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.

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Guest favourite

Cottage in Richfield

4.95 out of 5 average rating, 245 reviews

Peaceful weekend or extended stay, full amenities

The Country Retreat at the historic Schmitz Family Farm is close to many attractions, ideal for couples, families, girls' weekends, extended stays, business travel, and is dog friendly. Enjoy a sunrise or sunset, get cozy at the fireplace, or indulge in the many activities our area has to offer. We feature two beautiful bedrooms, living room with two sleeper sofas (can also be used as a third bedroom, as door closes for privacy), laundry room, full kitchen, coffee nook, quiet deck and backyard.

Guest favourite

Rental unit in Lower East Side

4.84 out of 5 average rating, 259 reviews

Best location in Milwaukee! Lower Duplex Unit

LONG TERM STAYS WELCOME. Unit is right off Brady Street, One of the best streets in Milwaukee. Over 70 places to eat or drink within walking distance, including bars with free shuttles to brewers games and Summerfest. There are many shops and grocery stores in the neighborhood and everything you could possibly want is a short Uber ride away. Best enjoyed by up to six people whether they be couples, friends, solo adventurers, business travelers, families (with kids), and furry friends (pets).

Guest favourite

Condo in Milwaukee

4.98 out of 5 average rating, 220 reviews

Penthouse Historic Old World 3rd St (Fiserv Forum)

Spacious and stylish penthouse suite on 5th floor with panoramic views of Historic Old World Third St Entertainment District. Includes 2 bedrooms, 2 full bathrooms, fully equipped kitchen, dining and entertainment area. Our restaurant, Oak Barrel Public House, is on the 1st floor. Parking is available at an outdoor public lot behind the building for $15 per night for two cars. Centrally located. Just 1-2 blocks from: - Fiserv Forum - Baird Center - UW Milw Panther Arena - The Marcus Center

Guest favourite

Townhouse in Bay View

4.95 out of 5 average rating, 386 reviews

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!

Guest favourite

Condo in Shorewood

4.92 out of 5 average rating, 276 reviews

English Tudor - Upper Flat blocks from the beach

Sophisticated 100 Yr Old English Tudor Upper Flat with hardwood floors, crown moldings, sunken living room, natural fireplace, built-in bookcases, and fully furnished. Spacious 2200 sq. foot 2nd-floor unit. Safe and QUIET neighborhood just blocks from Atwater beach. Cats are on the property and do not go any guest space. Make sure you have the correct number of guests on your reservation request. Bookings on a Friday or Saturday are required to include both nights.

Superhost

Rental unit in West Allis

4.79 out of 5 average rating, 290 reviews

Kegel's Inn - Studio - Classic Apartment #3

Quaint little studio with lots of old-world character. This one-room studio has original hardwood floors, heavy wood ceiling beams and 1930's tile work in the bathroom. The apartment looks down on 59th street, which for the summer months between May and November, hosts the Kegels Beer Garden on the street! We're one of the last Authentic German restaurants and Inn's left in country and the studio apartment is right above it! We hope you love this place as much as we do!

Guest favourite

Home in Milwaukee

4.95 out of 5 average rating, 229 reviews

Spacious house, yard & hot tub easy drive downtown

My spacious home spreads out over three levels on 1/3 acre in a quiet residential neighborhood, and is about one mile from most downtown restaurants, bars, breweries, and entertainment venues. Having easy access to the freeway and downtown it's a perfect location from which to explore the city, or to relax and have fun in the home with its many included amenities. Don’t forget your swimsuits so you can enjoy the new salt water hot tub with moto massage seats.

Guest favourite

Rental unit in West Allis

4.91 out of 5 average rating, 294 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Guest favourite

Townhouse in Riverwest

4.91 out of 5 average rating, 222 reviews

Amazing view, Modern Space

Relax in a 7-person hot tub with unbeatable city views! This chic, two-level condo perched on a hill above the Milwaukee River offers stunning panoramic views of the skyline. Just a 10-15 minute stroll from North Ave, Brady St, and downtown, you're in the heart of it all. Featuring 3 bedrooms, 2 baths, 2 cozy gas fireplaces, in-unit laundry, Wi-Fi, 2 flat-screen TVs, and a massive 29x10 porch with patio furniture, this stylish getaway has it all!

Superhost

Rental unit in Riverwest

4.82 out of 5 average rating, 129 reviews

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.

Guest favourite

Guesthouse in Riverwest

4.86 out of 5 average rating, 286 reviews

Cozy Brewer's Hill Coach House

Studio coach house is up stairs above garage and on a quiet street. Included kitchen, bathroom, one Queen bed and some seating, being 2 blocks away from a skyline view and nearby bars. 1 parking space is included. Cats and dogs OK. This is a perfect space to come back to after a day of adventuring in Milwaukee. We love this city and have lots of suggestions on things to do, places to eat and how to get around!

Guest favourite

Home in Walker's Point

4.93 out of 5 average rating, 185 reviews

HGTV Renovated Home with GREAT backyard!

Welcome to our Walker's Point home! This house was renovated for an HGTV pilot, and now is a great home for family gatherings, girls' weekends, and wedding parties! It’s located a few blocks from restaurants, bars, and wedding venues. It features a beautiful clawfoot tub, large master bedroom, and an amazing backyard oasis, great for grilling out! Also available for photoshoots. We look forward to hosting you!