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Condo vacation rentals in Shorewood

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Top-rated condo rentals in Shorewood

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Top guest favorite

A circular wooden shelving unit features multiple levels displaying an array of decorative items, including vases, figurines, and plants. The unique design adds visual interest, complementing the warm tones of the wooden floor and surrounding walls.

Condo in Bay View

4.99 out of 5 average rating, 221 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.

The kitchen features blue cabinetry complemented by a wooden countertop. A vintage hanging lamp casts a soft glow, while a small potted plant adds a touch of greenery. An array of kitchen tools and a modern coffee machine are neatly arranged for convenience.

Condo in Walker's Point

5 out of 5 average rating, 24 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.

A spacious bedroom features a large bed with a mix of neutral bedding and a textured blanket. Two bedside lamps sit on wooden nightstands. Natural light enters through three windows and a sliding door that opens to a private outdoor area, complemented by a ceiling fan and wood beams.

Condo in Lower East Side

4.98 out of 5 average rating, 120 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.

A row of four garage doors is visible, featuring a neutral color with white trim. The concrete surface shows a few cracks, and overhead electrical lines run above. The cloudy sky casts a soft light on the surroundings, enhancing the presence of the garage area.

Condo in Milwaukee

4.82 out of 5 average rating, 113 reviews

Full Condo&Garage in Trendy Bay View Milwaukee

This practical and cozy condominium is located in the heart of Bay View right on historic KK Avenue. It is next to the quaint Morgan Park and a bus stop, across the street from Sprocket Cafe, minutes from the lake and walking distance from the greatest trendy shops, bars, restaurants, and other Bay View classics. Whether you are totally new to the Milwaukee scene or just visiting "home", we are glad to welcome you to this charming condo, perfectly placed to meet all your traveling needs.

Top guest favorite

The exterior entrance is characterized by modern design elements, featuring a large window displaying the interior space. A muted color palette of yellow and grey accents the building, with a simple door leading inside. Surrounding greenery adds a touch of nature to the urban setting.

Condo in Walker's Point

4.98 out of 5 average rating, 202 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.

Top guest favorite

An inviting outdoor deck is positioned among lush greenery, featuring two chairs and a round table. A patterned rug covers the floor, and wooden stairs lead to an upper level, enhancing the connection to nature.

Condo in Riverwest

4.98 out of 5 average rating, 48 reviews

Riverfront 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 • 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

A coffee corner is presented, featuring a Keurig coffee maker beside a selection of coffee pods and flavored syrups. Bottled items are arranged alongside tea bags, all placed on a neutral-colored countertop under a window with greenery outside.

Condo in Milwaukee

4.89 out of 5 average rating, 55 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.

Condo in Shorewood

4.92 out of 5 average rating, 282 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.

Top guest favorite

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.

Condo in Milwaukee

5 out of 5 average rating, 6 reviews

Hilltop House - Escape

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.

A modern three-story building is framed by lush greenery and tall trees. The structure features large windows that emit a warm glow from within, complemented by a charming front porch. A white picket fence surrounds the property, contributing to the inviting exterior.

Condo in Brewer's Hill

4.83 out of 5 average rating, 52 reviews

Brewers Hill Belle, 2 bed + Loft & balcony

Discover the ultimate in style and comfort in this expansive 2000 sq ft top-floor unit! Featuring a sleek open layout, upscale appliances, and a bonus loft for extra guests or relaxation. Enjoy the private garage and spacious yard, perfect for gatherings. Relax on the patio while taking in the serene vibes of historic Brewer's Hill. Whether you walk, bike, hop on the streetcar, or drive, you’re just moments away from Milwaukee’s top attractions!

Top guest favorite

A wooden shelving unit features various decorative items, including a gold-colored radio and a small stack of books. A woven planter with lush green leaves rests on the shelf, accompanied by a pair of decorative bird figurines perched on a branch.

Condo in Milwaukee

4.98 out of 5 average rating, 242 reviews

Penthouse • Fiserv, Bars, Perks & Big City Views

Spacious, cozy penthouse in the heart of Downtown Milwaukee! Located on vibrant Old World Third Street, you’re steps from historic charm, bars, and dining (including one right in the building). Enjoy a chef’s kitchen, plush bedding, and fast Wi-Fi. We also offer exclusive add-ons—like celebration setups, food & drink packages, and local experiences—to make your stay truly unforgettable. Let us know what you need for a 5-star stay!

