
House holiday rentals in Milwaukee
Find and book unique houses on Airbnb
Quick stats about house rentals in Milwaukee

Total holiday rentals
Explore 1,220 holiday rentals in Milwaukee

Nightly prices starting at
Milwaukee holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 47,160 verified reviews to help you choose

Family-friendly holiday rentals
920 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 400 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
650 properties have a dedicated workspace

Wi-Fi availability
1,190 of Milwaukee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool 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 house rentals in Milwaukee
Guests agree: These houses are highly rated for location, cleanliness and more.

INSTA-worthy 2 Br Downtown Home Sleeps 8 Walkable!
Looking for a fun and vibrant place to stay in Milwaukee? The Pink Lady is the perfect rental for your next girl's weekend, bachelorette party, or birthday celebration. With an open-concept living space, pink kitchen, champagne bar, and private patio, you'll have everything you need for a fun-filled stay. With easy access to top restaurants, breweries, and cultural spots, come experience the best of Milwaukee with us. Book now and immerse yourself in the charm and excitement of Milwaukee!

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.

Belleview House: Hot Tub, Fire Table, Fenced Yard
Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

Funky 2BR in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in MKE's eclectic Bay View directly next to restaurants and bars. Minutes from downtown, Summerfest, art museum. You’ll have the entire first floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, record player, a work space in the master, and a comfy living room with a smart TV. The space has a small backyard area, an in-unit washer & dryer as well as 1 off-street parking space.

The Menlo Guesthouse
A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

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!

Shorewood house - near shops w/ WiFi & parking
Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

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.

Swan City Cozy Boho in Bay View
Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

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.

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!

Barclay House in Walker's Point
Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We just recently added a new hot tub!
Popular amenities for Milwaukee house rentals
House rentals with a pool

Close to Lake with Great Ammenities & Breakfast!

Rosie’s Eastside Garden Bungalow

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

Brewers Hill Gem w/hot tub & seasonal shared pool
Weekly house rentals

Stunning Vintage/Modern! Brady St! Tons of Extras

Best stay for Brewers/AmFam private home w/parking

Remodeled Apartment in Bay View

The Prospect House - Shorewood / Milwaukee, WI

Modern Home Near Downtown | Rooftop Patio + Garage

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Brewers Hill cottage, newly renovated near FiServ!

Historic East Side Duplex, 3BD. No Cleaning Fee!
Private house rentals

Historic Walker’s Point Home • Sleeps 10 • Garage

Bayview Treehouse

Bright & Quiet 2BR | Parking | Airport & Bay View

2Bdrm home next to Humboldt Park

Lower East Side, Modern Updates, Fenced Yard

Gallery House

Cream City Bungalow • Downtown MKE • Sleeps 8

Hydrangea House
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 NZD | $248 NZD | $267 NZD | $253 NZD | $270 NZD | $303 NZD | $333 NZD | $304 NZD | $264 NZD | $272 NZD | $255 NZD | $255 NZD |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Destinations to explore
- Chicago Holiday rentals
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- Minneapolis Holiday rentals
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- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
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- Madison Holiday rentals
- Waterfront rentals Milwaukee
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- Rentals with outdoor seating Milwaukee
- Rentals with lake access Milwaukee
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- Rentals with a fireplace Milwaukee
- Rentals with a fire pit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Rentals with beach access Milwaukee
- Condo rentals Milwaukee
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- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
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- Rentals with a patio Milwaukee
- Hotel rooms Milwaukee
- Rentals with a hot tub Milwaukee
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- Six Flags Great America
- Kohler-Andrae State Park
- Alpine Valley Resort
- Illinois Beach State Park
- Baird Center
- Milwaukee County Zoo
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Blackwolf Run Golf Course
- Fiserv Forum
- Discovery World
- Mitchell Park Horticultural Conservatory
- Holy Hill National Shrine of Mary
- Wisconsin State Fair Park
- Gurnee Mills
- South Shore Park
- Lake Geneva Cruise Line
- Atwater Park
- Lake Park
- Little Switzerland Ski Area
- Racine North Beach
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Things to do Milwaukee
- Things to do Milwaukee County
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- Art and culture Wisconsin
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- Nature and outdoors Wisconsin
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