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Condo vacation rentals in Milwaukee

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Top-rated condo rentals in Milwaukee

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

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Condo in Lower East Side

4.86 out of 5 average rating, 7 reviews

Cozy 1 Bedroom Historic Milwaukee East Side

Welcome to Milwaukee! Enjoy this property located right in the center of it all sitting just 5 mins from Historic Brady Street located in Milwaukee’s Trendy East Side! Property is easily accessible via public transit or Uber. Located just minutes from Fiserv Forum, American Family Field, Downtown, and a short 5-10 minute walk down to the Lake Michigan shore. Just steps away to popular bars, restaurants, and shops. ***Ask about monthly discounts for travel healthcare and other professionals***

Guest favourite

Condo in Bay View

4.98 out of 5 average rating, 196 reviews

Bay View - Lake View on the Park w/Secret Lounge

Our 3 bedroom parkside condo in a beautiful historic renovated home is unique, peaceful, and near everything Bay View has to offer. Enjoy views of Lake Michigan from the front porch and dining room. Secret Vintage Lounge downstairs with antiques from all over the world is the perfect unique space - there is nothing else like this in Milwaukee! This 1st floor condo has perfect proximity to South Shore Park on Lake Michigan - Just a minute walk away from South Shore Beach and a lakefront trail.

Guest favourite

Condo in Walker's Point

5 out of 5 average rating, 19 reviews

Dakota Gal Digs | King Sally

Welcome to The Bentley on 6th in beautiful and historic Walker's Point, Milwaukee. You will find yourself in a newly renovated building (Est. 1892) that has 4 separate condos. This listing is our stacked upper and lower condos. Both offer 2 large bedrooms (w/ 2 rollaway twins), 1 bath, a full kitchen, a garage, and a lovely fenced in backyard to enjoy. There are live plants, great vintage pieces, and cozy touches throughout. You will get the city feel while also having peace, quiet and privacy.

Guest favourite

Condo in Brewer's Hill

4.95 out of 5 average rating, 22 reviews

Brewers Hill Belle, 2 bed, 2 bath, & balcony

This 2nd floor, 1600 sq ft open concept unit boasts a large kitchen with higher end finishes, a spacious living room, dining room & a reading nook flooded with natural light, great if you need to work or want to enjoy a good book on your trip! Private garage & a yard for relaxing with friends. Enjoy the quiet historic Brewer's Hill neighborhood from the patio off the living room. Walk, bike, ride the Hop or take a short drive to get to any of the many attractions our great city has to offer.

Guest favourite

Condo in Upper East Side

5 out of 5 average rating, 102 reviews

Upper East Side, Designer Retreat w/large balcony

In Milwaukee's Historic Water Tower Neighborhood - a bright, open concept, upper flat in a gorgeous 1920's Mediterranean style home. French doors open to a large balcony with lounge chairs & al fresco dining. Featuring a grand living room, galley kitchen, 2 bedrooms & bathroom with walk-in shower! Just steps away from UWM and the city's best restaurants, bars, boutiques & coffee shops on Historic Downer Ave. A few blocks away from Lake Park, the Oak Leaf Trail, Shorewood and Lake Michigan.

Guest favourite

Condo in Lower East Side

4.98 out of 5 average rating, 99 reviews

Private East Side Milwaukee flat with fenced yard

Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

Guest favourite

Condo in Walker's Point

4.98 out of 5 average rating, 197 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.

Guest favourite

Condo in Riverwest

5 out of 5 average rating, 31 reviews

Waterfront 2BR• 5 Stars• Free Parking•KING Beds

Welcome to Riverwest Vienna, a 2-bedroom WATERFRONT unit (UPPER) located in MKE's Riverwest neighborhood 4 outdoor spaces (shared) • Large deck overlooking the Milwaukee river • Patio with picnic table • Front porch • Back lawn Space is newly rehabbed inc. A/C + Tempur-Pedic KING SZ beds + Free Parking + All of the essentials you need Breweries, coffee shops, restaurants all within walking distance. Central to all inc. Fiserv Forum, Summerfest, Downtown, Lake Michigan, 3rd Ward

Condo in Milwaukee

4.91 out of 5 average rating, 46 reviews

Relaxing 2-bedroom upper unit close to everything

Quiet, pet-friendly upper unit in a classic Milwaukee Lannon-stone home. Across from a country club and a couple blocks from beautiful Brown Deer Park, this comfy apartment is a wonderful jumping off spot for any Milwaukee visit. We are 15 minutes from the Deer District and downtown Milwaukee, 15 minutes to Miller Park, and 20 minutes to Summerfest grounds. Take a drive to surrounding areas-- 20 minutes to Cedarburg, 25 minutes to Port Washington, and 35 minutes to scenic Holy Hill.

