
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 1,510 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 71,600 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
1,500 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.

NEW 2Br Downtown Home w/ Garage, Yard, Walkable
Nestled in the vibrant Walker's Point neighborhood, this charming home offers the perfect urban retreat. The stylish 4-bedroom abode combines modern amenities with cozy ambiance; whether you're exploring the bustling streets or enjoying a night in, this home provides a quiet and convenient base for your Milwaukee adventures. With easy access to eclectic dining, unique shops, and lively entertainment, you'll find plenty to see and do. 5 Min to Historic Third Ward 10 Min to Milwaukee Art Museum

Clock Tower Loft Close to Key Attractions
This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

Bay View MKE Hideaway - with Parking!
Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Belleview House: Hot Tub, Backyard, Fire Table
Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

Historic Walker’s Point Home, Garage & Yard
Welcome to The Bentley Hotel, a luxury selection of townhouses decorated with everyone in mind. We aim to provide a quality experience and memories that will last a lifetime. This townhome is finished with top of the line amenities including a 60” smart TV, board games, organic coffee and teas, a full kitchen with Caraway non-stick pans, workout mats, dumbbells and more. This is your new home away from home and the perfect place to gather whether you are in town for business or pleasure!

Historic Gem|Steps to UWM|Lake Mich|Free Parking
🔹 5-Star Rated | Superhost Quality | Fast Wi-Fi | Free Parking 🔹 🏡 Experience a Slice of Milwaukee’s History in a 100-Year-Old Home! Step inside this charming first-floor retreat—a beautifully preserved prairie-style home blending historic elegance with modern convenience. Located right across from UWM, this top-rated Airbnb is perfect for visiting students, faculty, families, and travelers looking for a relaxing, walkable neighborhood.

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 .

King Bed Retreat with MKE Views + Parking
Practical conveniences are included to make your stay seamless. Included off-site parking is available nearby, and detailed instructions will be provided before your arrival. High-speed WiFi, secure floors through fob access, and self check-in ensure the experience is smooth and stress-free. The building itself reflects Milwaukee’s industrial roots while offering the safety and comfort that modern travelers expect.

MKE#205 -Milwaukee's Prize near Fiserv/3rd Ward/DT
Enjoy your new home along historic Wisconsin Avenue; Just 100 feet from the river. Plankinton Clover features wood flooring, stainless steel appliances, quartz counter tops, in-unit washer and dryers, and high ceilings. Community amenities include a fitness center with on-demand workout classes, a club room, skywalk connection, 1 parking space provided, and access to 3rd Street Market Hall!

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.

Hugel Hutte - Log Cabin Getaway
Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.

Heart of Brady St | Smart TV’s | Full Kitchen | AC
Immerse yourself in urban chic at our stylish 1-bedroom Milwaukee home! Relax on the roomy sectional, walk to gourmet groceries, top restaurants, and vibrant nightlife. A short drive takes you to Brewers, Bucks games, and concerts. Discover unique art & design that adds character. Don't miss out—book now for an unforgettable Milwaukee experience!
Popular amenities for Milwaukee family-friendly rentals
Family-friendly home rentals with a hot tub

Brew City Inn with Hot Tub | Summerfest House

Happy Days Home close to all MKE attractions

6BR house, yard, hot tub - 5 min drive downtown

Large Downtown Home w/ Hot Tub & Huge Backyard

The Little Gray House

Arcade Victorian Mansion · Sleeps 23 · 7 BR

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

Spacious Family Retreat w Hot Tub & Movie Lounge
Family- and pet-friendly home rentals

Historic East Side Duplex, 3BD. No Cleaning Fee!

Charming Bayview House, steps from MKE Merriment!

Modern Lux Home | Sleeps 12 | Walk to Brady St Fun

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

Vintage UWM Duplex on Downer - Pet-friendly 2BR

Classic charm, two bedrooms, lower flat.

The Art Lodge

Cream City Victorian | Parking | AC | Patio | Walk
Family-friendly home rentals with a pool

Location! Inground pool! Multi-month only.

North End 519

Brewers Hill Gem w/hot tub & seasonal shared pool

Nautical Splash Pad! Pool and Hot Tub

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

Lace & Woods Farm "Hammer Hideaway"

7 1/2 Acre Private Estate w/inground pool, hot tub

2 Story - 2Br Condo
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $186 SGD | $188 SGD | $201 SGD | $184 SGD | $203 SGD | $224 SGD | $241 SGD | $227 SGD | $196 SGD | $197 SGD | $191 SGD | $191 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
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Windsor Holiday rentals
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Madison Holiday rentals
- Rentals with beach access Milwaukee
- Townhouse rentals Milwaukee
- Fitness-friendly rentals Milwaukee
- Pet-friendly rentals Milwaukee
- Waterfront rentals Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- Rentals with a fireplace Milwaukee
- Rentals with an EV charger Milwaukee
- Apartment rentals Milwaukee
- Private suite rentals Milwaukee
- Rentals with a patio Milwaukee
- Rentals with a hot tub Milwaukee
- House rentals Milwaukee
- Lakehouse rentals Milwaukee
- Rentals with outdoor seating Milwaukee
- Hotel rooms Milwaukee
- Flat rentals Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Rentals with lake access Milwaukee
- Loft rentals Milwaukee
- Rentals with pools Milwaukee
- Family-friendly rentals Milwaukee County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Riverside Theater
- Discovery World
- Blackwolf Run Golf Course
- Marquette University
- Lake Geneva Public Library
- Gurnee Mills
- American Family Field
- Fiserv Forum
- South Shore Park
- Pabst Mansion
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Geneva Ziplines & Adventures
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory





