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Hillside Vacation Rentals & NearbyHoliday Homes

Find Vacation Rentals in or near Hillside. Find vacation rentals in Hillside, Milwaukee.

From US $235

The Bentley Condotel, Heart of Walkers Point with Garage, Yard

9.6 (60 Reviews) Apartment

The entire place is yours • 102 m² size • Kitchen

Milwaukee Walker's Point • In Hillside · 3.0km to center

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From US $216

INSTA worthy Home! *Sleeps 8* - Walker's Point!

9.7 (23 Reviews) Holiday_home

The entire place is yours • 151 m² size • Kitchen

Milwaukee Walker's Point • In Hillside · 3.6km to center

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From US $69

Walker's Point Studio with Gym and Balcony

7.3 (14 Reviews) Apartment

The entire place is yours • 40 m² size • Free WiFi

Milwaukee Walker's Point • In Hillside · 3.7km to center

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From US $92

Modern Studio Apt with Rooftop, Gym, and Parking

9.2 (30 Reviews) Apartment

The entire place is yours • 46 m² size • Free on-site parking

Milwaukee Westown • In Hillside · 779m to center

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From US $91

Brewery District Luxe 2BR Near Fiserv with Parking

9.0 (29 Reviews) Apartment

The entire place is yours • 91 m² size • Kitchen

Milwaukee Westown • In Hillside · 864m to center

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From US $244

Eclectic Stylish and Cozy Milwaukee Unit

9.8 (17 Reviews) Holiday_home

The entire place is yours • 232 m² size • Free on-site parking

Milwaukee Lower East Side • In Hillside · 2.0km to center

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From US $71

Chic East Side 1BR Apt with Balcony, Pool, and Gym

8.7 (25 Reviews) Apartment

The entire place is yours • 66 m² size • Free parking

Milwaukee Yankee Hill • In Hillside · 1.6km to center

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From US $100

Downtown View Near Lake Michigan Plaza Black

8.7 (24 Reviews) Apartment

The entire place is yours • Free on-site parking • Free WiFi

Milwaukee Harbor District • In Hillside · 4.1km to center

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From US $92

Modern Studio Apt with Rooftop, Gym, and Parking

9.9 (10 Reviews) Apartment

The entire place is yours • 53 m² size • Free on-site parking

Milwaukee Westown • In Hillside · 779m to center

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From US $199

Tucked Away Off Brady - 4 Beds

7.8 (33 Reviews) Apartment

The entire place is yours • 111 m² size • Free parking

Milwaukee Lower East Side • In Hillside · 2.0km to center

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From US $115

Modern 1BR Apt with Rooftop, Gym, and Parking

9.2 (13 Reviews) Apartment

The entire place is yours • 59 m² size • Free on-site parking

Milwaukee Westown • In Hillside · 811m to center

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From US $138

Bus Stop Sally in Historic Walker's Point MKE

9.0 (19 Reviews) Holiday_home

The entire place is yours • 95 m² size • Free on-site parking

Milwaukee Walker's Point • In Hillside · 3.0km to center

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From US $99

Spacious Third Ward Apt Near Summerfest with Balcony

9.8 (6 Reviews) Apartment

The entire place is yours • 60 m² size • Balcony

Milwaukee Historic Third Ward • In Hillside · 2.8km to center

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From US $117

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

9.2 (9 Reviews) Apartment

The entire place is yours • 76 m² size • Kitchen

Milwaukee Lower East Side • In Hillside · 2.0km to center

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From US $340

Historic Home in Brewers Hill with hot tub!

10.0 (6 Reviews) Holiday_home

The entire place is yours • 140 m² size • Free on-site parking

Milwaukee Brewers Hill • In Hillside · 1.2km to center

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From US $122

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

9.7 (8 Reviews) Apartment

The entire place is yours • 67 m² size • Kitchen

Milwaukee Lower East Side • In Hillside · 2.1km to center

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From US $386

Modern Vintage Vibe Condo

8.2 (11 Reviews) Apartment

The entire place is yours • 204 m² size • Free on-site parking

Milwaukee Westown • In Hillside · 1.2km to center

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From US $199

Timeless Beautiful Milwaukee Home Walking Distance to Downtown

8.4 (10 Reviews) Holiday_home

The entire place is yours • 186 m² size • Free parking

Milwaukee Lower East Side • In Hillside · 2.1km to center

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From US $89

Spacious Luxury 2BR Apt Near Fiserv with Parking

9.6 (6 Reviews) Apartment

The entire place is yours • 84 m² size • Kitchen

Milwaukee Westown • In Hillside · 866m to center

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From US $148

Stylish Studio in Walkers Point

9.4 (6 Reviews) Apartment

The entire place is yours • 37 m² size • Pet friendly

Milwaukee Walker's Point • In Hillside · 3.1km to center

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From US $216

Chic Milwaukee Apartment in Hip Neighborhood!