A vintage bar cart stands against a white brick wall, featuring multiple glass bottles and a variety of spirits. A large artwork of an owl is displayed above, complementing the soft natural light from the two windows nearby.

Condo in Historic Third Ward

4.86 out of 5 average rating, 444 reviews

Luxury 3rd Ward Condo - w/ parking / exec/ family

This is a top of the line one bedroom 1000+ sq foot condo in the heart of the Artistic and Posh Third Ward. There are only 31 units in the Atelier building. The space is immaculate and decorated with high end furnishings. This place is perfect for solo business executive in town for a short few weeks (or months) or up to a family of 4 to 6 that wants to experience all of what downtown offers

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Popular amenities for Shorewood condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

The inviting living area features a large gray sectional sofa and a comfortable day bed. A neutral coffee table is centered on warm wood flooring. Exposed brick walls add character, while a decorative mural highlights the local culture. Natural light filters through the window, complementing the ceiling fan.

Condo in Milwaukee

4.82 out of 5 average rating, 156 reviews

New Big 2 King Bedroom Condo by FiservForum/3rd St

The living room area features polished tile flooring and exposed brick walls. A comfortable leather sofa faces a modern television. A circular dining table and chairs are positioned nearby. Natural light filters through large windows, creating a bright and welcoming environment.

Condo in Milwaukee

4.88 out of 5 average rating, 25 reviews

Loft Condo Next to Fiserv for 6

Top guest favorite

A wooden serving board presents four small glasses of craft beer with various colors. A dark beer stands in the foreground, while three lighter beers are arranged behind it. An antique bottle opener in the shape of a deer adds a rustic touch to the scene.

Condo in Riverwest

4.98 out of 5 average rating, 48 reviews

Waterfront Rehabbed 2 BR • 10 mins Fiserv/Downtown

An open living space features elegant wood dining tables positioned adjacent to each other. Natural light filters through large windows, illuminating the warm wooden flooring. Decorative artwork adorns the walls, while plush couches invite relaxation in the stylish area beyond.

Condo in Milwaukee

4.98 out of 5 average rating, 271 reviews

Downtown MKE Vibes • Roomy Stay + Cool Perks

Condo in Milwaukee

4.7 out of 5 average rating, 43 reviews

Huge 2 Story loft condo sleeps up to 10 by Fiserv

Top guest favorite

A city skyline is captured at sunset, showcasing various architectural styles including modern skyscrapers and unique structures along the waterfront. Soft hues of orange and pink reflect on the water's surface, creating a calm and serene view.

Private room in Milwaukee

5 out of 5 average rating, 19 reviews

Cozy & Comfy Private Room in the heart of MKE

A comfortable living area is highlighted by a dark blue sofa adorned with patterned throw pillows. A decorative table holds a few stacked books and a small decorative item. Natural light filters through large windows, providing a view of the urban landscape outside.

Condo in Milwaukee

4.77 out of 5 average rating, 320 reviews

Huge 2 bedroom condo king beds-Free parking-extras

Top guest favorite

A spacious dining area is highlighted by a wooden table surrounded by chairs. An open kitchen area features modern appliances and cabinetry. Smooth wood flooring extends throughout, and textured gray walls provide a subtle contrast. A piece of artwork adorns the wall, offering a touch of color.

Condo in Milwaukee

4.97 out of 5 average rating, 207 reviews

Entertainment District Downtown MKE (Fiserv Forum)

Pet-friendly condo rentals

A spacious deck is furnished with a dining table beneath a sun umbrella, alongside several lounge chairs. A hot tub is positioned on one side, with a view of the backyard and a garage in the distance under clear skies.

Condo in Wauwatosa

4.63 out of 5 average rating, 114 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

An open living space features a gray sofa adorned with a patterned throw pillow, facing a colorful area rug. A modern kitchen with stainless steel appliances is visible, and a staircase leads to the upper level, allowing natural light to fill the room.

