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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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, 94 reviews

Spotless, Walkable- Downtown, Fiserv Forum

Conveniently located in Historic Brewers Hill neighborhood. This upper 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 store 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

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
4.91 out of 5 average rating, 164 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.

Top Guest favourite
The living area features a stone fireplace and a flat-screen TV mounted above it. Two dark armchairs and a comfortable sofa create a cozy seating arrangement. Natural light enters through multiple windows, highlighting the original woodwork and a vibrant area rug on the hardwood floor.
Apartment in Bay View
4.98 out of 5 average rating, 160 reviews

Spacious & Private 2 bdrm in the heart of Bayview

Beautiful 2 bedroom first floor buglalow in trendy Bayview with original details, updated kitchen & updated bathroom. Spacious open floor plans. Perfect to host families, groups of friends or a couple. Access to a private fenced backyard with fire pit, Infrared Sauna and grill. Add'l front seating on the cozy front porch. Perfect for relaxing with morning coffee or quiet dinners staying in. Easy street parking. Laundry in unit. Steps away from public transportation. Walkable restaurants/bars.

Guest favourite
A bright living area showcases a comfortable seating arrangement with decorative cushions. Potted plants add greenery, and light streams in through the large windows. Artwork adorns the walls, while a mix of textures is provided by the rugs and furnishings.
Apartment in Bay View
4.94 out of 5 average rating, 423 reviews

Bay View MKE Hideaway - with Parking!

Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Guest favourite
Home in Milwaukee
4.94 out of 5 average rating, 18 reviews

1 King Bed/ Top Location/ Free Parking/Free WiFi

Enjoy a fun and relaxing stay in this stylish, cozy, and comfortable place, perfect for couples or solo travelers. Upper unit in a duplex house, 1 bedroom king-size bed 1 bathroom Fully equipped kitchen with a dining table Coffe bar Living room with a 55” TV (Netflix) Free parking spot 8-minutes drive from Downtown Milwaukee Just a 4-minute drive from I94, this home provides easy access to all the city's major attractions, making it the ideal base for exploring the best of Milwaukee.

Guest favourite
A comfortable living area features a cozy sectional sofa and an accent chair with a patterned fabric. A rustic coffee table sits at the center, complemented by decorative plant arrangements. Natural light enters through the windows, highlighting the warm neutral tones and soft decor.
Townhouse in Bay View
4.89 out of 5 average rating, 70 reviews

*CLEAN* Cozy Lakeside Lower 2Bedrm Bungalow Duplex

Set in the heart of the most sought after neighborhood in Bay View, this 1st floor bungalow duplex offers a retreat 1 block from South Shore Park and the Lakefront. The park offers a new beer garden with breathtaking views of Lake Michigan and is connected to the Oak Leaf trail for hikes along the lakefront. Enjoy the gem of all farmer's markets in the park on Saturdays in Summer. Steps away from excellent restaurants and public transit. 8 mins to airport / 7 mins to downtown MKE.

Top Guest favourite
A stylish living room features a combination of modern and vintage decor. A leather sofa and two vibrant red chairs are arranged around a wooden coffee table. Decorative plants and unique light fixtures add character, while floral wallpaper and a colorful dining area can be seen in the background.
Home in Walker's Point
5 out of 5 average rating, 160 reviews

Fabulous Walkers Point Mansion w/ Bar andFireplace

This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!

Top Guest favourite
Apartment in Milwaukee
4.98 out of 5 average rating, 59 reviews

Close to Stadium|Near Attractions|Parking|Sleeps 5

Embrace Milwaukee in our charming 1920s 2-bedroom gem, perfect for up to 6 guests. The kitchen is fully equipped for meals, complete with a reverse osmosis water system for fresh drinking water. Nestled in a quiet neighborhood, it’s a short walk to Amfam Field and just 3 miles from downtown’s cultural treasures. Convenient freeway access brings you close to dining, shopping, and entertainment. Only 3 miles from Marquette University, Children’s, and Froedtert Hospital.

Superhost
Apartment in Milwaukee
4.83 out of 5 average rating, 6 reviews

Luxury Apartment Downtown Milwaukee

Welcome to your modern luxury retreat in the heart of Downtown Milwaukee. This stylish, high-end apartment is the perfect home base for travelers attending events, exploring the city, or enjoying a relaxing urban escape. Situated in a prime location, the apartment places you within easy walking distance of Milwaukee’s top attractions. Head to the Fiserv Forum for Bucks games, concerts, and major events, or spend the day discovering the city’s vibrant cultural scene.

Guest favourite
Home in Milwaukee
4.91 out of 5 average rating, 64 reviews

Cozy home near airport

Welcome to our 2 bedroom, 1 bathroom home located just 5 minutes away from MKE airport. 10 minutes from downtown ( Third Ward ) Miller park, summer fest. 5 minutes from Bay View a trendy neighborhood known for its vibrant dining scene and local shops. The green line bus is only two minutes walk and is going to downtown all the way to the Bayshore. Quiet and family friendly neighborhood, playground and tennis courts only one block away.

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, 759 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
Apartment in Historic Third Ward
4.95 out of 5 average rating, 230 reviews

King Bed Retreat with MKE Views + Parking

Practical conveniences are included to make your stay seamless. Included off-site parking is available nearby, and detailed instructions will be provided before your arrival. High-speed WiFi, secure floors through fob access, and self check-in ensure the experience is smooth and stress-free. The building itself reflects Milwaukee’s industrial roots while offering the safety and comfort that modern travelers expect.

Popular amenities for Milwaukee holiday rentals

When is the best time to visit Milwaukee?

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Avg. price$199 NZD$206 NZD$220 NZD$199 NZD$215 NZD$242 NZD$263 NZD$242 NZD$210 NZD$218 NZD$208 NZD$208 NZD
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.

Quick stats about holiday rentals in Milwaukee

  • Total holiday rentals

    Explore 2,300 holiday rentals in Milwaukee

  • Nightly prices starting at

    Milwaukee holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 112,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,510 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 730 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    1,170 properties have a dedicated workspace

  • Wi-Fi availability

    2,230 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

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