Family-friendly vacation rentals in Wauwatosa

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Wauwatosa

  • Total vacation rentals

    Explore 150 vacation rentals in Wauwatosa

  • Nightly prices starting at

    Wauwatosa vacation rentals start at G$4,185 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,640 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Wauwatosa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wauwatosa rentals

  • 4.8 Average rating

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

Top-rated family-friendly rentals in Wauwatosa

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

1 of 1 pages1 / 1
Top guest favorite
A living area features large windows with natural light filtering through sheer curtains. Comfortable seating includes a plush sofa with red accent pillows, a matching armchair, and an ottoman. A textured area rug adds visual interest to the hardwood floor.
Apartment in Wauwatosa
4.98 out of 5 average rating, 398 reviews

Great Location, Wauwatosa (upper unit)

This bright & super clean upper (19 stairs) 2 bedroom duplex is in the heart of East Tosa. ( Bel Air Cantina, Cranky Al's, Rocket Baby, Rosebud Theater, il Mito, North Ave. Grill, Camp Bar and micro brewery within 1/2 a block to 4 blocks of this house) Centrally located for quick access to Medical College/Froedert, Am Fam Field, Milwaukee County Zoo, Downtown, Harley Museum, Milwaukee Art Museum & Summerfest/lakefront festival grounds. 1 space off street parking.(Owner does live on the property)

Top guest favorite
The exterior of a two-story brick duplex is shown, featuring a welcoming entrance. Lush green lawns are bordered by manicured flower beds. Steps lead to the front door, flanked by hanging flower baskets and illuminated by wall-mounted lanterns. A concrete pathway curves gently through the yard.
Bungalow in Wauwatosa
4.98 out of 5 average rating, 271 reviews

Wauwatosa/MKE “Inglewood Place” Historic Place

Great location! Near all Milwaukee attractions and village of Wauwatosa.Cozy, upper two-bedroom duplex with keyless entry in quiet east Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular restaurants and bars in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital. Near AmFam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee.

Top guest favorite
A well-lit living area features a large sectional sofa adorned with decorative pillows. A natural wooden coffee table is positioned on a soft area rug. Sunlight filters through the wooden blinds of the windows, illuminating the neutral-colored walls and the minimalist decor.
Apartment in Wauwatosa
4.94 out of 5 average rating, 112 reviews

Charming Newly Renovated 2 BR in Village of Tosa

Come stay at this newly renovated upper bungalow duplex in the Village of Wauwatosa. Enjoy the many bars, restaurants, coffee shops and local establishments within walking distance in the vibrant and bustling Tosa Village. In addition to the easy access to local businesses, you can enjoy a stroll in Hart Park a walk, bike, or rollerblade down scenic Menomonee Parkway. Accessibility to many surrounding communities like downtown Milwaukee, Brookfield, Waukesha, Menomonee Falls, New Berlin.

Guest favorite
A spacious living area features a blue sectional sofa and a yellow accent chair, offering an inviting seating arrangement. A brown coffee table sits on a patterned rug, while large windows allow for natural light. A desk with a chair is positioned nearby for work or leisure.
Home in West Allis
4.88 out of 5 average rating, 130 reviews

West Allis Oasis

Come stay with us at West Allis Oasis in West Allis, WI, bring your pets too! Your cozy 2-bedroom, 1-bathroom home on a quiet street in a fantastic neighborhood. Dog-friendly and perfect for families or solo travelers, enjoy easy access to I-94 and the State Fair Park just a few blocks away. Our home offers a peaceful retreat with comfortable furnishings, a fully equipped kitchen, cozy bedrooms, and large fenced in yard. Book your stay today for the perfect blend of comfort and convenience!

Superhost
A living area features a wooden futon adorned with colorful cushions, accompanied by a striped armchair. A flat-screen TV is positioned on a dark wood desk. Natural light filters through the window, highlighting the hardwood floor and a textured area rug in multiple colors.
Apartment in Milwaukee
4.88 out of 5 average rating, 190 reviews

MKE Bungalow, Driveway Parking, Long-Stays Welcome

Welcome to our comfortable 2 BR, 4-bed private upper unit bungalow apartment with an easy keypad for self check-in and off-street parking. There are 3 window AC units , one in both bedrooms and one in the living room. Only 12 min to downtown, 7 min to Miller Park, 9 to Froedtert Hospital, and a 3 minute ride (half-mile walk) to all that North Ave and East Tosa have to offer. Great for long term stays and families. We provide a stroller, a high-chair, a pack’n’play, board games and more.

