
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 $34 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, 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.

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)

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.

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

★Cozy Beach Themed Home★2 Beds★Spacious Parking★
Cozy and quaint two bedroom beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, and restaurants! Peaceful and quiet residential spot with plenty of parking on premises. Amenities include: Spacious Parking, TV with Hulu & HBO Max, WiFi, Self Check in, Fresh Sheets & Towels, Hairdryer, Fully Stocked Kitchen, Washer & Dryer, Reading Material, and much 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.

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.

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.

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

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
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
Family-friendly home rentals with a hot tub

Happy Days Home close to all MKE attractions

Quiet, Comfy Craftsman 2-BR with Private Hot Tub!

Barclay House in Walker's Point

Belleview House: Hot Tub, Fire Table, Fenced Yard

Brew City Inn with Hot Tub | Summerfest House

The Hottest Tub in MKE • Skyline Views • Sleeps 8

Downtown-2 King Beds-hot tub-Double Shower-Parking

Spacious Farmhouse with Large Yard and Hot Tub
Family- and pet-friendly home rentals

West Allis Oasis

The Stallis Palace

Funky 2BR in Prime Bay View - w/ Parking

KING BED/Amazing Location/Free parking/Wi-Fi

Designer Cottage-Parking, Patio, & New Kitchen

Vintage Motel Inspired 1BR City View, Free Parking

That 70s Bungalow

MKE 2BR Flat+PKG|5M to Brewers |15M to Airport
Family-friendly home rentals with a pool

The Peacock Place w/ Shared Seasonal Outdoor Pool

The Dragonfly Loft

Close to Lake with Great Ammenities & Breakfast!

Rosie’s Eastside Garden Bungalow

Beautiful 6 bedroom with Heated Pool & Jacuzzi

2 Story - 2Br Condo

Location! Inground pool! Multi-month only.

HARLEY RIDERS WELCOME!! 30min from all dealers
When is the best time to visit Wauwatosa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $220 NZD | $226 NZD | $270 NZD | $246 NZD | $266 NZD | $298 NZD | $300 NZD | $297 NZD | $261 NZD | $254 NZD | $242 NZD | $246 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
- Illinois Beach State Park
- Baird Center
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Blackwolf Run Golf Course
- Fiserv Forum
- Lake Geneva Public Library
- Discovery World
- Mitchell Park Horticultural Conservatory
- Holy Hill National Shrine of Mary
- Wisconsin State Fair Park
- Gurnee Mills
- Betty Brinn Children's Museum
- South Shore Park
- Lake Geneva Cruise Line





