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Milwaukee, WI villas
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216 Villa rentals in Milwaukee, WI

Check Out Vacation Homes with a Pool in Milwaukee, WI

Choosing a vacation home in Milwaukee, WI with a pool means a private swim is always available.

2 Story - 2br Condo - Milwaukee, WI
9.3 3 reviews
Milwaukee, WI
06/27 – 06/28
$290/nightfor 1 night

2 Story - 2br Condo

1 4
house , Milwaukee
This Milwaukee condo, perfect for families or business travelers, offers easy access to Milwaukee attractions, though precise distances aren't specified in the listing.
The two-bedroom, 1.5-bathroom unit features approximately 320 square feet of living space, a private patio, in-unit laundry, and access to a shared seasonal pool; it comfortably sleeps five guests.
Cozy Home Near All Milwaukee Attractions - Milwaukee, WI
9.5 25 reviews
Milwaukee, WI
10/30 – 11/02
$255/nighttotal: $765 (3 )

Cozy Home Near All Milwaukee Attractions

4 3
house , Milwaukee
Cozy Home is located in Milwaukee, just a short drive from Miller Park and Marquette University, offering convenient access to both sporting events and cultural experiences. This vacation rental has earned excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 4-bedroom house provides ample space for up to 19 guests, with a total floor area of 1190 square feet. Cozy Home features a fully equipped kitchen, a private terrace, a garden, and a jacuzzi, offering a range of amenities for relaxation and entertainment.

Best family friendly Milwaukee, WI villas and beach houses

Among the 216 accommodations in Milwaukee, WI, here are the 4 best family friendly villas and beach houses

Black Sheep Cottage!\ncharming 2-bedroom Cottage In Peaceful West Allis - Milwaukee, WI
10 15 reviews
Milwaukee, WI
10/16 – 10/18
$229/nighttotal: $458 (2 )

Black Sheep Cottage!\ncharming 2-bedroom Cottage In Peaceful West Allis

2 3
cottage , West Allis
This West Allis cottage offers convenient access to the Wisconsin State Fair Park and Milwaukee County Zoo, placing you near major attractions and Milwaukee's cultural scene.
The two-bedroom, two-bathroom house comfortably sleeps four guests with two queen beds, a full kitchen including a dishwasher, Wi-Fi, and in-unit laundry; nearby attractions include Henry Maier Festival Park and American Family Field.
Luxe East Side Gem | Walk To Lake & Uwm | Garage - Milwaukee, WI
10 62 reviews
Milwaukee, WI
06/24 – 06/26
$364/nighttotal: $728 (2 )

Luxe East Side Gem | Walk To Lake & Uwm | Garage

1 2
house , Milwaukee
This Milwaukee East Side townhouse is a two-minute walk from the University of Wisconsin–Milwaukee and a five-minute walk from Lake Michigan, offering easy access to restaurants, nightlife, and the lakefront.
The three-bedroom, one-bathroom home sleeps six guests and features a fully equipped Prairie-Style kitchen, private garage parking, 1000 Mbps WiFi, and a shared backyard; queen memory foam mattresses and blackout curtains ensure a comfortable stay.
Whole House In Bay View + Fenced-in Yard + Parking - Milwaukee, WI
10 60 reviews
Milwaukee, WI
07/01 – 07/31
$288/nighttotal: $8640 (30 )

Whole House In Bay View + Fenced-in Yard + Parking

1 5
house , Milwaukee
This Milwaukee house rental is conveniently located in the Bay View neighborhood, seven minutes from both Milwaukee Mitchell International Airport and downtown Milwaukee.
The two-bedroom, one-bathroom home sleeps eight guests comfortably with amenities including a fully equipped kitchen, in-unit laundry, a fenced yard, and a private fitness center; an extra queen-size air mattress accommodates a fourth guest.
Gorgeous Shorewood Stay By The Lake - Entire Flat - Milwaukee, WI
9.7 158 reviews
Milwaukee, WI
09/25 – 09/27
$246/nighttotal: $492 (2 )

Gorgeous Shorewood Stay By The Lake - Entire Flat

1 6
house , Shorewood
This Shorewood lower flat is located within walking distance of the Village of Shorewood, UWM, and Lake Michigan, making it a convenient spot for exploring the area. The house has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This 3-bedroom apartment can accommodate up to 8 guests, perfect for families or groups. Amenities include a fully equipped kitchen, air conditioning, a garden, and parking, ensuring a convenient and comfortable stay.

