House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Milwaukee house rentals
House rentals with a pool
Home in Menomonee Falls
4.96 out of 5 average rating, 24 reviewsYour Own Spacious Place with a Pool & Peloton
Dec. 7 – 14
Home in Germantown
4.75 out of 5 average rating, 60 reviewsParadise In Germantown! Swim 365 days indoor pool.
Jun. 28 – Jul. 5
Home in Sussex
4.85 out of 5 average rating, 82 reviewsAmazing Five Bedroom Milwaukee Vacation Home!!
Mar. 22 – 29
Home in Milwaukee
4.94 out of 5 average rating, 81 reviewsThe Gem of Brewers Hill w/hot tub & heated pool
Dec. 28 – Jan. 4
Home in Milwaukee
4.89 out of 5 average rating, 18 reviewsCentral Location w/ Skyline View
Feb. 13 – 20
Home in River Hills
4.95 out of 5 average rating, 39 reviewsExclusive Milwaukee Home
Aug. 16 – 23
Home in Mequon
A Rustic Retreat w Heated Pool
Oct. 3 – 10
Home in Milwaukee
4.97 out of 5 average rating, 89 reviewsThe Peacock Place
Aug. 19 – 26
Weekly house rentals
Home in Muskego
4.98 out of 5 average rating, 142 reviews3 Bedroom Muskego Home
Jan. 6 – 13
Home in Milwaukee
5.0 out of 5 average rating, 14 reviewsEntire Cozy Cottage! Pet Friendly, No Cleaning Fee
Nov. 20 – 27
Home in Milwaukee
4.92 out of 5 average rating, 64 reviewsClassy MKE River West -Lower
Apr. 1 – 8
Home in Milwaukee
4.96 out of 5 average rating, 71 reviewsCharming Milwaukee Bungalow Apartment
Sep. 10 – 17
Home in Milwaukee
4.91 out of 5 average rating, 22 reviewsQuiet Bay View Getaway
Jul. 30 – Aug. 6
Home in Milwaukee
4.93 out of 5 average rating, 29 reviewsUnique creative space in great MKE location!
Feb. 22 – Mar. 1
Home in Milwaukee
5.0 out of 5 average rating, 7 reviewsLower Level Suite near Brady St
May 13 – 20
Home in Saint Francis
4.88 out of 5 average rating, 24 reviewsNear Airport 1 Bedroom
Nov. 29 – Dec. 6
Private house rentals
Home in Milwaukee
5.0 out of 5 average rating, 25 reviewsCharming Milwaukee Bungalow 10 min from Everything
Dec. 1 – 8
Home in Milwaukee
4.82 out of 5 average rating, 67 reviewsThat 70s Bungalow
Nov. 7 – 14
Home in Milwaukee
4.98 out of 5 average rating, 56 reviewsHarry’s Hideaway
Sep. 3 – 10
Home in Greendale
4.97 out of 5 average rating, 73 reviewsThe Robin's Roost LLC
Mar. 29 – Apr. 5
Home in Wauwatosa
4.87 out of 5 average rating, 23 reviewsThe Swan Dive | Tosa Art Loft
Jun. 11 – 18
Home in Milwaukee
4.89 out of 5 average rating, 47 reviewsUnique Eastside mid-century modern apartment
Nov. 17 – 24
Home in Wauwatosa
4.97 out of 5 average rating, 36 reviewsQuiet/Comfy 2 Bedroom Upper-Modern Mid-Century
May 30 – Jun. 4
Home in Milwaukee
5.0 out of 5 average rating, 13 reviewsPeriwinkle Place, Bay View
Jun. 7 – 14
Quick stats about house rentals in Milwaukee
Total rentals
1.1K properties
Rentals with dedicated workspaces
640 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
360 properties allow pets
Family-friendly rentals
840 properties are a good fit for families
Total number of reviews
33K reviews
Destinations to explore
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