Family-friendly vacation rentals in Whitefish Bay

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Whitefish Bay

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A well-appointed living room features a spacious sectional couch and two vintage armchairs positioned around a circular wooden coffee table. Natural light fills the space through large windows adorned with light blinds, highlighting a decorative area rug with intricate patterns.
Apartment in Riverwest
4.91 out of 5 average rating, 268 reviews

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.

Guest favorite
A spacious living area features a large smart TV mounted on the wall, with modern furniture arranged for comfort. A sectional sofa and accent chair provide seating options. Natural light streams through the windows, and artistic touches enhance the welcoming atmosphere.
Apartment in Shorewood
4.92 out of 5 average rating, 101 reviews

Charming home w/ fire pit, walk to Lake Michigan

Welcome to our home in a quiet neighborhood, a short walk to gorgeous views over Lake Michigan and two blocks to restaurants, shopping, and nightlife. Gather around the fire pit and grill dinner in the back patio. Listen to our vinyl collection or stream your own music while playing board games next to the smart TV. Super-fast internet, a fully equipped kitchen with coffee & tea, and in-unit laundry. Two comfy queen beds + a sleeper sofa. Here with kids? We have toys, a Pack n' Play, & more.

Guest favorite
A uniquely decorated bathroom features a white sink with a black rim, positioned beneath an oval mirror. Bright tropical wallpaper displays vivid greenery and animal motifs. A yellow towel hangs on a gold ring, and a white toilet paper holder is positioned nearby.
Home in Shorewood
4.88 out of 5 average rating, 162 reviews

The Prospect House - Shorewood / Milwaukee, WI

From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath lower duplex house featuring a fully equipped kitchen, bright living space, classic creaky wood floors, comfy accommodations for 6. There's a variety of things to do in MKE including award winning dining, pro Sports, Brewery tours, music festivals and more! Indoors or outdoors, the fun is endless!

Guest favorite
A bright living area showcases a comfortable seating arrangement with decorative cushions. Potted plants add greenery, and light streams in through the large windows. Artwork adorns the walls, while a mix of textures is provided by the rugs and furnishings.
Apartment in Bay View
4.94 out of 5 average rating, 373 reviews

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.

Top guest favorite
The living room features a comfortable sectional sofa and a light-colored couch, accented with colorful pillows. A round wooden coffee table sits at the center, complemented by a decorative rug. Natural light filters through large windows with stained glass detailing.
Home in Shorewood
4.99 out of 5 average rating, 118 reviews

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.

Top guest favorite
A cozy living area features a soft sofa adorned with colorful cushions, complemented by an accent chair. A stylish glass coffee table sits atop a geometric-patterned rug. Natural light filters through two windows, enhancing the warm ambiance of the space.
Townhouse in Bay View
4.95 out of 5 average rating, 449 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!

Top guest favorite
Home in Murray Hill
4.97 out of 5 average rating, 105 reviews

Belleview House: Hot Tub, Fenced Backyard, Firepit

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 recently renovated and redecorated the entire home and backyard! ✔ Comfy King, Queen, and Twin Beds ✔ Hot Tub ✔ Fenced Backyard with Outdoor Fire Pit ✔ Lawn bowling, horseshoe & bean toss games ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Workspace

Guest favorite
A well-equipped kitchen features white cabinetry, stainless steel appliances, and green tile backsplash. The space is illuminated with recessed lighting and includes a dining area with a wood table. An open doorway leads to another room, enhancing the overall flow of the layout.
Home in Shorewood
4.95 out of 5 average rating, 128 reviews

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.

Top guest favorite
A sturdy entrance door with multiple glass panels is framed by textured stone walls. The door features a decorative wreath adorned with sunflowers and autumn accents, creating a welcoming entry point.
Apartment in Shorewood
4.88 out of 5 average rating, 106 reviews

English Tudor -Floor 3 Suite blocks from the beach

Total 4 beds - 2 Queen, 1 twin, 1 full Floor 3 is a private, peaceful, comfortable suite. Newly tiled bathroom and renovations throughout. Comfortably Sleeps 6 beds (2 queen, 1 double, 1 twin. There is 1 full bathroom. I have a cat that goes in the lower level stairway to access their restroom in the basement. But they do not go in the 3-floor unit. I also have 2 lovely dogs you may see when coming in.

Guest favorite
Apartment in Shorewood
4.85 out of 5 average rating, 130 reviews

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!

Guest favorite
The entrance features a charming facade with three large windows and a decorative door. A set of stairs leads up to the front door, flanked by a wrought-iron railing. Lush greenery surrounds the base, enhancing the welcoming appearance of the home.
Loft in Riverwest
4.87 out of 5 average rating, 627 reviews

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.

Top guest favorite
A cozy living area is displayed, featuring a brown sofa with colorful cushions and a patterned armchair. A wooden coffee table sits centrally on a textured rug, accompanied by a lamp that provides soft illumination. Natural light enters through large windows flanked by white curtains.
Home in Milwaukee
4.99 out of 5 average rating, 256 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, coffee brewer, and many more amenities. 5 minutes from UWM and close to lakefront, downtown, I43 and much more. A short ride to Summerfest grounds. Close to many restaurants of many different styles. You will feel at home in our cozy two bedroom flat.

Popular amenities for Whitefish Bay family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Whitefish Bay

  • Total vacation rentals

    Explore 30 vacation rentals in Whitefish Bay

  • Nightly prices starting at

    Whitefish Bay vacation rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 830 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Whitefish Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Whitefish Bay rentals

  • 4.8 Average rating

    Whitefish Bay stays are highly rated by guests—averaging 4.8 out of 5!