9.2 (6 Reviews) Apartment

The entire place is yours • 111 m² size • On-site parking

Milwaukee Riverwest • In Hillside · 2.9km to center

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From US $89

Deer District Studio Apt - One Block from Fiserv and Baird

8.8 (7 Reviews) Apartment

The entire place is yours • 44 m² size • Free WiFi

Milwaukee Westown • In Hillside · 1.3km to center

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From US $103

Downtown Luxury 2BR Penthouse Loft - Sleeps 6-8

9.4 (5 Reviews) Apartment

The entire place is yours • 110 m² size • Free WiFi

Milwaukee Juneautown • In Hillside · 2.1km to center

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From US $122

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge - Sleeps 4

9.0 (6 Reviews) Apartment

The entire place is yours • 67 m² size • Free parking

Milwaukee Lower East Side • In Hillside · 2.1km to center

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From US $166

The Goatel - 1 bdrm apartment

10.0 (3 Reviews) Apartment

The entire place is yours • 84 m² size • Kitchen

Milwaukee Walker's Point • In Hillside · 2.9km to center

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From US $107

Deer District Studio Apt - One Block from Fiserv and Baird

9.3 (4 Reviews) Apartment

The entire place is yours • 44 m² size • Free WiFi

Milwaukee Westown • In Hillside · 1.3km to center

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From US $73

Walker's Point Studio with Gym and Balcony

9.3 (4 Reviews) Apartment

The entire place is yours • 40 m² size • Free parking

Milwaukee Walker's Point • In Hillside · 3.7km to center

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From US $121

Downtown Modern 2BR Loft Apartment - Sleeps 8-9

7.8 (8 Reviews) Apartment

The entire place is yours • 93 m² size • Free WiFi

Milwaukee Juneautown • In Hillside · 2.1km to center

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From US $150

Downtown Luxury 2BR Loft

9.2 (4 Reviews) Apartment

The entire place is yours • 105 m² size • Free WiFi

Milwaukee Juneautown • In Hillside · 2.1km to center

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From US $94

East Side Luxury 1BR Apt - Near Brady and Fiserv with Balcony - Sleeps 5

9.2 (4 Reviews) Apartment

The entire place is yours • 65 m² size • Free parking

Milwaukee Lower East Side • In Hillside · 1.4km to center

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From US $166

Renovated Brady St. Classic

5.8 (16 Reviews) Apartment

The entire place is yours • 111 m² size • Pet friendly

Milwaukee Lower East Side • In Hillside · 2.1km to center

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From US $480

East Side Spa Retreat Near Lake

9.3 (3 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Free WiFi

Milwaukee East Side • In Hillside · 3.0km to center

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From US $487

Milwaukee Home Less Than Half Mi to Lake Michigan!

9.3 (3 Reviews) Holiday_home

The entire place is yours • 254 m² size • Kitchen

Milwaukee Murray Hill • In Hillside · 3.7km to center

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From US $97

Modern 1BR Apt with Rooftop, Gym, and Parking

6.9 (9 Reviews) Apartment

The entire place is yours • 59 m² size • Free WiFi

Milwaukee Westown • In Hillside · 794m to center

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From US $105

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

7.8 (6 Reviews) Apartment

The entire place is yours • 76 m² size • On-site parking

Milwaukee Lower East Side • In Hillside · 2.1km to center

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From US $87

Luxury Downtown Apt with Parking, Gym, and Lap Pool

8.5 (4 Reviews) Apartment

The entire place is yours • 72 m² size • Free on-site parking

Milwaukee Juneautown • In Hillside · 1.8km to center

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About Hillside Vacation Rentals on NearbyHoliday

Looking for vacation rentals in Hillside? Compare top options in Milwaukee.

Find a Vacation Rental and Holiday Home in Hillside. Compare 42 family vacation homes, private villas, cottages, cabins, and condos in Hillside.

NearbyHoliday makes it easy to discover vacation rentals in Hillside that work well for families, groups, and longer stays when you want more room than a standard hotel setup.

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Frequently Asked Questions About Hillside Vacation Rentals

There are a lot of vacation rentals in Hillside. If you plan on staying in the Hillside area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Hillside: