
Family-friendly holiday rentals in Milwaukee
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Milwaukee

Total holiday rentals
Explore 1,530 holiday rentals in Milwaukee

Nightly prices starting at
Milwaukee holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 74,160 verified reviews to help you choose

Pet-friendly holiday rentals
Find 540 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
850 properties have a dedicated workspace

Wifi availability
1,520 of Milwaukee holiday rentals include wifi 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 family-friendly rentals in Milwaukee
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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
FamilyIndoor spacesGetting around

Clock Tower Loft Close to Key Attractions
This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.
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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.
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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.
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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.
FamilyIndoor spacesWifi

Spacious+Mod Booth St Apt w Yard | 5 min to Fiserv
This 1890 apartment is a unit in our first home and we have loved getting to know the neighborhood and hope you do too! This unit was recently updated and kitchen remodeled by a Magnolia Network designer. It is just a block away from one of the best views of downtown and the Kadish Park and is a great place to be close to all the action but without the traffic and noise of downtown. We are happy to provide recommendations for things to do and/or restaurants/bars to hit up.
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Bright Corner Studio Loft | King Bed + 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.
FamilyIndoor spacesRiver

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 .
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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.
FamilyIndoor spacesBathroom

MKE#205 -Milwaukee's Prize near Fiserv/3rd Ward/DT
Enjoy your new home along historic Wisconsin Avenue; Just 100 feet from the river. Plankinton Clover features wood flooring, stainless steel appliances, quartz counter tops, in-unit washer and dryers, and high ceilings. Community amenities include a fitness center with on-demand workout classes, a club room, skywalk connection, 1 parking space provided, and access to 3rd Street Market Hall!
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The Peacock Place w/ Shared Seasonal Outdoor Pool
This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.
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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.
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Popular amenities for Milwaukee family-friendly rentals
Family-friendly home rentals with a hot tub

Belleview House: Hot Tub, Fire Table, Fenced Yard
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Barclay House in Walker's Point
Indoor spacesKitchenSleep quality

The Hottest Tub in MKE • Skyline Views • Sleeps 8
FamilyIndoor spacesLong stay

The Little Gray House
FamilyIndoor spacesValue

Brew City Inn with Hot Tub | Summerfest House
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Spacious Farmhouse with Large Yard and Hot Tub
KitchenIndoor spacesWalkability

Quiet, Comfy Craftsman 2-BR with Private Hot Tub!
FamilyKitchenBack garden

Happy Days Home close to all MKE attractions
FamilyIndoor spacesLong stay
Family- and pet-friendly home rentals

The LuLu Nest: Bay View Studio, 5 min to downtown!
FamilyIndoor spacesLocation

1 bed | Sleeper Sofa | 5 Min to AdeptiCon
KitchenFamilyBreakfast

West Allis Oasis
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Historic Walker’s Point Home, Garage & Yard
FamilyIndoor spacesShared spaces

Entire Wauwatosa Home!
FamilyKitchenPets

KING BED/Amazing Location/Free parking/Wi-Fi
KitchenFamilyAccess

Historic Bay View Home
KitchenIndoor spacesLong stay

Spacious & Private 2 bdrm in the heart of Bayview
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Family-friendly home rentals with a pool

The Dragonfly Loft
FamilyKitchenPets

Close to Lake with Great Ammenities & Breakfast!
KitchenIndoor spacesWalkability

Rosie’s Eastside Garden Bungalow
Indoor spacesKitchenLong stay

Beautiful 6 bedroom with Heated Pool & Jacuzzi
FamilyIndoor spacesCondition

Vacation home: heated inground pool on 4+ acres
FamilyIndoor spacesComfort

2 Story - 2Br Condo
KitchenIndoor spacesPets

• The Forest Home •

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+
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When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 SGD | $187 SGD | $200 SGD | $195 SGD | $210 SGD | $252 SGD | $240 SGD | $226 SGD | $195 SGD | $196 SGD | $190 SGD | $190 SGD |
| 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
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- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Six Flags Great America
- Kohler-Andrae State Park
- Alpine Valley Resort
- Illinois Beach State Park
- Baird Center
- Milwaukee County Zoo
- American Family Field
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Blackwolf Run Golf Course
- Fiserv Forum
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Gurnee Mills
- Mitchell Park Horticultural Conservatory
- Discovery World
- South Shore Park
- Atwater Park
- Lake Geneva Cruise Line
- Lake Park
- Little Switzerland Ski Area
- Racine North Beach
- Things to do Milwaukee
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