Milwaukee Vacation Rentals - HolidayHomes base64Hash Milwaukee Vacation Rentals - HolidayHomes

Milwaukee Vacation Rentals

Browse 2,039 available vacation homes and compared across 9 trusted partners

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Top-Rated Vacation rentals in Milwaukee

Book the highest-rated Milwaukee vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Apartment Lower East Side
Spacious 3 bedroom Farmhouse. Walkable to Brady St!
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Apartment Murray Hill
Fully equipped apartment with BBQ, terrace & yard | Lake view | Suitable for remote work
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House Honey Creek Parkway
Vacation home with yard, barbeque & terrace
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House Bluemound Heights
Vacation home with terrace, hot tub & yard
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House Lower East Side
Vacation home with barbeque & patio
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House Riverwest
Vacation home with heated pool, terrace & yard
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House Riverwest
Family-friendly vacation home with garden, grill & patio
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House Northpoint
Cream City Lounge Parking AC Patio Pets Sleeps 11
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House Lower East Side
Brady St - Secret Garden - Fire Pit - Chic Victorian - Family Friendly
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House Bay View
Charming Vintage Farmhouse 3 Bedroom Oasis
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House Bay View
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
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House Lower East Side
House with patio | Suitable for remote work
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Apartment Lower East Side
Modern Comfort in Historic Milwaukee Sleeps 8
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House Lower East Side
Cozy 4 Bedroom on Popular Historic Brady St
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House Lower East Side
Vacation home | City view | Suitable for remote work
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Top 15 most Recommended Vacation Rentals in Milwaukee

Discover your ideal Milwaukee vacation rental with real-time comparisons of 2,039 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Menomonee River Hills
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with patio & barbecue

Menomonee River Hills, Milwaukee, Wisconsin, United States
Spacious house rental in Menomonee River Hills accommodating 10 guests, featuring a modern kitchen perfect for family meals.
from $369
per night
(23)
View deal
House Harambee
House ∙ 9 guests ∙ 4 bedrooms

Beautiful house with 4 bedrooms for 9 persons

Harambee, Milwaukee, Wisconsin, United States
This house rental in Harambee accommodates 9 guests and features a spacious backyard for outdoor relaxation.
from $294
per night
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House Morgan Heights
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue & garden | Good for workation

Morgan Heights, Milwaukee, Wisconsin, United States
This house rental in Morgan Heights accommodates 6 guests and features a spacious yard for outdoor enjoyment.
from $185
per night
(3)
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House Menomonee River Hills
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented vacation home with BBQ

Menomonee River Hills, Milwaukee, Wisconsin, United States
Spacious house rental in Menomonee River Hills accommodates 8 guests and features a family-friendly atmosphere with ample parking.
from $194
per night
(33)
View deal
House Graceland
House ∙ 10 guests ∙ 4 bedrooms

House with garden

Graceland, Milwaukee, Wisconsin, United States
This house rental in Graceland accommodates 10 guests and features a spacious backyard perfect for outdoor gatherings.
from $279
per night
(14)
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House Tippecanoe
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue

Tippecanoe, Milwaukee, Wisconsin, United States
This house rental in Tippecanoe accommodates 6 guests and features a family-friendly environment.
from $205
per night
(31)
View deal
Apartment Lower East Side
Apartment ∙ 3 guests ∙ 1 bedroom

Holiday apartment with grill | Good for workation

Lower East Side, Milwaukee, Wisconsin, United States
This apartment rental in the Lower East Side accommodates 3 and features a modern kitchen for convenient cooking.
from $360
per night
(5)
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House Riverwest
House ∙ 7 guests ∙ 4 bedrooms

Fully equipped house with terrace | Good for workation

Riverwest, Milwaukee, Wisconsin, United States
This house rental in Riverwest accommodates 7 guests and features a spacious kitchen for convenient cooking and dining.
from $399
per night
(26)
View deal
House Merrill Park
House ∙ 8 guests ∙ 3 bedrooms

House with 3 bedrooms for 8 persons

Merrill Park, Milwaukee, Wisconsin, United States
This house rental in Merrill Park accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $381
per night
(15)
View deal

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