
Family-friendly holiday rentals in Wauwatosa
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Wauwatosa

Total holiday rentals
Explore 150 holiday rentals in Wauwatosa

Nightly prices starting at
Wauwatosa holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 6,640 verified reviews to help you choose

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
140 of Wauwatosa holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.
KitchenIndoor spacesCheckout
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.
KitchenFamilyAccuracy
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
KitchenIndoor spacesLayout
4.89 out of 5 average rating, 127 reviews
Sunny State Fair Sojourn!
Renovated upper unit in a 1902 Victorian home. 2 bedroom, one bath, kitchen, dining area, living room, and office space! Less than one block from Wisconsin State Fair Park, The Milwaukee Mile and local bus routes! Minutes from American Family Field, Milwaukee County Zoo, and more! Local shuttle to Summerfest and other concerts and sporting events withing walking distance! Private balcony, free parking for one car, private laundry in the unit. Owner occupied lower for over 25 years!
FamilyIndoor spacesLong stay
4.95 out of 5 average rating, 259 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)
Indoor spacesKitchenParks
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.
Indoor spacesKitchenParks
4.92 out of 5 average rating, 171 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.
FamilyKitchenAir conditioning
4.96 out of 5 average rating, 270 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.
KitchenFamilyWalkability
4.98 out of 5 average rating, 221 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.
Indoor spacesFamilyPets
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.
KitchenIndoor spacesWalkability
4.87 out of 5 average rating, 398 reviews
Central, Game Room, Quiet Walkable Area
Beautiful luxurious 4 bedroom (bonus sunroom) home central to everything Milwaukee has to offer. Located in sought after quiet community due to its proximity to all main attractions while providing safety and peace for residents and visitors. Our property is less than 10mins from heart of Milwaukee, walking distance to main attractions such as Brewers stadium and state fair. We do our absolute best to be exceptional hosts so hope you decide to stay with us.
FamilyKitchenSleep quality
4.87 out of 5 average rating, 186 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.
KitchenFamilyComfort
4.96 out of 5 average rating, 170 reviewsPopular amenities for Wauwatosa family-friendly rentals
Family-friendly home rentals with a hot tub

Happy Days Home close to all MKE attractions
Indoor spacesKitchenOutdoor spaces
4.89 out of 5 average rating, 207 reviews
Quiet, Comfy Craftsman 2-BR with Private Hot Tub!
FamilyIndoor spacesParking
4.9 out of 5 average rating, 133 reviews
The Hottest Tub in MKE • Skyline Views • Sleeps 8
Indoor spacesFamilyBarbecue
4.93 out of 5 average rating, 293 reviews
Brew City Inn with Hot Tub | Summerfest House
KitchenIndoor spacesWalkability
4.95 out of 5 average rating, 116 reviews
Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!
KitchenFamilyRiver
4.94 out of 5 average rating, 199 reviews
Belleview House: Hot Tub, Fire Table, Fenced Yard
FamilyKitchenCondition
4.98 out of 5 average rating, 141 reviews
Barclay House in Walker's Point
Indoor spacesKitchenBeach
4.99 out of 5 average rating, 154 reviews
Large Downtown Home w/ Hot Tub & Huge Backyard
KitchenIndoor spacesCheckout
4.92 out of 5 average rating, 319 reviewsFamily- and pet-friendly home rentals

Fenced in backyard close to eaterys + shops
FamilyIndoor spacesTV
4.98 out of 5 average rating, 263 reviews
That 70s Bungalow
FamilyIndoor spacesLocation
4.91 out of 5 average rating, 159 reviews
Designer Cottage-Parking, Patio, & New Kitchen
Indoor spacesKitchenSleep quality
4.81 out of 5 average rating, 209 reviews
★Cozy Beach Themed Home★2 Beds★Spacious Parking★
Indoor spacesFamilyLaundry
4.8 out of 5 average rating, 194 reviews
West Allis Oasis
Indoor spacesKitchenCondition
4.88 out of 5 average rating, 134 reviews
Our Cozy Bay View Bungalow Getaway
FamilyIndoor spacesCheckout
4.96 out of 5 average rating, 364 reviews
Near to all Milwaukee favorites/ Free Parking/WiFi
Indoor spacesFamilyCheck-in
4.94 out of 5 average rating, 276 reviews
Modern Brady St Apt, 3 Private Baths, Free Parking
Indoor spacesKitchenAmenities
4.95 out of 5 average rating, 142 reviewsFamily-friendly home rentals with a pool

The Dragonfly Loft
Indoor spacesFamilyHeating
4.87 out of 5 average rating, 715 reviews
Brewers Hill Gem w/hot tub & seasonal shared pool
KitchenFamilyWalkability
4.93 out of 5 average rating, 200 reviews
Rosie’s Eastside Garden Bungalow
Indoor spacesKitchenBackyard
4.97 out of 5 average rating, 123 reviews
Close to Lake with Great Ammenities & Breakfast!
KitchenFamilyBarbecue
4.78 out of 5 average rating, 171 reviews
Beautiful 6 bedroom with Heated Pool & Jacuzzi
FamilyIndoor spacesCondition
4.92 out of 5 average rating, 62 reviews
Exclusive Milwaukee Home
KitchenIndoor spacesHospitality
4.94 out of 5 average rating, 53 reviews
2 Story - 2Br Condo
Indoor spacesKitchenQuiet
4.67 out of 5 average rating, 3 reviews
Location! Inground pool! Multi-month only.
When is the best time to visit Wauwatosa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $228 NZD | $233 NZD | $278 NZD | $254 NZD | $275 NZD | $308 NZD | $310 NZD | $306 NZD | $270 NZD | $263 NZD | $250 NZD | $254 NZD |
| 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 |
Destinations to explore
- Chicago Holiday rentals
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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