Frequently Asked Questions about villa rentals in Milwaukee, WI

Destinations nearby

Best Milwaukee, WI houses with parking

Long-term Stay In Milwaukee! Pet-friendly Condo - Milwaukee, WI
Milwaukee, WI
07/01 – 07/31
$213/nighttotal: $6390 (30 )

Long-term Stay In Milwaukee! Pet-friendly Condo

2 5
house , Milwaukee
This pet-friendly condo in Milwaukee is located 1.5 miles from Bradford Beach, 2.2 miles from the University of Wisconsin-Milwaukee, and 2.7 miles from Marquette University, offering convenient access to local attractions such as the Charles Allis Art Museum and the Milwaukee Symphony Orchestra.
This 2350 square foot dwelling features 2 bedrooms, 2 bathrooms, a full kitchen with a dishwasher, air conditioning, complimentary Wi-Fi, and private parking, accommodating up to 11 guests.
6 Mi To Summerfest Park: Home W/ Game Room! - Milwaukee, WI
Milwaukee, WI
09/06 – 09/11
$250/nighttotal: $1250 (5 )

6 Mi To Summerfest Park: Home W/ Game Room!

1 2
cottage , Cudahy
This Cudahy cottage offers convenient access to Lake Michigan and Aurora St Luke's South Shore, both under 3 miles away, with the South Milwaukee Performing Arts Center and Discovery World within 6 miles.
This rental features air conditioning, WiFi, a full kitchen with a microwave and dishwasher, a fireplace, barbecue grills, a patio, and an arcade/game room, all with free self-parking available.
Near Amfam Field & Pettit |Sleeps 12|4br + Parking - Milwaukee, WI
Milwaukee, WI
08/07 – 08/09
$1039/nighttotal: $2078 (2 )

Near Amfam Field & Pettit |Sleeps 12|4br + Parking

4 3
house , Milwaukee
This West Allis house offers proximity to American Family Field, Pettit National Ice Center, Milwaukee Mile, and Wisconsin State Fair Park, with Marquette University 3.2 miles away and the University of Wisconsin-Milwaukee 7.9 miles distant.
This 2000 square foot residence features 4 bedrooms, 2 living rooms, and 2 bathrooms, accommodating up to 12 guests with a fully equipped kitchenette, garden, and air conditioning.
Comfortable 3 Br Craftsman Bungalow In Milwaukee's Bay View Neighborhood - Milwaukee, WI
9.3 129 reviews
Milwaukee, WI
11/12 – 11/16
$317/nighttotal: $1268 (4 )

Comfortable 3 Br Craftsman Bungalow In Milwaukee's Bay View Neighborhood

3 6
house , Milwaukee
This charming Craftsman-style house is located in Milwaukee's Bay View neighborhood, just 3.7 miles from Marquette University and 6.8 miles from the University of Wisconsin-Milwaukee, offering easy access to the city's attractions and a quiet, peaceful setting. It has received excellent ratings for user experience, location, and cleanliness.
The house has three bedrooms and one bathroom, spanning 1100 square feet. It features a fully equipped kitchen, a comfortable dining area, a relaxing patio, modern amenities like air conditioning and Wi-Fi, and a Jacuzzi for added relaxation.

Neighborhoods and points of interest in Milwaukee, WI

Best Milwaukee, WI houses with a garden

Boho Art Cottage In Hip Bay View, Milw Neighborhood- 3bed, Sauna, Hot Tub - Milwaukee, WI
10 2 reviews
Milwaukee, WI
08/01 – 08/03
$526/nighttotal: $1052 (2 )

Boho Art Cottage In Hip Bay View, Milw Neighborhood- 3bed, Sauna, Hot Tub

3 6
cottage , Milwaukee
Mother Lion cottage, located in Milwaukee's Bay View neighborhood, is a five-minute drive from Lake Michigan's South Shore Park and near Bay View Bowl and the Avalon Theater.
This three-bedroom, one-bathroom house sleeps ten guests and features a private hot tub, cedar sauna, fireplace, claw-foot tub, outdoor grill and chiminea, plus a kitchen with a microwave and dishwasher.
Whole House In Walker's Point - Milwaukee, WI
Milwaukee, WI
07/19 – 07/22
$844/nighttotal: $2532 (3 )

Whole House In Walker's Point

3 2
house , Milwaukee
This Walker's Point house is located a 19-minute walk from the Skylight Music Theatre and 1.2 miles from the Modjeska Theater, with the Harley-Davidson Museum, Eisner Museum, and Milwaukee Institute of Art and Design nearby.
This 1000 square foot vacation home offers 2 bedrooms, 2 bathrooms, 2 living rooms, a full kitchen, air conditioning, free WiFi, and private parking for up to 11 guests.
Downtown-2 King Beds-hot Tub-double Shower-parking - Milwaukee, WI
Milwaukee, WI
11/12 – 11/16
$825/nighttotal: $3300 (4 )

Downtown-2 King Beds-hot Tub-double Shower-parking

1 6
house , Milwaukee
This vacation home is located in a Milwaukee district, 1.7 miles from Bradford Beach and close to the Charles Allis Art Museum, Grohmann Museum, and Milwaukee Symphony Orchestra.
This house offers 1720 square feet of living space with 3 bathrooms, accommodating up to 20 guests with amenities including a hot tub, dishwasher, and free WiFi.
Cottage Near Mt. Mary College - Milwaukee, WI
10 19 reviews
Milwaukee, WI
08/28 – 08/31
$672/nighttotal: $2016 (3 )

Cottage Near Mt. Mary College

3 4
cottage , Wauwatosa
This charming cottage is conveniently located in Wauwatosa, just a 5-minute drive from both Mayfair Mall and The Mayfair Collection, offering easy access to shopping, dining, and entertainment. The 1950 square foot vacation rental has three bedrooms and one bathroom, comfortably accommodating up to six guests. The cottage is equipped with modern amenities including a fully equipped kitchen, laundry facilities, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
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