
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 ﺩ.ﺇ 73 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.

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.
4.98 out of 5 average rating, 272 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.
4.94 out of 5 average rating, 115 reviews
Entire Wauwatosa Home!
Private, Renovated Home in Wauwatosa w/ Master Bedroom Suite, Workspace, Free Parking, Full Kitchen & Fitness Area 6 guests, 4 beds, 3 bedrooms, 2 full baths In walking distance of local restaurants & bars Near Hospitals 3.6 mi to State Fair Park 4.6 mi to Fiserv Forum 6.3 mi to Miller High Life Theater 6.9 mi to Summerfest Grounds -Washer & Dryer -WIFI -Smart TV -Fitness bike & equipment -Coffee bar -Towels -Toiletries -Dishes, Dishwasher -Games -Security System -Fenced Yard
4.89 out of 5 average rating, 126 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, County Zoo, Downtown, Harley Museum, Art Museum & Summerfest/Lakefront festival grounds. Only 1 parking space/off street parking.(Owner does live on the property)
4.98 out of 5 average rating, 406 reviews
AVL-Entire Home-MKE/Tosa (next to Hart Park)
*Home is located in the heart of the Wauwatosa village! *One block walking distance to full service grocery store and numerous bars and pubs. *Charming patio with tables and gas grill . *Includes 2-car garage. Free off-street parking available. *Very quiet residential neighborhood with quick accessibility to highway. *2.3 miles to Miller Park or Miller Brewery. *12 minute drive to Milwaukee->Fiserv Forum, The Rave, Eastside, Brady Street, 3rd Ward, Summerfest grounds and Lake Michigan.
4.92 out of 5 average rating, 171 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.
4.88 out of 5 average rating, 195 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.
4.98 out of 5 average rating, 221 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.
4.96 out of 5 average rating, 270 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.
4.93 out of 5 average rating, 120 reviews
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.
4.87 out of 5 average rating, 398 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.
4.96 out of 5 average rating, 169 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!
5.0 out of 5 average rating, 321 reviewsPopular amenities for Wauwatosa family-friendly rentals
Family-friendly home rentals with a hot tub

Quiet, Comfy Craftsman 2-BR with Private Hot Tub!
4.9 out of 5 average rating, 133 reviews
Happy Days Home close to all MKE attractions
4.89 out of 5 average rating, 207 reviews
Downtown-2 King Beds-hot tub-Double Shower-Parking
4.98 out of 5 average rating, 114 reviews
Brew City Inn with Hot Tub | Summerfest House
4.95 out of 5 average rating, 116 reviews
Belleview House: Hot Tub, Fire Table, Fenced Yard
4.98 out of 5 average rating, 141 reviews
The Hottest Tub in MKE • Skyline Views • Sleeps 8
4.93 out of 5 average rating, 293 reviews
Barclay House in Walker's Point
4.99 out of 5 average rating, 154 reviews
Arcade Victorian Mansion · Sleeps 23 · 7 BR
4.87 out of 5 average rating, 120 reviewsFamily- and pet-friendly home rentals

West Allis Oasis
4.88 out of 5 average rating, 134 reviews
Fenced in backyard close to eaterys + shops
4.98 out of 5 average rating, 262 reviews
Designer Cottage-Parking, Patio, & New Kitchen
4.81 out of 5 average rating, 208 reviews
2BR Sunny Upper in Prime Bay View - w/ Parking
4.92 out of 5 average rating, 180 reviews
That 70s Bungalow
4.91 out of 5 average rating, 159 reviews
★Cozy Beach Themed Home★2 Beds★Spacious Parking★
4.8 out of 5 average rating, 194 reviews
Spotless, Walkable- Downtown, Fiserv Forum
4.98 out of 5 average rating, 108 reviews
Modern Brady St Apt, 3 Private Baths, Free Parking
4.95 out of 5 average rating, 141 reviewsFamily-friendly home rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool
4.92 out of 5 average rating, 199 reviews
Rosie’s Eastside Garden Bungalow
4.97 out of 5 average rating, 123 reviews
The Dragonfly Loft
4.87 out of 5 average rating, 714 reviews
Close to Lake with Great Ammenities & Breakfast!
4.78 out of 5 average rating, 171 reviews
Beautiful 6 bedroom with Heated Pool & Jacuzzi
4.92 out of 5 average rating, 61 reviews
Exclusive Milwaukee Home
4.94 out of 5 average rating, 54 reviews
2 Story - 2Br Condo
4.67 out of 5 average rating, 3 reviews
Luxury 5BR | Indoor Pool + Theater | Sleeps 12+
4.39 out of 5 average rating, 18 reviewsWhen 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 533 | ﺩ.ﺇ 577 | ﺩ.ﺇ 646 | 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 |
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- Six Flags Great America
- Kohler-Andrae State Park
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Baird Center
- Illinois Beach State Park
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Blackwolf Run Golf Course
- Pabst Mansion
- Wisconsin State Fair Park
- Lake Geneva Public Library
- Gurnee Mills
- South Shore Park
- Mitchell Park Horticultural Conservatory
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park





