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

Total holiday rentals
Explore 1,530 holiday rentals in Milwaukee

Nightly prices starting at
Milwaukee holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 74,160 verified reviews to help you choose

Pet-friendly holiday rentals
Find 540 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
850 properties have a dedicated workspace

Wifi availability
1,520 of Milwaukee holiday rentals include wifi access

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

4.8 Average rating
Milwaukee stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Milwaukee’s top spots include Milwaukee County Zoo, Harley-Davidson Museum and Milwaukee Art Museum
Top-rated family-friendly rentals in Milwaukee
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

2BR Sunny Upper in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.
FamilyIndoor spacesAccuracy

Spotless, Walkable- Downtown, Fiserv Forum
Conveniently located in Historic Brewers Hill neighborhood. This UPPER UNIT 2 bed/2 bath unit is centrally located to Fiserv Forum, MSOE. Walkable to Lake Front Brewery and restaurants such as Uncle Wolfies and Avli. Fresh Thyme grocery is just down the hill. 6 min. walk. We also own a 3 bedroom option. The space hosts up to 7 please visit the link to the lower unit. https://www.airbnb.com/rooms/1609061719132973138guests=1&adults=1&s=67&unique_share_id=f8095770-326a-4972-8fa9-5f8c54574f6b
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MKE#299 -Adventure Awaits in Downtown/3rd Ward/Fis
Your family will be close to everything when you stay at this centrally-located place. Blocks from the Wisconsin Center, theater district, Wisconsin River, Historic Third Ward and more!!! This is a two bedroom apartment. The twin beds make for a great family vacation or push them together for a second king bed. The sofa folds out as well to accommodate up to 6 people. People watch through the veranda windows, relax and enjoy Milwaukee from this unique property. Fitness Center and 1 parking
KitchenIndoor spacesComfort

Lakeside Beauty
Stunning lower duplex on Lake Michigan in beautiful Bay View WI. Exceptionally large 2 bedroom unit boasts back yard overlooking Lake Michigan with fire pit for cozy evening fires. Unit is a mix of new and classic vintage. Walking distance to South Shore Yacht Club, South Shore Terrace Beer Garden, Award Winning restaurants, a unique European grocery store, and the second largest Farmer's Market in the state. Seven minutes to downtown Milwaukee. Owner lives upstairs. Two bikes available.
Indoor spacesFamilyCondition

Shorewood house - near shops w/ WiFi & parking
Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.
KitchenFamilyWifi

Bright Eastside MKE cottage w/ FREE Parking
Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.
Indoor spacesKitchenLaundry

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.
Indoor spacesFamilyHospitality

Historic Lower East Side Apartment with Lake Views
This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .
FamilyKitchenView

Modern Luxury 1BR Apt with Rooftop+Gym+Parking
Experience Milwaukee like a VIP! This luxury one-bedroom apartment offers the ultimate convenience with direct access to the Fiserv Forum through the building's enclosed skywalk. Whether you're in town for a game, a concert, or simply to explore, you'll love taking in the skyline views from the rooftop patio, working up a sweat in the fitness center, or relaxing in your sleek and comfortable private space.
KitchenFamilyNearby

Cream City Victorian | Parking | AC | Patio | Walk
Stay in our historic Cream City Victorian in Walker’s Point! Newly updated, sleeps 10 (option for 11th guest with pullout lounger). Features Central Air, 2 off-street parking spots, and a fenced-in backyard with seating and a gas firepit. Dogs welcome! Walkable to restaurants, bars, and breweries. Just a 3-5 minute Uber ride to downtown Milwaukee. Perfect for a getaway or special celebration!
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Luxe Brady St home, 5 min to Bucks/Marquette!
Walk to restaurants, bars, coffee & the lake! Free shuttle to Brewers & Bucks 1 block away. Fully renovated property w/backyard oasis. 2 parking spots provided Located in lively entertainment district Squeaky clean home with tons of amenities! 5 min to Fiserv Forum, Third Ward, Summer fest, Breweries, Art Museum, Children's Museum, Parks etc. Perfect for friends, families & colleagues!
Indoor spacesKitchenCheck-in

Lakeview Downtown Milwaukee Condo
This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.
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Popular amenities for Milwaukee family-friendly rentals
Family-friendly home rentals with a hot tub

Belleview House: Hot Tub, Fire Table, Fenced Yard
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Brew City Inn with Hot Tub | Summerfest House
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The Hottest Tub in MKE • Skyline Views • Sleeps 8
Indoor spacesFamilyCheckout

The Little Gray House
Indoor spacesFamilyPool

Barclay House in Walker's Point
Indoor spacesFamilyAmenities

Spacious Farmhouse with Large Yard and Hot Tub
KitchenFamilySleep quality

Happy Days Home close to all MKE attractions
FamilyIndoor spacesLayout

Quiet, Comfy Craftsman 2-BR with Private Hot Tub!
Indoor spacesFamilyHot tub
Family- and pet-friendly home rentals

Family friendly, Private Patio, Walkable, Quiet
Indoor spacesFamilyGrill

Spacious+Mod Booth St Apt w Yard | 5 min to Fiserv
Indoor spacesKitchenBiking

Historic Bay View Home
Indoor spacesFamilyBathroom

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl
FamilyKitchenCheck-in

Historic Walkers Point Home, Garage & Yard
Indoor spacesKitchenAccuracy

Spacious & Private 2 bdrm in the heart of Bayview
KitchenFamilyParking

Our Cozy Bay View Bungalow Getaway
FamilyKitchenDecor

Spacious Wauwatosa Home In Prime Location
KitchenIndoor spacesSkiing
Family-friendly home rentals with a pool

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

Rosie’s Eastside Garden Bungalow
Indoor spacesFamilyPool

The Dragonfly Loft
KitchenFamilySolo travel

Close to Lake with Great Ammenities & Breakfast!
FamilyIndoor spacesGetting around

Beautiful 6 bedroom with Heated Pool & Jacuzzi
FamilyIndoor spacesValue

Exclusive Milwaukee Home
FamilyKitchenOutdoor spaces

Vacation home: heated inground pool on 4+ acres
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2 Story - 2Br Condo
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When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $183 SGD | $185 SGD | $198 SGD | $193 SGD | $208 SGD | $249 SGD | $237 SGD | $223 SGD | $193 SGD | $194 SGD | $188 SGD | $188 SGD |
| 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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- Family-friendly rentals United States
- Six Flags Great America
- Kohler-Andrae State Park
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Baird Center
- Illinois Beach State Park
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Pabst Mansion
- Blackwolf Run Golf Course
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Gurnee Mills
- South Shore Park
- Mitchell Park Horticultural Conservatory
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park
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