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Holiday rentals in Milwaukee

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Top-rated holiday rentals in Milwaukee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Flat in Milwaukee

4.88 out of 5 average rating, 329 reviews

Historic Loft |Κing Bed|Harbor Dist./Third Ward

Welcome to our modern 1-bedroom, 1-bathroom apartment in the heart of Milwaukee's vibrant Harbor District, within a beautifully renovated industrial warehouse. The bedroom boasts a comfortable retreat, offering a peaceful sanctuary after a day of exploring Milwaukee. The modern bathroom features all the amenities you require for a refreshing stay. This urban retreat offers a unique blend of historic charm and contemporary comfort, making it the perfect home base for your visit to the Brew City.

23–30 Oct

₹9,707 per night

Guest favourite

Flat in Milwaukee

4.89 out of 5 average rating, 193 reviews

Bay View Historic Home-1/2 block from Lake

This old Victorian home is perfect for an urban experience with the charm of an old home. A 1/2 block from the lake, the location offers lakefront walks in the heart of Milwaukee's trendiest neighborhood. Around the corner is an Italian grocery, Indy music venue, and numerous trendy restaurants. Downtown attractions are 10 minutes away by car & easilyaccessible by bus. Here's a link to a very fast moving video tour of the neighborhood: https://www.visitmilwaukee.org/neighborhoods/bay-view/

25 Dec – 1 Jan

₹6,851 per night

Guest favourite

Guest house in Milwaukee

4.95 out of 5 average rating, 246 reviews

The Carriage House in Sanger House Gardens

Located in the grounds of the picturesque Victorian Sanger House gardens this secluded downtown Milwaukee location is perfect for boutique weddings, events and stays. The Carriage House accommodation has been tastefully restored by the current Hosts providing luxury accommodation unparalleled in the area. The enchanting house itself can comfortably accommodate two guests and has all modern conveniences. Access to the numerous picturesque sitting areas in the garden is included in your stay.

24–31 Oct

₹10,827 per night

Guest favourite

Flat in Milwaukee

4.96 out of 5 average rating, 663 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

16–21 Jun

₹13,097 per night

Guest favourite

Apartment in Milwaukee

4.98 out of 5 average rating, 179 reviews

"Perfect" | Spotless Private Studio Walker's Point

5-star reviews and SuperHost! Immaculately clean and newly renovated studio on an exciting street. Easy self check-in process. INDOOR PARKING INCLUDED A few blocks from the Harley Davidson Museum, Great Lakes Distillery and dozens of MKE's hottest restaurants breweries and night spots. Fast Uber/Lift pick-up. Walk to 3rd Ward and downtown. Bike share just outside the door. Walker's Point is an original settlement that became MKE, cool mix of industry, residential and entertainment.

11–18 Sep

₹12,922 per night

Guest favourite

Loft in Milwaukee

4.93 out of 5 average rating, 436 reviews

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Park, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

30 Jul – 6 Aug

₹9,510 per night

Guest favourite

Guest suite in Sussex

4.99 out of 5 average rating, 125 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

7–14 Aug

₹11,731 per night

Guest favourite

Flat in Milwaukee

4.93 out of 5 average rating, 290 reviews

Chic King Suite in the Heart of Downtown Milwaukee

The hotel in downtown Milwaukee offers a modern and comfortable stay. With spacious rooms and suites, it provides a welcoming retreat for both business and leisure travelers. Its central location allows easy access to the city's attractions, dining, and entertainment. Guests can relax in well-appointed rooms with modern amenities. A fitness center, restaurant, and bar enhance the guest experience. This Milwaukee hotel promises a memorable stay in the heart of the city.

16–23 Aug

₹10,563 per night

Guest favourite

Flat in West Allis

4.91 out of 5 average rating, 255 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

7–14 Oct

₹8,443 per night

Guest favourite

Home in West Allis

4.97 out of 5 average rating, 161 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

21–28 Jan

₹7,426 per night

Guest favourite

Guest suite in Milwaukee

4.97 out of 5 average rating, 420 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Cozy and quaint efficiency studio suite. Gorgeous bathroom with walk-in slate and stone shower. Comfortable queen-size bed, adjustable frame, Nectar memory foam mattress. There is not a full kitchen but there is a small refrigerator, microwave, coffee maker, toaster (toaster oven upon request). TV, WIFI. A/C and heat. LGBT-Welcome. ALL are welcome here.

25 Jul – 1 Aug

₹6,108 per night

Guest favourite

Home in Milwaukee

4.98 out of 5 average rating, 190 reviews

Brew City Hideaway - Historic Brewers Hill

Built of Cream City brick in 1858, this is truly one of the oldest standing houses in Milwaukee. It’s just one block north of the original Schlitz Brewery and about .8 miles from the Fiserv Forum! The home also has a fenced in yard with a stamped concrete patio which is shared with the other unit on the property. Also, one off-street parking spot.

26 Oct – 2 Nov

₹13,497 per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Milwaukee holiday rentals

Free parking on premises

Air conditioning

Stay near Milwaukee's top sights

Milwaukee County Zoo118 locals recommend

Harley-Davidson Museum208 locals recommend

Milwaukee Art Museum398 locals recommend

Wisconsin State Fair Park48 locals recommend

Miller Park178 locals recommend

Milwaukee Public Market267 locals recommend

Other great holiday rentals in Milwaukee

Guest favourite

Guest suite in Brookfield

4.99 out of 5 average rating, 184 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

16–23 Sep

₹11,537 per night

Guest favourite

Home in Wauwatosa

4.98 out of 5 average rating, 178 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

3–10 Apr

₹11,063 per night

Guest favourite

Guest house in Milwaukee

4.86 out of 5 average rating, 274 reviews

Cozy Brewer's Hill Coach House

10–17 Jan

₹9,036 per night

Guest favourite

Guest suite in Brookfield

4.88 out of 5 average rating, 107 reviews

Family Friendly - Entire Guest suite

9–16 Aug

₹10,084 per night

Guest favourite

Home in Milwaukee

4.98 out of 5 average rating, 194 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

14–21 Oct

₹8,335 per night

Guest favourite

Flat in Milwaukee

4.97 out of 5 average rating, 369 reviews

Newly remodeled Chic-Hip apartment-Downtown area

17–24 Sep

₹6,946 per night

Guest favourite

Home in Milwaukee

5.0 out of 5 average rating, 38 reviews

Bright 1 Bed in the heart of Bay View - w/ Parking

3–10 Dec

₹8,660 per night

Guest favourite

Home in Milwaukee

5.0 out of 5 average rating, 15 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

20–27 Nov

₹12,898 per night

Quick stats about holiday rentals in Milwaukee

Total rentals
2.4T properties
Rentals with dedicated workspaces
1.4T properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
770 properties allow pets
Family-friendly rentals
1.5T properties are a good fit for families
Total number of reviews
94T reviews

Destinations to explore