Guest favorite
A cozy sleeping area features a wrought iron bed with white linens and several pillows. Two nightstands with lamps are placed on either side. A fan is mounted on the ceiling, while emerald green curtains frame a window beside a floral wall art piece.
Apartment in West Allis
4.95 out of 5 average rating, 130 reviews

Nice 1 BR Apt, WIFI & Office, Near State Fair

This beautifully furnished upper duplex offers a cozy and comfortable living space in a safe and peaceful neighborhood. The kitchen comes fully equipped with all the necessary supplies for cooking and dining, and the garage and driveway provide convenient parking options. Stay connected with the included WIFI and watch YouTube TV. Nice Office space. Conveniently located near major freeways, downtown, hospitals, and the State Fair Grounds. Book now for a stress-free and enjoyable stay

Top guest favorite
A spacious sleeping area is furnished with a large bed, complimented by soft white linens. A wooden dresser and a chair provide storage and seating options. Natural light filters through a nearby door, enhancing the welcoming ambiance of the room.
Bungalow in Wauwatosa
4.96 out of 5 average rating, 262 reviews

Tosa Respite (second floor, private suite)

Beautiful, private, second floor suite nestled in a quaint Wauwatosa neighborhood, Tosa Respite is a getaway within the city. Tosa Respite is conveniently located a stone’s throw from Interstate 94, Froetdert Hospital, The Medical College of WI, the Ronald McDonald House, State Fairgrounds, and biking/walking trails. Also walking distance to shops, cafés, restaurants, with a Bublr hub around the corner. Owner lives on premise and operates a private studio on the first floor.

Top guest favorite
A newly remodeled kitchen features wooden cabinetry and a dark countertop, paired with modern appliances. A large sink and a stovetop are highlighted, along with a window that provides a view of the outside. The flooring is made of warm wood, enhancing the overall design.
Home in Wauwatosa
4.98 out of 5 average rating, 218 reviews

Spacious Wauwatosa Home In Prime Location

We just finished remodeling the kitchen and all 3 bathrooms in our unique tri-level mid-century modern home. There are 4 bedrooms offering an array of accommodations as well as a couch with a pull-out queen bed. If you like to cook, our new kitchen is amazing! There is a fireplace room with a lovely view outside, a laundry room and a TV with cable, a DVR, and streaming apps like Netflix. WIFI is available. This is a quiet family neighborhood. No parties and please be respectful.

Guest favorite
A single-story ranch-style home is presented, featuring a well-maintained exterior with a light-colored stone façade. Green grass surrounds the property, complemented by neatly trimmed bushes and a paved walkway leading to the front door. The roof is covered with gray shingles under a partly cloudy sky.
Home in Wauwatosa
4.92 out of 5 average rating, 115 reviews

Relax close to everything in Milwaukee

Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

Superhost
A welcoming front porch features a rocking chair beside a small table. A decorative doormat lies at the entryway, and potted flowers add color to the space. The glass door allows natural light to enter, framing the comfortable indoor setting.
Townhouse in Wauwatosa
4.87 out of 5 average rating, 100 reviews

Central Location, Private Patio, Walkable, Quiet

Fun quiet central location. Space offers 2BRs 2 Baths & 2 living areas. Fiber internet and two working areas. Note that second space is in finished basement. Patio w/ fire pit. Kitchen fully stocked, stove, refrig, dishwsher & microwave (All Stainless steel). Washer and Dryer. Quiet neighborhood and walking distance to coffee shop, top restaurants, sports pubs, walking trail and more. Bus line right outside or 8 min by Uber to downtown Milwaukee. Parking available

Top guest favorite
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
4.96 out of 5 average rating, 162 reviews

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.

Top guest favorite
A hot tub is positioned on a wooden deck with a view of a fenced backyard, featuring charming seating areas surrounded by lush greenery. Potted plants line the space, and a geometric-patterned rug adds a pop of color beneath outdoor furniture.
Home in Wauwatosa
5 out of 5 average rating, 313 reviews

The Little Gray House

The Little Gray House is better than ever! This spring we completed many upgrades inside and out - check out our photos! We've got a few small openings left this summer, maybe they work for you? Time to book for fall and winter holidays so you can get in on the best little Airbnb around! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

Popular amenities for Wauwatosa family-friendly rentals

When is the best time to visit Wauwatosa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,200 GYDG$27,828 GYDG$33,268 GYDG$30,339 GYDG$32,850 GYDG$36,825 GYDG$37,034 GYDG$36,616 GYDG$32,222 GYDG$31,385 GYDG$29,920 GYDG$30,339 GYD
Avg. temp-4°C-3°C3°C8°C14°C20°C23°C22°C18°C12°C5°C-1°C