
Family-friendly vacation 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.

Riverwest Vintage Upper
This 3 BR duplex upper apartment in a 2 unit building is located in Milwaukee's Riverwest neighborhood, with queen sized beds in two bedrooms, and also features an office with a futon for additional sleeping and work space. Centrally located just 2 miles north of downtown Milwaukee, this neighborhood is often called the "Brooklyn of Milwaukee". The residents of this neighborhood range from students to professionals. It has a particularly vibrant arts and music scene, and is sought after for its proximity to UW Milwaukee, the Milwaukee River, and downtown. This unit was completely renovated recently, including a completely remodeled kitchen and bathroom, and contains many vintage furnishings. There is a private front entrance for this unit, and there is a garage space and one off-street surface parking space available for your use during your stay. There is also ample street parking available in front of this property. This apartment has a completely open concept layout, the kitchen features granite counter tops and stainless steel appliances, there is a dining area that seats up to 6 people, and there is a large screen TV in the living room. Both bedrooms have queen sized beds. Enjoy cable and WiFi during your stay, or use the vintage stereo to stream music. There is a basement laundry room with free access to a washer and dryer. Spend some time on the private balcony, that is furnished with vintage patio furniture, if weather permits. Although completely updated, this is a two family property that was built at the turn of the twentieth century & the sound barrier is not perfect. You may be able to hear the people or pets in the lower unit or in neighboring properties from time to time, and they may be able to hear you. Thanks for being courteous to the neighbors! Riverwest is diverse, features great coffee shops, restaurants, bars, public transportation, parks, the Milwaukee River Greenway walking and bike trails - all within walking distance or a short drive. This property location is: * 8 blocks from the Brady St. entertainment district * 1 mile from the Oriental Theater - home of the Milwaukee Film Festival - as well as other entertainment options on the East Side. * 2 miles from downtown Milwaukee, Fiserv Forum, etc. * 1.5 miles (6 min by car) from the University of WI - Milwaukee * 1.5 miles from Lake Michigan The kitchen has all you need to cook, and grocery shopping is 3 blocks away. Guest access You will have access to the upper apartment in a 2 unit building, the laundry room in basement, private balcony and 1 parking space in the garage.

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.

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!

Tosa Village Studio Apartment
Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

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.

Stylish King Bed Retreat in Downtown MKE + 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.

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.

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

Modern, Comfortable and Updated in Shorewood!
Walking distance to bars, restaurants, coffee shops, parks and best of all... Lake Michigan! Extensive contemporary remodel with comfortable furniture and plush beds. If you'll need to get some work done we have a large desk and fast WIFI. Laundry is available for your use, located in the basement of home. Free & convenient street parking available in front of the home, always available!

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
Popular amenities for Milwaukee family-friendly rentals
Family-friendly home rentals with a hot tub

Happy Days Home close to all MKE attractions

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

The Little Gray House

Belleview House: Hot Tub, Fenced Backyard, Firepit

Amazing view, Modern Space

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

The Brady Street Inn & Gallery - Hot Tub

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

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

Bright & stylish home in Bay View

Charming home w/ fire pit, walk to Lake Michigan

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

The Carriage House in Sanger House Gardens

Entire Wauwatosa Home!

Fenced in backyard Close to Eaterys + Shops

The Cheese House
Family-friendly home rentals with a pool

Vacation home: heated inground pool on 4+ acres

Lace & Woods Farm "Hammer Hideaway"

Keefe Avenue-Upscale Queen Bedroom/Full Office

Big BLUE Skyline VIEW

Charming 1BR Apt 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 | $188 CAD | $184 CAD | $199 CAD | $201 CAD | $220 CAD | $244 CAD | $262 CAD | $247 CAD | $213 CAD | $209 CAD | $202 CAD | $198 CAD |
| 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 vacation rentals that are family-friendly in Milwaukee

Total vacation rentals
Explore 1,440 vacation rentals in Milwaukee

Nightly prices starting at
Milwaukee vacation rentals start at $14 CAD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 540 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
840 properties have a dedicated workspace

Wifi availability
1,420 of Milwaukee vacation 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
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula of Michigan Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Detroit Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Windsor Vacation rentals
- Ann Arbor Vacation rentals
- Twin Cities Vacation rentals
- Madison Vacation rentals
- Rentals with a patio Milwaukee
- Waterfront rentals Milwaukee
- Rentals with lake access Milwaukee
- Townhouse rentals Milwaukee
- Beachfront rentals Milwaukee
- Rentals with outdoor seating Milwaukee
- Rentals with pools Milwaukee
- Hotel rooms Milwaukee
- Loft rentals Milwaukee
- Rentals with a fireplace Milwaukee
- Apartment rentals Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washer and dryer Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- Rentals with beach access Milwaukee
- Cabin rentals Milwaukee
- Rentals with a hot tub Milwaukee
- Rentals with an EV charger Milwaukee
- Pet-friendly rentals Milwaukee
- Private suite rentals Milwaukee
- Lake house rentals Milwaukee
- Fitness-friendly rentals Milwaukee
- House rentals Milwaukee
- Condo rentals Milwaukee
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- Sunburst
- America's Action Territory
- Blue Mound Golf and Country Club
- The Rock Snowpark
- Little Switzerland Ski Area




