
House holiday rentals in Milwaukee
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Top-rated house rentals in Milwaukee
Guests agree: These houses are highly rated for location, cleanliness and more.

*Fenced in yard/parking/parks and plants*
Perfect for families! We have a cozy light filled home in a quiet walkable neighborhood of Bayview. Enjoy the back porch with a coffee or local brew. We are a 5 minute drive from the airport, 10 min to downtown Mke and 5 minute walk to public transit. Parks are in walking distance as well as cafes & restaurants. Our home is a great place for couples, solo adventurers, business travelers, families, groups, and furry friends (Fee of $150 up to two well behaved dogs) Relax, unwind & enjoy our home!

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl
Located right on South Shore Park with views of Lake Michigan. Just a 3 minute walk to South Shore Beach and the Oak Leaf Trail, and just a 6 minute drive to downtown Milwaukee. This two story treetop loft occupies the upper two levels of a large historic house and has a large 400 sqft 2nd story deck overlooking the park and lake with a 4' natural gas fire bowl. Also features indoor bioethanol fireplace and full bar with a wine-chiller. The perfect place to kick back and relax with friends!

East Side MKE |3BR | Walkable | Sauna | Parking
Welcome to your cozy Milwaukee getaway! Stay in a charming East Side maple hardwood floors, modern amenities, and a private sauna. Relax on the patio, then walk to dining, nightlife, and coffee shops on North Ave and Brady St. The lakefront with walking & biking paths is minutes away. Includes one off-street parking spot plus street parking. Close to UWM, St. Mary’s Hospital, and free shuttle pickup to American Family Field. Quick rides to Summerfest, Fiserv Forum, the Art Museum & more!

Quiet Bay View Getaway
Enjoy this modern, updated 1 bedroom, 1 full bath, private lower suite located across from the airport and just minutes from Lake Michigan, downtown, and trendy Bayview nightlife! Conveniently located less than 2 minutes from multiple freeways! Walking distance to many restaurants and coffee shops. Less than a 9 minute drive to Miller Park, Fiserv Forum, State Fair, and more! Perfect for couples or traveling professionals who want easy access to everything Milwaukee has to offer!

Brewers Hill cottage, newly renovated near FiServ!
Enjoy easy access to everything from this Brewers Hill cottage located between the upper Eastside and Downtown Milwaukee. When you’re here you’ll have walkability to many bars, breweries, eateries and Fiserv Forum. When your day concludes enjoy a small fire in the backyard with your favorite beverage. This house is perfect for small, younger families and it is also professionally cleaned and maintained after every guest! Ample parking in the private driveway and on the street

Bright 1.5BR in the Heart of Bay View - w/ Parking
Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Blair House 1890
Amazing location! Beautiful, newly renovated 2BR upper floor of a duplex built in 1890 is your cozy launch pad to explore Milwaukee. Only steps from the many breweries, restaurants and shops on historic Brady St, this house is tucked away on a safe and quiet street with easy street parking. Relax outside under the shaded pergola or enjoy city views from the front porch. The location, great natural light, comfy bedrooms, and stylish decor- sets this house apart!

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.

Steps From Lake | AC | Bayview Gem | 1BR
Welcome to your spacious Bayview retreat! This bright and airy 1-bed, 1-bath apartment sits across from Cupertino Park, offering beautiful views from the front windows. The open-concept kitchen flows into a sunlit living area, perfect for enjoying your morning coffee. The spacious bedroom and closet allow ample storage. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

Charming Bayview House, steps from MKE Merriment!
You will be in the heart of the Bayview neighborhood, centrally-located, three blocks from the vibrant restaurant and bar scene on historic Kinnickinnic Avenue. Enjoy a walk through Humboldt Park. Easily explore the eclectic, independent, and creative hub that makes Bayview so special. You are a 10-minute ride from the airport, and a 10-minute ride to the MKE Public market. Our cozy home and all-embracing neighborhood are waiting for you.

Mid-Century Inspired Upper Duplex in Bay View
Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property.

Barclay House in Walker's Point
Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We just recently added a new hot tub!
Popular amenities for Milwaukee house rentals
House rentals with a pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Brewers Hill Gem w/hot tub & seasonal shared pool

The Peacock Place w/ Shared Seasonal Outdoor Pool

Close to Lake with Great Ammenities & Breakfast!

Townhome Villa private oasis

HARLEY RIDERS WELCOME!! 30min from all dealers
Weekly house rentals

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

East Side 2nd floor Gem

3 Bedroom Muskego Home

Captain's Quarters

Cozy, Cute, & Clean !

House in Alverno Neighborhood

The Pony Store in Vibrant Walker’s Point

Cream City Victorian | Parking | AC | Patio | Walk
Private house rentals

Your home away from home

Duplex in Bay View-Downtown just minutes away

Bay View Cottage - Fenced Corner Lot, Walk to Lake

Beautiful safe quiet home in great location

South Shore Guesthouse

Near Froedtert & 3 min Drive to Am Fam Field

Historic Elegance in Prime Location!

Historic Milwaukee Gem Near Lake Michigan and UWM
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $228 NZD | $218 NZD | $238 NZD | $249 NZD | $266 NZD | $298 NZD | $328 NZD | $300 NZD | $259 NZD | $268 NZD | $251 NZD | $251 NZD |
| 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 |
Quick stats about house rentals in Milwaukee

Total holiday rentals
Explore 1,150 holiday rentals in Milwaukee

Nightly prices starting at
Milwaukee holiday rentals start at $33 NZD per night before taxes and fees

Verified guest reviews
Over 44,920 verified reviews to help you choose

Family-friendly holiday rentals
870 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 390 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
650 properties have a dedicated workspace

Wi-Fi availability
1,130 of Milwaukee holiday rentals include Wi-Fi 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
Destinations to explore
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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Bradford Beach
- Sunburst
- Milwaukee Public Museum
- Baird Center
- Discovery World
- Blackwolf Run Golf Course
- American Family Field
- Riverside Theater
- Little Switzerland Ski Area
- Marquette University
- Gurnee Mills
- Betty Brinn Children's Museum
- Lake Geneva Cruise Line
- Fiserv Forum
- Lake Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library