Condo in Lower East Side

4.75 out of 5 average rating, 20 reviews

Charming 3BR Off Brady St

A modern living space features a gray sofa adorned with a 'joy' pillow, positioned near a small white table. A kitchen area with white cabinetry is visible in the background. Natural light filters through a nearby window, illuminating the warm wood flooring.

Condo in Lower East Side

4.66 out of 5 average rating, 32 reviews

Charming 2BR Off Brady St

An open-concept living area exhibits warm wooden flooring and soft lighting. A sectional sofa with a decorative pouf is positioned next to a large area rug. The kitchen is visible in the background, showcasing modern appliances and seating for six. Natural light streams in through multiple windows.

Condo in Brewer's Hill

4.91 out of 5 average rating, 34 reviews

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

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.

Condo in Lower East Side

4.63 out of 5 average rating, 41 reviews

Downtown Eastside gem near Fiserv Forum Bucks!

A bright living area features a sectional sofa, a black chair, and a wooden TV console. Large windows allow natural light to fill the space, while neutral walls create a calming ambiance. A small table with a plant adds a touch of greenery.

Condo in Lower East Side

New place to stay

3BR Sunny Downtown Hideaway

A bright living area features a combination of comfortable seating, including a blue armchair and gray sofas. A wooden coffee table rests centrally on a patterned rug. A flat-screen TV is mounted on the wall, and natural light fills the space through large windows adorned with light curtains.

Condo in Brewer's Hill

4.93 out of 5 average rating, 45 reviews

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

A comfortable living area is seen, featuring a large sectional sofa and a sleek coffee table. Natural light enters through multiple windows, illuminating the grey walls. A flat-screen TV is mounted on the wall, and a floor lamp adds a touch of warmth to the space.

Condo in Milwaukee

4.92 out of 5 average rating, 24 reviews

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

Private condo rentals

Top guest favorite

The image features a historic building with a distinctive façade characterized by large orange panels and multiple windows. The ground level shows a storefront with decorative elements. The backdrop includes a clear blue sky with scattered clouds and neighboring buildings, highlighting the urban setting.

Condo in Milwaukee

4.98 out of 5 average rating, 195 reviews

Group-Ready Luxe Stay • Downtown MKE + Perks

Condo in Milwaukee

4.82 out of 5 average rating, 314 reviews

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

A spacious kitchen area is equipped with wooden cabinets and modern appliances, including a microwave and stove. The open floor plan leads to a cozy dining area with a wooden table and chairs, surrounded by natural light from large windows in the living space.

Condo in Milwaukee

4.96 out of 5 average rating, 135 reviews

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

An open living area features a spacious sofa adorned with decorative pillows and a rustic dining table. Large windows provide natural light, and a well-equipped kitchen is visible in the background, enhancing the inviting atmosphere of the space.

Condo in Historic Third Ward

4.92 out of 5 average rating, 156 reviews

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

A hallway is shown, featuring large windows adorned with white blinds that allow natural light to filter through. A decorative wooden signpost displaying various distances to local attractions stands against the wall. A small potted plant is positioned near the base of the sign.

Condo in Milwaukee

4.85 out of 5 average rating, 288 reviews

Big 2 bedroom/king beds/Corner Unit/ + parking

An open kitchen area features a large countertop with a gas stove and wooden cabinetry. In the background, a dining space is visible, equipped with a table and chairs, along with a mounted television on the wall. Natural light illuminates the wooden flooring.

Condo in Brewer's Hill

Podcaster, business meet, & bed

A spacious lobby area is visible, featuring two gold-accented elevators with decorative doors. A luggage cart stands against the wall, framed by elegant marble pillars and a patterned floor. Soft lighting enhances the clean lines and inviting atmosphere of the entrance.

Condo in Milwaukee

4.73 out of 5 average rating, 137 reviews

Studio Knickerbocker Hotel on Lake Michigan #8

A cozy bedroom features a spacious bed with a patterned comforter and multiple pillows. A bedside table holds a lamp with a black shade. Natural light filters through wooden blinds on the window. A ceiling fan provides airflow in the softly carpeted room.

Condo in Milwaukee

4.52 out of 5 average rating, 44 reviews

Cozy 3-Bedroom Condo with on-site parking

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