Condo holiday rentals in Milwaukee County

The well-appointed kitchen features wooden cabinetry, stainless steel appliances, and a sleek black countertop. A dining table with vibrant red chairs accommodates a gathering, while a striking light fixture adds a modern touch. Natural light fills the space through multiple windows.

4.98 out of 5 average rating, 265 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.

LocationValueWalkability

A spacious deck surrounded by lush greenery offers views of the Milwaukee River. Comfortable seating is arranged around a bright yellow table, providing a welcoming space for relaxation. The deck features a patterned rug that enhances the outdoor setting.

4.97 out of 5 average rating, 69 reviews

Riverwest 2BR • Outdoor Oasis • 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 • Large 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

LocationValueKitchen

A spacious living area features a light-colored sectional sofa adorned with decorative pillows, positioned around a wooden coffee table. Exposed wooden beams add character to the ceiling, while framed artwork lines the walls, contributing to the well-lit and inviting atmosphere.

4.98 out of 5 average rating, 187 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.

ValueLocationLaundry

A light-filled sitting area features a gray sofa adorned with two blue throw pillows, complemented by a yellow armchair. A wooden chair offers additional seating, while a flag in warm colors hangs on the wall. Natural light filters through two windows with wooden blinds.

4.97 out of 5 average rating, 237 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.

LocationFamilyGetting around

4.73 out of 5 average rating, 11 reviews

Lux Condo | Garage | Fenced Backyard | KING Beds

★Milwaukee's most vibrant neighborhood ★Fenced in backyard ★Free private garage parking ★Free coffee - Free snacks This modern luxury suite features designer finishes, a fully equipped kitchen, premium bedding, walk in shower, in-unit laundry, and high-speed WiFi. Enjoy a huge backyard oasis, private garage parking, and complimentary coffee. Steps from top restaurants, coffee shops, nightlife, Marquette, Fiserv Forum, and the Third Ward. Perfect for a weekend getaway in Milwaukee.

LocationFamilyWalkability

The exterior of a classic Lannon-stone home is showcased, featuring a distinct gabled roof and an inviting entryway. Flowerbeds with colorful blooms line the front, complemented by an American flag displayed by the door. Shade is provided by large trees on the property.

4.85 out of 5 average rating, 81 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.

ValueLocationSleep quality

4.93 out of 5 average rating, 318 reviews

The exterior of a brick building features a raised balcony adorned with a decorative banner. The structure displays a mix of rustic brick and stone arches, framed by green trim. Natural light illuminates the scene, creating a welcoming view of the entrance.

Condo in Shorewood

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.

ValueLocationAccess

4.94 out of 5 average rating, 52 reviews

Renovated Spacious & Cozy 2BR Unit in ❤️ of MKE

Escape to the perfect destination of Milwaukee. Staying at this spacious home in a safe and peaceful residential neighborhood. Guests will have access to all city's attractions and amenities, while enjoying the peace and privacy of a quiet neighborhood. 5 Min MKE Airport Bayview 8 Min Harley Davidson Museum American Family Stadium (Miller Parkway) Fiserv Forum Milwaukee Art Museum Lakefront/Downtown Summerfest Grounds Discovery World 15 Min MKE County Zoo MKE Mile

ValueLocationHospitality

A brick facade features large windows with white curtains, flanked by a cozy seating area of woven chairs and a blue cushioned sofa. The garden below showcases colorful flower beds, enhancing the inviting outdoor space, and steps lead to the entrance of the flat.

5 out of 5 average rating, 36 reviews

Location! Sleeps 7 - free parking.

Sunny & spacious 2nd-floor flat offers the best of Milwaukee's East Side and downtown. Walk to restaurants, shops, parks, beaches, and trails, or take a short drive to Summerfest, downtown attractions, museums, theaters, & events. Enjoy garage parking & relax on your private balcony on a quiet residential street. Whether it's a family event, weekend away, festival, or a longer stay, you'll have a comfortable home base in one of Milwaukee's most walkable neighborhoods.

LocationFamilyGetting around

A cozy living area features a comfortable gray sofa adorned with a welcoming cushion. A coffee table sits in the center, accompanied by decorative plants. An elegant dining space is visible in the background, highlighted by a stylish light fixture and a large mirror reflecting natural light.

4.89 out of 5 average rating, 53 reviews

Hilltop House - Escape (A1)

Your cozy and convenient getaway—just minutes from the heart of the city! This comfortable, thoughtfully designed space is perfect for small groups or families. With a pull-out couch, it sleeps up to 4 guests. This is one of four private units — like a boutique hotel, but way homier and with more amenities. You’ll enjoy a stocked Keurig coffee maker, free WiFi, in-unit laundry, and a full kitchen. Whether you're here for work or play, you'll feel right at home.

ValueLocationPets

Superhost

The view captures a modern neighborhood featuring a mix of contemporary buildings and greenery. Streetlights line the bustling street, and soft hues of sunset fill the sky, reflecting a serene ambiance in the urban landscape.

4.68 out of 5 average rating, 50 reviews

Downtown Eastside gem near Fiserv Forum Bucks!

2 story loft style. 2 bedrooms. 1 bath. Great views of Milwaukee nestled by the river and near downtown and Fiserv Forum. Enjoy Brady St. Water St. Jefferson St. Milwaukee St. Old World 3rd St. Lakefront. Riverwalk all nearby. Downtown events. Summerfest and other festivals. Grocery stores and restaurants all around. Street Parking is available first come first served basis. Great area for walking. Uber or lyft is available within minutes of ordering.

FamilyLocationAccess

Superhost

The living area showcases a spacious sectional sofa arranged around a round coffee table, with a floor lamp and accent chair nearby. Large windows provide natural light, while the open kitchen and dining area are visible in the background, featuring modern cabinetry and a minimalist design.