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Kid-friendly vacation rentals in Waukesha County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Waukesha County

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Home in Pewaukee

4.8 out of 5 average rating, 104 reviews

Pewaukee Lake Access/Slip 5 bedroom 2 bath home

YouTube -"Pewaukee Lake glamping" 1min 29 second video of exterior property. NOTE: This shows PROXIMITY to lake and TRAIN TRACKS, they do blow horn. Lake Access and slip across street in this 5 bed/2 bath home. Beautiful downtown public beach is just a short 10 min walk away. No Parking on Grass, 4 spots available. Also includes: Use of a kayak and tandem kayak on site at your own risk. Dock and kayaks guaranteed to be in place Memorial day to Labor Day though we aim for May 1st to Oct 1st.

Home in Delafield

4.99 out of 5 average rating, 127 reviews

Modern Lake Country Farmhouse in Delafield

Just a half mile outside downtown Delafield, this charming, modern farmhouse is clean, updated and well stocked. There's plenty of space to have a peaceful, relaxing stay. Easy access to golf, lakes (like Nagawicka and Upper & Lower Nemahbin), parks (like Lapham Peak State Park), hiking, biking and x-country skiing. Enjoy walking access to restaurants and shops in Delafield. Just minutes off I-94 in Lake Country, conveniently located between Milwaukee and Madison. 30 minutes from Fiserv Forum.

Home in Menomonee Falls

4.94 out of 5 average rating, 108 reviews

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.

Guest suite in Brookfield

5 out of 5 average rating, 210 reviews

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!

Home in Muskego

4.88 out of 5 average rating, 103 reviews

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.

Cottage in Hartland

4.95 out of 5 average rating, 132 reviews

Cozy cottage in the heart of Lake Country

Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

Townhouse in Waukesha

4.92 out of 5 average rating, 123 reviews

Remodeled 2 bedroom 1 bath private home

Cozy gem sleeps up to 5. Renovated Interiors w/ large balcony overlooking serene yard. Enjoy an eastern sunrise during your morning coffee, or a starry night next to the warmth of a fire. 1 mile from 94 - 20 minutes from Milwaukee. Fully stocked kitchenette. Gas burning stove/oven, microwave, coffee maker, full size fridge/freezer, in unit washer/dryer, wifi, smart tv, wireless printer, private large balcony w/ heater for cooler nights. Perfect space for a couple or traveling profesional.

Home in Wales

4.95 out of 5 average rating, 118 reviews

Charming, Updated and Historic

This is truly a memorable, charming, and welcoming place to stay. You will have the home to yourself. You will love the warm feel, woodwork, and historical prominence of this home. It is very charming throughout and is on a large 1.5-acre estate size lot. The price quoted here is for 1-2 people and a 1 Bedroom suite with 1.5 Baths. Under this listing we can open up to three suites and accept six guests. If need more there than 2 guests and 1 suite we are happy to make you a custom offer.

Home in Oconomowoc

4.91 out of 5 average rating, 44 reviews

Oconomowoc Downtown River View

Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.

Home in Delafield

4.96 out of 5 average rating, 164 reviews

Nagawicka Woods-Beautiful Lake Country Ranch Home

Welcome to Nagawicka Woods, a beautiful home located in Delafield, WI in the heart of Lake Country. Minutes from lake access to: Nagawicka, Okauchee, Pewaukee, Pine, Namahbin & Oconomowoc Lakes. 2 blocks from St. John's NW Military Academy, 6 minutes from Rogers Memorial Hospital, half an hour from Milwaukee & one hour from Madison. This home sleeps 6 (a pack n play is available.) Ideal for couples, family, small groups or a girlfriends getaway. Set on a quiet 1.5 private acres.

Guest suite in Sussex

4.96 out of 5 average rating, 277 reviews

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.

Guest suite in Sussex

4.99 out of 5 average rating, 136 reviews

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.

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Popular amenities for Waukesha County kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Pewaukee

4.9 out of 5 average rating, 52 reviews

Log Cabin 2 mins from Pewaukee lake 3BR/2BA

Home in Oconomowoc

4.92 out of 5 average rating, 168 reviews

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Home in Milwaukee

4.91 out of 5 average rating, 55 reviews

The Good Land Getaway: Ideal location, hot tub

Home in Waukesha

5 out of 5 average rating, 4 reviews

Farmhouse "The Inn"

Home in Menomonee Falls

4.67 out of 5 average rating, 12 reviews

Entire furnished home in an upscale neighborhood

Home in Mukwonago

4.96 out of 5 average rating, 48 reviews

Relaxing Lake House Getaway on Phantom Lake

Home in Oconomowoc

4.95 out of 5 average rating, 19 reviews

The Paddle House

Home in Menomonee Falls

5 out of 5 average rating, 15 reviews

Suburban Comfort

Kid-friendly apartment rentals

Rental unit in Milwaukee

4.93 out of 5 average rating, 229 reviews

Flexhome Brewery District M4 - Fiserv+Gym+Parking

Rental unit in Fort Atkinson

4.95 out of 5 average rating, 240 reviews

‘The Part Time Local’ - A boho small town retreat.

Rental unit in Wauwatosa

4.98 out of 5 average rating, 325 reviews

Great Location, Wauwatosa (upper unit)

Rental unit in West Allis

4.96 out of 5 average rating, 131 reviews

Sunny State Fair Sojourn!

Rental unit in Lake Geneva

4.98 out of 5 average rating, 890 reviews

Geneva Street Inn in Maple Park Historic District

Rental unit in West Allis

4.96 out of 5 average rating, 190 reviews

Clean 1bd/1bath close to everything!

Rental unit in Elkhorn

4.94 out of 5 average rating, 375 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Rental unit in West Allis

4.91 out of 5 average rating, 299 reviews

The Cheese House

Kid-friendly condo rentals

Condo in Lake Geneva

4.93 out of 5 average rating, 490 reviews

Charming, Cozy & Eclectic Condo in Lake Geneva!

Condo in Lake Geneva

4.94 out of 5 average rating, 168 reviews

Beautiful Villa with Amenities Galore

Condo in Racine

4.97 out of 5 average rating, 240 reviews

Gorgeous renovated 1200sf apt with lake views

Condo in Milwaukee

4.81 out of 5 average rating, 295 reviews

2 Bedroom condo w/ king beds/Free parking/downtown

Condo in Lake Geneva

4.98 out of 5 average rating, 120 reviews

Magnificient views in a Lakefront condo, Fireplace

Condo in Lake Geneva

4.95 out of 5 average rating, 128 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

Condo in Milwaukee

4.99 out of 5 average rating, 202 reviews

Bay View - Lake View on the Park w/Secret Lounge

Condo in Milwaukee

4.98 out of 5 average rating, 222 reviews

Penthouse Historic Old World 3rd St (Fiserv Forum)

Destinations to explore