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

Total vacation rentals
Explore 20 vacation rentals in Waukesha

Nightly prices starting at
Waukesha vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Waukesha vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Waukesha rentals

4.8 Average rating
Waukesha stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Waukesha
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.
FamilyIndoor spacesWalkability

In the Canopy (beautiful Brookfield/Milwaukee)
Relax “in the Canopy” of beautiful maples! If you’re looking for party central…this isn’t it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you’re in luck! Perfect location for quick access to the city—or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!
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Muskego Hideaway on 2 Acre Lot
Forget your worries in this beautifully updated 4 bedroom, 2 bath home on a 2 acre wooded hillside. Convenient location with easy access to the Milwaukee airport. Only a minute's drive to Little Muskego Lake and the sandy beach at Idle Isle Park. Easy drives to Alpine Valley, Lake Geneva, and The Rock Sports Complex. Only 2 minutes from I43 for easy access to Milwaukee for Brewers, Bucks, and the many festivals. Relax on the deck or patio and watch the deer and other wildlife in the backyard.
FamilyIndoor spacesHiking

The Cozy Coop | Private Upstairs Retreat | Sleep 8
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee off the balcony. Evenings are perfect by the fire pit under a starry sky. Just 5 minutes from Pewaukee Lake This private upper level comes with a large fenced in yard - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.
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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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Wisconsin Treehouse Getaway!
Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.
FamilyKitchenBackyard

★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!
Indoor spacesKitchenNearby

The Loft @ The Butler Place. 1846 homestead.
The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.
Indoor spacesFamilyAccess

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.
KitchenIndoor spacesCondition

Garden Retreat in law Suite
Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.
FamilyKitchenOutdoor spaces

A-Frame in forest on bike trail!
Classic A-Frame, in the woods. Borders the Kettle Moraine State Forest on 3 sides. Exterior: 2 acres, fully-fenced and dog-friendly. Hop on the "Connector" mountain bike trail right out the backyard. Or take a hike on the nearby Ice Age trail, Bald Bluff, John Muir, Nordic, or snowmobile trails. Interior: 1,500 square feet, 2 levels, open concept main living area with loft ceiling, wood-burning fireplace, 2 arcade machines, outdoor firepit, frisbee golf stand, etc.
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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.
FamilyIndoor spacesAmenities
Popular amenities for Waukesha family-friendly rentals
Family-friendly home rentals with a hot tub

Happy Days Home close to all MKE attractions
FamilyIndoor spacesAmenities

Walk 2 lake, pool table, bike, kayaks, hot tub
FamilyIndoor spacesHot tub

Clementine Cottage
KitchenFamilyTV

3BR Home w/ Hot Tub 1.5 blocks from Lake Como
Indoor spacesFamilyHiking

The Modern Cozy Spacious Corner
Indoor spacesKitchenAccess

Belleview House: Hot Tub, Fire Table, Fenced Yard
Indoor spacesFamilyLocation

The Hottest Tub in MKE • Skyline Views • Sleeps 8
FamilyIndoor spacesAir conditioning

Cabin Outdoor HotTub Sleeps 7 Pet Friendly
KitchenFamilyLaundry
Family- and pet-friendly home rentals

Oconomowoc Downtown River View
Indoor spacesFamilyTV

Black Squirrel Farmhouse - (Downtown Oconomowoc)
KitchenIndoor spacesCleanliness

Beautiful home on Okauchee Lake, WI
KitchenIndoor spacesPets

Entire Wauwatosa Home!
FamilyIndoor spacesQuiet

Designer Cottage-Parking, Patio, & New Kitchen
Indoor spacesFamilyCleanliness

Lakeside Retreat
Indoor spacesKitchenCondition

Charming log cabin in the woods
FamilyKitchenQuiet

3 Bedroom Muskego Home
KitchenIndoor spacesView
Family-friendly home rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool
Indoor spacesKitchenParking

The Landis, spacious condo w/ pool & king bed
KitchenFamilyBathroom

Rosie’s Eastside Garden Bungalow
FamilyIndoor spacesCheck-in

LakeView-SummerPool-FamilyFriendly-CloseToTown
KitchenFamilyBathroom

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
FamilyIndoor spacesView

Relaxing Villa with Amazing Amenities!
Indoor spacesKitchenView

Lake Geneva relaxation!
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Lake Geneva Cloud 9
KitchenIndoor spacesCleanliness
When is the best time to visit Waukesha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 606 | ﺩ.ﺇ 617 | ﺩ.ﺇ 521 | ﺩ.ﺇ 580 | ﺩ.ﺇ 650 | ﺩ.ﺇ 727 | ﺩ.ﺇ 1,003 | ﺩ.ﺇ 863 | ﺩ.ﺇ 705 | ﺩ.ﺇ 705 | ﺩ.ﺇ 712 | ﺩ.ﺇ 698 |
| 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
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- Six Flags Great America
- 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
- 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
- Lake Geneva Cruise Line
- Lake Geneva Ziplines & Adventures





