
Family-friendly vacation rentals in Wauwatosa
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wauwatosa
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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)

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

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.

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.

Funky 2BR in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in MKE's eclectic Bay View directly next to restaurants and bars. Minutes from downtown, Summerfest, art museum. You’ll have the entire first floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, record player, a work space in the master, and a comfy living room with a smart TV. The space has a small backyard area, an in-unit washer & dryer as well as 1 off-street parking space.

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.

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.

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.

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.

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.

The Little Gray House
Summer time in the 414! We've got a few small openings left this summer, maybe they work for you? Time to start thinking about booking for fall and winter so you can get in on the best little Airbnb around! All the home upgrades are done, and we'l be posting photos within the next couple of weeks. The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

Tosa Village | King Bed | Froedtert | Parking
This 1 bedroom 2nd Floor apartment has everything you need to feel at home with a location second to none. You will be staying directly on State St in the village of Wauwatosa - a wonderfully walkable neighborhood with amazing bars & restaurants, shops, and great proximity to Froedtert hospital. ✔ King Bed ✔ Fully Equipped Kitchen ✔ High-Speed Wi-Fi ✔ Free underground Parking ✔ Dedicated Workspace ✔ Roku Smart TVs ✔Parking + Elevator
Popular amenities for Wauwatosa family-friendly rentals
Family-friendly home rentals with a hot tub

Brew City Inn with Hot Tub | Summerfest House

Happy Days Home close to all MKE attractions

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

Belleview House: Hot Tub, Backyard, Fire Table

The Hottest Tub in MKE • Skyline Views • Sleeps 8

4BR Brady St Getaway w/ Hot Tub & Games

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

Spacious Family Retreat w Hot Tub & Movie Lounge
Family- and pet-friendly home rentals

Vintage Motel Inspired 1BR City View, Free Parking

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Designer Cottage-Parking, Patio, & New Kitchen

The Stallis Palace

Steps From Lake | AC | Bayview Gem | 1BR

That 70s Bungalow

The Auburn Place: Cozy 3BR Home in Wauwatosa
Family-friendly home rentals with a pool

Location! Inground pool! Multi-month only.

Brewers Hill Gem w/hot tub & seasonal shared pool

Vacation home: heated inground pool on 4+ acres

Pool and Hot Tub! Private Backyard Oasis!

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

Lace & Woods Farm "Hammer Hideaway"

Wooded Hills/Indoor Pool/Hot Tub/Arcade

7 1/2 Acre Private Estate w/inground pool, hot tub
When is the best time to visit Wauwatosa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 477 | ﺩ.ﺇ 488 | ﺩ.ﺇ 584 | ﺩ.ﺇ 485 | ﺩ.ﺇ 544 | ﺩ.ﺇ 621 | ﺩ.ﺇ 650 | ﺩ.ﺇ 643 | ﺩ.ﺇ 566 | ﺩ.ﺇ 551 | ﺩ.ﺇ 525 | ﺩ.ﺇ 533 |
| 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 Wauwatosa

Total vacation rentals
Explore 140 vacation rentals in Wauwatosa

Nightly prices starting at
Wauwatosa vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 6,240 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!
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Detroit Vacation rentals
- Minneapolis Vacation rentals
- Milwaukee Vacation rentals
- Wisconsin River Vacation rentals
- Windsor Vacation rentals
- Traverse City Vacation rentals
- Ann Arbor Vacation rentals
- Rentals with a fireplace Wauwatosa
- Rentals with outdoor seating Wauwatosa
- Pet-friendly rentals Wauwatosa
- Rentals with a fire pit Wauwatosa
- Fitness-friendly rentals Wauwatosa
- House rentals Wauwatosa
- Rentals with a patio Wauwatosa
- Rentals with a washer and dryer Wauwatosa
- Apartment rentals Wauwatosa
- Family-friendly rentals Milwaukee County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Riverside Theater
- Discovery World
- Blackwolf Run Golf Course
- Marquette University
- Lake Geneva Public Library
- Fiserv Forum
- Pabst Mansion
- South Shore Park
- Gurnee Mills
- American Family Field
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- Atwater Park





