Kid-friendly vacation rentals in Waukesha County

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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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Guest favorite

Home in Delafield

4.99 out of 5 average rating, 108 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.

Oct 26 – Nov 2

G$43,883 GYD per night

Guest favorite

Home in Menomonee Falls

4.93 out of 5 average rating, 73 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.

Oct 13 – 20

G$28,204 GYD per night

Guest favorite

Home in Wales

4.92 out of 5 average rating, 146 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Jan 13 – 20

G$31,944 GYD per night

Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 184 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. 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!

Sep 15 – 22

G$28,562 GYD per night

Guest favorite

Home in Waukesha

5.0 out of 5 average rating, 34 reviews

Convenient & Spacious Suburban Escape w/ KING BED

We are happy to welcome you to our spacious 2100 sq/ft home in a quiet residential neighborhood. There's many fun things to do near by, and we're only a short 20 min drive to downtown Milwaukee, and an hour from Madison with easy freeway access. We're near many parks, restaurants, malls, venues and much more. On the 2nd level we offer three large bedrooms and 2 full bathrooms and a half bath on the 1st level, a fully equipped kitchen, dedicated work spaces, fast WiFi and a large deck and yard.

Sep 16 – 23

G$48,886 GYD per night

Guest favorite

Home in Oconomowoc

4.92 out of 5 average rating, 142 reviews

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Downtown Oconomowoc, beach, bandshell, bars, shops, restaurants, lakes, kayak/boat rental, 2 public golf courses in town and 3 more within 10 minute drive, 31 parks including the imagination station million dollar play area!!! Lots of local hiking and bike trails through the kettle moraine, visit Lapham peak, government hill, scuppernong, and much more! Minutes to Holy Hill, from the tower you can see the beautiful Lake Country area for miles. Only 1.25 hr drive to the Devils lake state park!

Oct 17 – 24

G$41,927 GYD per night

Guest favorite

Cottage in Hartland

4.96 out of 5 average rating, 113 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.).

Jun 26 – Jul 3

G$30,048 GYD per night

Guest favorite

Home in Waukesha

4.92 out of 5 average rating, 88 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.

Jan 31 – Feb 7

G$27,133 GYD per night

Guest favorite

Home in Delafield

4.97 out of 5 average rating, 158 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.

Jan 26 – Feb 2

G$38,530 GYD per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 240 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.

Dec 25 – Jan 1

G$21,134 GYD per night

Guest favorite

Guest suite in Sussex

4.99 out of 5 average rating, 125 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.

Sep 19 – 26

G$30,301 GYD per night

Guest favorite

Guest suite in Brookfield

4.88 out of 5 average rating, 107 reviews

Family Friendly - Entire Guest suite

The lower level of our single family home is perfect for families of all kinds . It will give you all the comforts of home, including a spacious backyard, free parking, full-size kitchen, trampoline, fire pit, and a basketball hoop! Our home is 10 mins or less from: the Milwaukee County Zoo, Am Fam Field, STATE FAIR PARK; 15-25 min to downtown, Lake Michigan, numerous inland lakes including Pewaukee; 20 mins to airport; 35 mins to Alpine Valley & 15 MINS TO SUMMERFEST!

Aug 9 – 16

G$25,438 GYD per night