House holiday rentals in Shorewood

A dining area features a large wooden table surrounded by eight brown leather chairs. Natural light fills the space through two windows, highlighting a decorative chandelier above the table. A wall adorned with greenery and a mirror adds elegance to the setting.

4.84 out of 5 average rating, 113 reviews

Beautiful Luxury Suite A of Shorewood Home

Our home is perfect for a Milwaukee stay. Full of amenities and great location. This luxury home has two bedrooms, loft bed and two full baths. Large kitchen and dinning area and two living rooms areas. Two of the bedrooms are perfect couple retreats each with a plush king bed. This home has a lot of extra sleeping room if your family is large. Two large sectionals and a queen bed with the most comfortable cotton sheets and down comforters. Ask about parking and backyard patio for grilling.

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A uniquely decorated bathroom features a white sink with a black rim, positioned beneath an oval mirror. Bright tropical wallpaper displays vivid greenery and animal motifs. A yellow towel hangs on a gold ring, and a white toilet paper holder is positioned nearby.

4.88 out of 5 average rating, 180 reviews

The Prospect House - Shorewood / Milwaukee, WI

From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath lower duplex house featuring a fully equipped kitchen, bright living space, classic creaky wood floors, comfy accommodations for 6. There's a variety of things to do in MKE including award winning dining, pro Sports, Brewery tours, music festivals and more! Indoors or outdoors, the fun is endless!

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4.98 out of 5 average rating, 135 reviews

Belleview House: Hot Tub, Fire Table, Fenced Yard

Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

LocationFamilyCleanliness

The living room features a comfortable sectional sofa and a light-colored couch, accented with colorful pillows. A round wooden coffee table sits at the center, complemented by a decorative rug. Natural light filters through large windows with stained glass detailing.

4.99 out of 5 average rating, 141 reviews

The Menlo Guesthouse

A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

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4.89 out of 5 average rating, 118 reviews

Cozy East Side | Sauna |Parking | Near Downtown

Welcome to your cozy Milwaukee getaway! Stay in a charming East Side maple hardwood floors, modern amenities, and a private sauna. Relax on the patio, then walk to dining, nightlife, and coffee shops on North Ave and Brady St. The lakefront with walking & biking paths is minutes away. Includes one off-street parking spot plus street parking. Close to UWM, St. Mary’s Hospital, and free shuttle pickup to American Family Field. Quick rides to Summerfest, Fiserv Forum, the Art Museum & more!

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A cozy living area is presented with two dark leather sofas, accompanied by bright red cushions. A glass coffee table occupies the center, while light enters through two large windows adorned with navy blue curtains. A stylish lamp and a decorative piece complete the room.

4.9 out of 5 average rating, 343 reviews

Historic East Side Duplex, 3BD. No Cleaning Fee!

Minutes from downtown Milwaukee by car or bus, the whole group will enjoy easy access to the city from this central location less than a mile from the UWM campus. A block from the Urban Ecology Center and Oak Leaf Trail access and easy walking distance to North Avenue's restaurants, bars, and the Oriental Theater, there's no shortage of activities, entertainment, and dining options around this historic and charming East Side abode. Or stay in with our grill and fire pit.

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A cozy living room features a dark leather sofa and armchairs arranged around a coffee table with a warm wood finish. Large windows allow natural light to fill the space. A patterned area rug adds texture to the hardwood floor, enhancing the room's welcoming ambiance.

4.9 out of 5 average rating, 105 reviews

Cream City Home - Shorewood

Welcome to our spacious and stylish Airbnb in the heart of Shorewood! This lower unit of a duplex offers two comfortable bedrooms, a fully equipped kitchen, a cozy living room, and a private backyard patio. Our home is located in a quiet and friendly neighborhood, just a short walk away from Lake Michigan and local restaurants and shops. With modern amenities and classic decor, our Airbnb provides a comfortable and convenient home base for your next Wisconsin adventure.

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A welcoming hallway is displayed, featuring light-colored walls and a combination of wooden and tile flooring. An ornate mirror hangs on one wall, while decorative hooks are mounted nearby. Natural light streams in through a window beside the front door, enhancing the inviting atmosphere.

5 out of 5 average rating, 139 reviews

Bright Eastside MKE cottage w/ FREE Parking

Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

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An open living area features a modern style with a gray sofa and a wooden coffee table at the center. A dining space with a dark table and chairs is visible to the left, while a staircase leads to the upper level in the background.

4.88 out of 5 average rating, 111 reviews

Cozy 2-bedroom cottage close to everything!

This newly remodeled, cozy cottage has been called a hidden gem. It’s walking distance from Bayshore Mall. Five minute walk to biking/hiking trail, Milwaukee River for fishing and kayaking and Whitefish Bay. Twelve minutes from Lake Michigan, Downtown and the Historic Third Ward! Booking requirements: Full/Complete Air BnB profile. Government ID check for pre-approval and upon arrival. No parties or events. Active noise monitoring device. No pets allowed.

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Superhost

The living room features a dark leather sofa accompanied by two light green armchairs. A small wooden side table sits between the chairs. Natural light enters through large windows, accentuated by light-colored curtains. The hardwood floor adds warmth to the space.

Home in Lower East Side

4.87 out of 5 average rating, 298 reviews

Stunning Vintage/Modern! Brady St! Tons of Extras

ALERT!! TREMENDOUS VALUE!! Home is LOADED with Amenities & ready to host your next great Get-Away!! Walk to trendy restaurants/bars, lakefront, riverfront, Fiserv Forum & other downtown attractions. Interior: includes 2 Smart TVs (50" & 32"), dishwasher, full laundry, cooking Essentials, High-speed internet, central AC, work desk, Keurig coffee, tea and a few complimentary surprises ;)

LocationValueWi-Fi

A charming duplex stands with a triangular roof, featuring a colorful facade and multiple balconies. Stairs lead up to the front porch, where seating areas are present. Lush greenery and colorful flowers are visible in front of the stone boundary wall, complementing the vibrant exterior.

