Condo vacation rentals in Milwaukee

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.

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.

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.

"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.

2BR • 10 mins Downtown, Lakefront • King Beds

Welcome to Riverwest Vienna, a 2-bedroom WATERFRONT condo (UPPER) located in the 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 beds + Free Parking + all of the essentials you need Breweries, coffee shops, restaurants all within walking distance. Central to Fiserv Forum, Summerfest, Downtown, Lake Michigan, 3rd Ward, UWM

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.

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

This luxury condo is in the heart of downtown Milwaukee close to theaters, Riverwalk, Summerfest grounds, and Theaters. It features an unmatched location with 2 kings size beds in each room, a pull out queen sofa, a fully furnished kitchen, an in unit washer and dryer, and includes a parking space. We can accommodate up to 8 guests for the night. This includes a parking pass for one car, addition cars can park in the garage at posted prices.

Luxe 3rd St Condo • Fiserv + Perks & Add-Ons!

Escape to our cozy, spacious retreat in the heart of Downtown Milwaukee. Located on vibrant Old World Third Street, you’re steps from bars, restaurants, and historic charm. Enjoy plush bedding, a full kitchen, fast Wi-Fi, and stylish decor. We also offer exclusive add-ons—like curated food & drink packages or celebration setups—to make your stay extra special. Let us know how we can help create a 5-star experience!

Hilltop House - Loft (2nd floor w/ balcony - 05)

Welcome to your home away from home! This charming two-bedroom rental is perfect for couples, families, or small groups looking for a comfortable and convenient stay. Each bedroom is thoughtfully furnished for a restful night’s sleep, and the shared spaces are designed to help you relax and recharge. Located in a prime spot, you'll be just a short distance from local restaurants, shops, and attractions.