
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 $26 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.

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
4.98 out of 5 average rating, 108 reviews
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.
4.86 out of 5 average rating, 322 reviews
Third Ward - High End 1 Bedroom up to 6 + Parking
This is a top of the line one bedroom 1000+ sq foot condo in the heart of the Artistic and Posh Third Ward. There are only 31 units in the Atelier building. The space is immaculate and decorated with high end furnishings. This place is perfect for solo business executive in town for a short few weeks (or months) or up to a family of 4 to 6 that wants to experience all of what downtown offers. This building is next to local restaurants, The Hop Street Car, and the Public Market.
4.91 out of 5 average rating, 226 reviews
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.
4.93 out of 5 average rating, 164 reviews
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.
5.0 out of 5 average rating, 145 reviews
2BR Sunny Upper in Prime Bay View - w/ Parking
A sunny, design-forward 2BR right on Kinnickinnic Ave in the heart of Bay View, with some of Milwaukee’s best restaurants, bars, coffee and shops steps from your door. Minutes from downtown and Summerfest, the upper features a king and full Casper bed, bright kitchen, workspace and art-filled living room. Enjoy two private decks, in-unit laundry and free covered garage parking—a rare perk on KK. Pet-friendly and perfect for exploring Milwaukee on foot.
4.92 out of 5 average rating, 180 reviews
Our Cozy Bay View Bungalow Getaway
Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.
4.96 out of 5 average rating, 364 reviews
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.
4.96 out of 5 average rating, 169 reviews
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 .
4.91 out of 5 average rating, 785 reviews
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.
4.86 out of 5 average rating, 397 reviews
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!
4.99 out of 5 average rating, 160 reviews
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.
4.99 out of 5 average rating, 245 reviewsPopular amenities for Milwaukee family-friendly rentals
Family-friendly home rentals with a hot tub

Belleview House: Hot Tub, Fire Table, Fenced Yard
4.98 out of 5 average rating, 141 reviews
Brew City Inn with Hot Tub | Summerfest House
4.95 out of 5 average rating, 116 reviews
Barclay House in Walker's Point
4.99 out of 5 average rating, 154 reviews
The Little Gray House
5.0 out of 5 average rating, 321 reviews
The Hottest Tub in MKE • Skyline Views • Sleeps 8
4.93 out of 5 average rating, 293 reviews
Happy Days Home close to all MKE attractions
4.89 out of 5 average rating, 207 reviews
Quiet, Comfy Craftsman 2-BR with Private Hot Tub!
4.9 out of 5 average rating, 133 reviews
Spacious Farmhouse with Large Yard and Hot Tub
4.94 out of 5 average rating, 187 reviewsFamily- and pet-friendly home rentals

Artsy 4 Bedroom Home, Steps from Dining & Shops
4.9 out of 5 average rating, 109 reviews
Modern Brady St Apt, 3 Private Baths, Free Parking
4.95 out of 5 average rating, 141 reviews
Fabulous Walkers Point Mansion w/ Bar andFireplace
5.0 out of 5 average rating, 172 reviews
Spacious+Mod Booth St Apt w Yard | 5 min to Fiserv
4.95 out of 5 average rating, 171 reviews
Historic Walkers Point Home, Garage & Yard
4.95 out of 5 average rating, 195 reviews
Spacious Wauwatosa Home In Prime Location
4.98 out of 5 average rating, 221 reviews
Spacious & Private 2 bdrm in the heart of Bayview
4.97 out of 5 average rating, 173 reviews
Family friendly, Private Patio, Walkable, Quiet
4.9 out of 5 average rating, 106 reviewsFamily-friendly home rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool
4.92 out of 5 average rating, 199 reviews
Rosie’s Eastside Garden Bungalow
4.97 out of 5 average rating, 123 reviews
The Dragonfly Loft
4.87 out of 5 average rating, 714 reviews
Close to Lake with Great Ammenities & Breakfast!
4.78 out of 5 average rating, 171 reviews
Greendale Estate
New place to stay
Exclusive Milwaukee Home
4.94 out of 5 average rating, 54 reviews
Vacation home: heated inground pool on 4+ acres
4.95 out of 5 average rating, 20 reviews
2 Story - 2Br Condo
4.67 out of 5 average rating, 3 reviewsWhen is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 SGD | $186 SGD | $199 SGD | $194 SGD | $209 SGD | $250 SGD | $239 SGD | $225 SGD | $194 SGD | $195 SGD | $189 SGD | $189 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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- Six Flags Great America
- Kohler-Andrae State Park
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Baird Center
- Illinois Beach State Park
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- Riverside Theater
- Bradford Beach
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- Holy Hill National Shrine of Mary
- Blackwolf Run Golf Course
- Pabst Mansion
- Wisconsin State Fair Park
- Lake Geneva Public Library
- Gurnee Mills
- South Shore Park
- Mitchell Park Horticultural Conservatory
- Discovery World
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