
Family-friendly holiday rentals in Milwaukee
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Milwaukee
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Vintage Bay View - Big Backyard, Big 1 Bedroom
Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

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!

1BR Historic Loft • Walkable + Free Parking
Welcome to your stylish Milwaukee retreat! This 1BR 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.

Our Cozy Bay View Bungalow Getaway
Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

Mid-century Lower in Riverwest
This 2 BR duplex lower apartment is located in Milwaukee's Riverwest neighborhood, 2 miles directly north of downtown. It is furnished with many vintage mid-century furnishings, including a working HiFi. There is a garage space for your use during your stay, and ample street parking right in front making it easy to come and go. The kitchen has dishes, pots, pans, and all the utensils you will need during your time here.

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 .

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.

The Dragonfly Loft
The second floor of this house is a spacious private lofted area that is very open and has high Located in the back of home, Private entrance and close to the city. Dogs allowed! Near small bars, stores and short walk to buses that can take you into the city. I live on the lower unit, If you have any questions or request before check-in please message.

Cozy Basement Space In Bay View by Lake Michigan
Our cool, relaxing, newly finished basement apt is located in charming Bay View in Milwaukee. Shared entrance to stair case, but WITH IT'S PRIVATE ENTRANCE this space was designed to give you a great place to stay while you visit Milwaukee. Only minutes away from lake and downtown. ✊🏻✊🏼✊🏽✊🏾✊🏿 BIPOC, LGBTQ+ 🏳️🌈 friendly. All are welcome

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.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Brew City Inn with Hot Tub

Happy Days Home close to all MKE attractions

6BR house, yard, hot tub - 5 min drive downtown

5th St. Retreat - Outdoor Oasis, Hot Tub, 8 Beds

The Little Gray House

Amazing view, Modern Space

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

Barclay House in Walker's Point
Family- and pet-friendly home rentals

Bright & stylish home in Bay View

Guesthouse on Clover - Historic Greendale

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

Spacious & Private 2 bdrm in the heart of Bayview

The Carriage House in Sanger House Gardens

Entire Wauwatosa Home!

This Must Be the Place- Bayview Bohemian Vibes

That 70s Bungalow
Family-friendly home rentals with a pool

North End 519

Vacation home: heated inground pool on 4+ acres

Lace & Woods Farm "Hammer Hideaway"

Big BLUE Skyline VIEW

Modern Luxe 1BR Apt NO1 with Balcony+Pool+Gym

Discover Wauwatosa! Indoor Pool, Free Parking!

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Modern Apartment/ 8mins Downtown/ Parking/Pool/Gym
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 SGD | $170 SGD | $184 SGD | $186 SGD | $204 SGD | $226 SGD | $270 SGD | $226 SGD | $200 SGD | $194 SGD | $187 SGD | $183 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 |
Quick stats about holiday rentals that are family-friendly in Milwaukee

Total holiday rentals
Explore 1,440 holiday rentals in Milwaukee

Nightly prices starting at
Milwaukee holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 68,670 verified reviews to help you choose

Pet-friendly holiday rentals
Find 540 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
840 properties have a dedicated workspace

Wifi availability
1,420 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
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- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Racine North Beach
- West Bend Country Club
- Richard Bong State Recreation Area
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Springs Water Park
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- America's Action Territory
- Sunburst
- The Rock Snowpark
- Blue Mound Golf and Country Club
- Little Switzerland Ski Area