukee have self check-in?

    Absolutely! We offer over 180 apartment rentals with self check-in in Milwaukee. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Milwaukee have a gym?

    Absolutely! We offer over 10 townhouse rentals with a gym in Milwaukee. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Milwaukee?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 240 homes with a gym, over 180 homes with self check-in, over 890 homes with wifi, over 60 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Milwaukee

  • Total holiday rentals

    Explore 2,310 holiday rentals in Milwaukee

  • Nightly prices starting at

    Milwaukee holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 112,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,440 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 770 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    1,320 properties have a dedicated workspace

  • Wi-Fi availability

    2,270 of Milwaukee holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill 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

Destinations to explore

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