Family-friendly vacation rentals in Whitefish Bay

4.91 out of 5 average rating, 117 reviews

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

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.

Indoor spacesKitchenDecor

4.88 out of 5 average rating, 184 reviews

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

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!

Indoor spacesFamilyHiking

5.0 out of 5 average rating, 150 reviews

Modern Home Near Downtown | Rooftop Patio + Garage

Beautiful 2400 sq ft newer construction home located in Milwaukee's Historic Brewer's Hill neighborhood <1 mile from the heart of downtown. Perfect for large groups! -Open floor plan on main level - easy flow for groups! -Large rooftop patio with several seating areas + electric grill -4 bedrooms plus finished basement equipped with pullout sofa -3.5 bathrooms - 1 master shower, 2 tub showers -Attached 2 car garage -FAST WiFi - up to 1 GB -Shuffleboard & arcade game -High chair & pack 'n play

FamilyIndoor spacesWalkability

4.95 out of 5 average rating, 116 reviews

Brew City Inn with Hot Tub | Summerfest House

Welcome to another property by “GNRHomes”! Make some memories at this luxurious, unique and family-friendly residential home on a quiet street. Newly renovated 1900’s home with both historic charm and modern luxury. Walkable to many major bars and restaurants. A few minutes to most popular MKE attractions, DM for more info. By booking this home you have access to the entire space and private hot tub with an garage oasis. Great central location to discover all that Milwaukee has to offer.

FamilyIndoor spacesCheckout

4.99 out of 5 average rating, 147 reviews

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

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.

FamilyKitchenComfort

4.98 out of 5 average rating, 194 reviews

A spacious living area features a light-colored sectional sofa adorned with decorative pillows, positioned around a wooden coffee table. Exposed wooden beams add character to the ceiling, while framed artwork lines the walls, contributing to the well-lit and inviting atmosphere.

Condo in Lower East Side

Private East Side Milwaukee flat with fenced yard

Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

FamilyIndoor spacesBackyard

4.9 out of 5 average rating, 108 reviews

A cozy living room features a dark leather sofa and armchairs arranged around a coffee table with a warm wood finish. Large windows allow natural light to fill the space. A patterned area rug adds texture to the hardwood floor, enhancing the room's welcoming ambiance.

Home in Shorewood

Cream City Home - Shorewood

Welcome to our spacious and stylish Airbnb in the heart of Shorewood! This lower unit of a duplex offers two comfortable bedrooms, a fully equipped kitchen, a cozy living room, and a private backyard patio. Our home is located in a quiet and friendly neighborhood, just a short walk away from Lake Michigan and local restaurants and shops. With modern amenities and classic decor, our Airbnb provides a comfortable and convenient home base for your next Wisconsin adventure.

FamilyKitchenBiking

A welcoming hallway is displayed, featuring light-colored walls and a combination of wooden and tile flooring. An ornate mirror hangs on one wall, while decorative hooks are mounted nearby. Natural light streams in through a window beside the front door, enhancing the inviting atmosphere.

5.0 out of 5 average rating, 145 reviews

Bright Eastside MKE cottage w/ FREE Parking

Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

FamilyIndoor spacesParks

An open living area features a modern style with a gray sofa and a wooden coffee table at the center. A dining space with a dark table and chairs is visible to the left, while a staircase leads to the upper level in the background.

4.89 out of 5 average rating, 117 reviews

Cozy 2-bedroom cottage close to everything!

This newly remodeled, cozy cottage has been called a hidden gem. It’s walking distance from Bayshore Mall. Five minute walk to biking/hiking trail, Milwaukee River for fishing and kayaking and Whitefish Bay. Twelve minutes from Lake Michigan, Downtown and the Historic Third Ward! Booking requirements: Full/Complete Air BnB profile. Government ID check for pre-approval and upon arrival. No parties or events. Active noise monitoring device. No pets allowed.

Indoor spacesFamilySleep quality

4.88 out of 5 average rating, 225 reviews

An open-concept living space features a modern kitchen with a large island and stainless steel sink, complemented by pendant lighting. A comfortable seating area with a light-colored sofa and large windows invites natural light, while a dining area with white chairs is visible in the background.

Home in Mequon

Mequon Ranch Experience

Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!.

FamilyKitchenPool

4.96 out of 5 average rating, 169 reviews

A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.

Home in Wauwatosa

Historic on The Avenue

Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

KitchenIndoor spacesCondition