Guest favourite

Condo in Milwaukee

4.96 out of 5 average rating, 105 reviews

Historic Luxury 3rd St Condo by Fiserv Forum

Spacious and Stylish 2-bedroom/2-bathroom apartment in Historic Old World Third Street District. Airbnb unit located on 4th floor, with Oak Barrel Public House on 1st floor. 2 parking spots available for $15 per night per pass in an outdoor public lot behind the building. Centrally located. Just 1-2 blocks from: - Fiserv Forum - Baird Center - UW-Milw Panther Area - The Marcus Center Sleeps 10-12 with 2 full bathrooms, full kitchen, entertainment area, plus cable TV & Wi-Fi.

Guest favourite

Condo in Shorewood

4.93 out of 5 average rating, 275 reviews

English Tudor - Upper Flat blocks from the beach

Sophisticated 100 Yr Old English Tudor Upper Flat with hardwood floors, crown moldings, sunken living room, natural fireplace, built-in bookcases, and fully furnished. Spacious 2200 sq. foot 2nd-floor unit. Safe and QUIET neighborhood just blocks from Atwater beach. Cats are on the property and do not go any guest space. Make sure you have the correct number of guests on your reservation request. Bookings on a Friday or Saturday are required to include both nights.

Guest favourite

Condo in Milwaukee

4.96 out of 5 average rating, 46 reviews

Modern Vintage Vibe Condo

Located in the heart of the West Town entertainment district, this condo radiates vintage charm and features views of the Milwaukee River and downtown Milwaukee. We are located across the street from Pere Marquette Park in a thriving entertainment district loaded with restaurants and bars. One block away is the Deer District, which surrounds Fiserv Forum, home to the Bucks, Admirals, and Golden Eagles. The Milwaukee Convention Center is two blocks away.

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Popular amenities for Milwaukee condo rentals

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Guest favourite

Condo in Riverwest

4.97 out of 5 average rating, 29 reviews

Charming 2 BR Oasis in Riverwest • Free Parking

Condo in Milwaukee

4.77 out of 5 average rating, 311 reviews

Huge 2 bedroom condo king beds-Free parking-extras

Condo in Milwaukee

4.76 out of 5 average rating, 42 reviews

Huge 2 Story loft condo sleeps up to 10 by Fiserv

Guest favourite

Condo in Milwaukee

4.98 out of 5 average rating, 187 reviews

Modern Luxury Downtown Milwaukee (Fiserv Forum)

Pet-friendly condo rentals

Condo in Brewer's Hill

4.86 out of 5 average rating, 36 reviews

Brewers Hill Belle, 2 bed + Loft & balcony

Condo in Lower East Side

4.63 out of 5 average rating, 40 reviews

Downtown Eastside gem near Fiserv Forum Bucks!

Condo in Wauwatosa

4.63 out of 5 average rating, 112 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

Guest favourite

Condo in Brewer's Hill

4.92 out of 5 average rating, 38 reviews

Brewers Hill Belle, 3 bed, 3 bath, & balcony

Condo in Lower East Side

4.75 out of 5 average rating, 12 reviews

Charming 3BR Off Brady St

Condo in Lower East Side

4.67 out of 5 average rating, 27 reviews

Charming 2BR Off Brady St

Guest favourite

Condo in Milwaukee

4.8 out of 5 average rating, 99 reviews

Full Condo&Garage in Trendy Bay View Milwaukee

Private condo rentals

Guest favourite

Condo in Milwaukee

4.98 out of 5 average rating, 176 reviews

Luxury Entertainment Dist Downtown Prime Location

Guest favourite

Condo in Milwaukee

4.98 out of 5 average rating, 248 reviews

3rd St Entertainment Dist Downtown Fiserv Forum

Condo in Milwaukee

4.81 out of 5 average rating, 290 reviews

2 Bedroom condo w/ king beds/Free parking/downtown

Guest favourite

Condo in Shorewood

4.93 out of 5 average rating, 275 reviews

English Tudor - Upper Flat blocks from the beach

Guest favourite

Condo in Milwaukee

4.96 out of 5 average rating, 105 reviews

Historic Luxury 3rd St Condo by Fiserv Forum

Guest favourite

Condo in Bay View

4.98 out of 5 average rating, 196 reviews

Bay View - Lake View on the Park w/Secret Lounge

Guest favourite

Condo in Historic Third Ward

4.92 out of 5 average rating, 136 reviews

Third Ward - High End 1 Bedroom up to 6 + Parking

Guest favourite

Condo in Milwaukee

4.98 out of 5 average rating, 218 reviews

Penthouse Historic Old World 3rd St (Fiserv Forum)

Quick stats about condo rentals in Milwaukee

Total rentals
100 properties
Nightly prices starting at
$54 CAD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

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