
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$4,183 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.

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)
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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.
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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.
FamilyIndoor spacesHospitality

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!
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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
FamilyIndoor spacesLocation

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.
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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.
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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.
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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
KitchenFamilyTV

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.
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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!
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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
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Popular amenities for Wauwatosa family-friendly rentals
Family-friendly home rentals with a hot tub

Downtown-2 King Beds-hot tub-Double Shower-Parking
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Happy Days Home close to all MKE attractions
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Quiet, Comfy Craftsman 2-BR with Private Hot Tub!
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Belleview House: Hot Tub, Fire Table, Fenced Yard
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Barclay House in Walker's Point
FamilyIndoor spacesAccess

The Hottest Tub in MKE • Skyline Views • Sleeps 8
Indoor spacesFamilyGetting around

Brew City Inn with Hot Tub | Summerfest House
Indoor spacesKitchenCheck-in

Bark Lake, Entire Home, Private Lake Frontage 50ft
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Family- and pet-friendly home rentals

Spacious Wauwatosa Home In Prime Location
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Relax close to everything in Milwaukee
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★Cozy Beach Themed Home★2 Beds★Spacious Parking★
FamilyKitchenBeach

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

Designer Cottage-Parking, Patio, & New Kitchen
FamilyIndoor spacesLocation

That 70s Bungalow
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2BR Sunny Upper in Prime Bay View - w/ Parking
KitchenIndoor spacesHospitality

Vintage Motel Inspired 1BR City View, Free Parking
FamilyKitchenQuiet
Family-friendly home rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool
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Close to Lake with Great Ammenities & Breakfast!
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The Dragonfly Loft
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Rosie’s Eastside Garden Bungalow
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Beautiful 6 bedroom with Heated Pool & Jacuzzi
Indoor spacesFamilyHot tub

Exclusive Milwaukee Home
KitchenIndoor spacesBackyard

Vacation home: heated inground pool on 4+ acres
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2 Story - 2Br Condo
KitchenIndoor spacesCleanliness
When is the best time to visit Wauwatosa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,192 GYD | G$27,820 GYD | G$33,258 GYD | G$30,330 GYD | G$32,840 GYD | G$36,814 GYD | G$37,023 GYD | G$36,605 GYD | G$32,212 GYD | G$31,376 GYD | G$29,911 GYD | G$30,330 GYD |
| 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
- American Family Field
- Baird Center
- Illinois Beach State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Blackwolf Run Golf Course
- Pabst Mansion
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Gurnee Mills
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park