4.96 out of 5 average rating, 242 reviews

The Peacock Place w/ Shared Seasonal Outdoor Pool

This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.

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4.99 out of 5 average rating, 155 reviews

A well-appointed bedroom features a black metal bed frame with soft white linens and decorative pillows. A wooden bench sits at the foot of the bed, complemented by a nightstand with a lamp. Natural light enters through a window, casting a bright ambiance.

Home in Lower East Side

Luxe Brady St home, 5 min to Bucks/Marquette!

Walk to restaurants, bars, coffee & the lake! Free shuttle to Brewers & Bucks 1 block away. Fully renovated property w/backyard oasis. 2 parking spots provided Located in lively entertainment district Squeaky clean home with tons of amenities! 5 min to Fiserv Forum, Third Ward, Summer fest, Breweries, Art Museum, Children's Museum, Parks etc. Perfect for friends, families & colleagues!

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Popular amenities for Shorewood house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.

4.93 out of 5 average rating, 194 reviews

Brewers Hill Gem w/hot tub & seasonal shared pool

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4.79 out of 5 average rating, 164 reviews

An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.

Home in Cudahy

Close to Lake with Great Ammenities & Breakfast!

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Home in River Hills

4.31 out of 5 average rating, 16 reviews

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

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The exterior of the bungalow is highlighted by a charming front porch with a blue door. Vibrant flowers and greenery flourish along the stone landscape, providing a welcoming entrance. Large windows invite natural light into the home, complementing its classic design.

4.97 out of 5 average rating, 120 reviews

Rosie’s Eastside Garden Bungalow

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New place to stay

• The Forest Home •

Weekly house rentals

4.95 out of 5 average rating, 112 reviews

Brew City Inn with Hot Tub | Summerfest House

ValueFamilyParking

A stylish living room is furnished with a striped sofa and two cream-colored reclining chairs, complemented by a wooden coffee table. Soft lighting from side lamps creates a cozy ambience, while natural light filters through the window blinds. A large piece of abstract art adorns the wall.

4.98 out of 5 average rating, 240 reviews

Best stay for Brewers/AmFam private home w/parking

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 162 reviews

A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.

Home in Wauwatosa

Historic on The Avenue

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5 out of 5 average rating, 312 reviews

A hot tub is positioned on a wooden deck with a view of a fenced backyard, featuring charming seating areas surrounded by lush greenery. Potted plants line the space, and a geometric-patterned rug adds a pop of color beneath outdoor furniture.

Home in Wauwatosa

The Little Gray House

ValueFamilyCondition

Superhost

A spacious living area is highlighted by large windows allowing natural light to fill the room. Comfortable seating is arranged around a wooden coffee table, with decorative pillows adorning the couch. The decor includes wall art and plants, contributing to a homey feel.

4.81 out of 5 average rating, 16 reviews

Gallery House

LocationFamilyCheckout

4.92 out of 5 average rating, 215 reviews

The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.

Home in Menomonee Falls

Exhale, rest

LocationValueTV

5 out of 5 average rating, 167 reviews

A stylish living room features a combination of modern and vintage decor. A leather sofa and two vibrant red chairs are arranged around a wooden coffee table. Decorative plants and unique light fixtures add character, while floral wallpaper and a colorful dining area can be seen in the background.

Home in Walker's Point

Fabulous Walkers Point Mansion w/ Bar andFireplace

ValueFamilyKitchen

An elegant dining room is seen through a graceful archway. A dark wooden table is surrounded by six chairs, while a shimmering chandelier hangs above. The walls are painted in a warm orange hue, complemented by a classic area rug and large windows that allow natural light to enter.

4.9 out of 5 average rating, 70 reviews

Prairie style home on Stratford

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Private house rentals

A living area features a neutral-colored sofa draped with a light blanket, complemented by a mid-century dining table and metal chairs. A flat-screen television is mounted on a wall, with a window showcasing views of greenery outside. A wooden desk and chair are positioned nearby.

4.93 out of 5 average rating, 89 reviews

Unique Eastside mid-century modern apartment

LocationFamilyComfort

5 out of 5 average rating, 17 reviews

The living room features a cozy arrangement of gray sofas adorned with decorative pillows and a warm throw. A black and white rug anchors the space, complemented by a coffee table displaying natural elements. A flat-screen TV and soft lighting create an inviting environment.

Home in Glendale

Cozy Single-family house

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5 out of 5 average rating, 21 reviews

Home in Whitefish Bay

Robin's Bluff

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4.96 out of 5 average rating, 80 reviews

A bright living area features a plush teal sofa adorned with cushions, centered against a wall-mounted TV. Natural light enters through large windows framed by sheer curtains. A light wood side table and a woven chair add functionality to the space, complementing the light grey walls.

Home in Riverwest

The Good Life Milwaukee (Riverwest)

FamilyLocationAccuracy

Superhost

A spacious living area is presented with modern seating arrangements, featuring two armchairs and a comfortable sofa. Natural light fills the room through large windows, and a gas fireplace adds warmth. A stylish dining table accommodates multiple guests, complementing the inviting atmosphere.

Home in Riverwest

4.92 out of 5 average rating, 78 reviews

Heart of MKE-Private Backyard-Free Netflix-BBQ

FamilyLocationComfort

4.95 out of 5 average rating, 44 reviews

A light-filled living room features large windows letting in natural light. Two soft sofas and a patterned area rug create a comfortable seating area. A side table and a dark wood bookshelf enhance the space, complemented by decorative cushions in soft colors.

Home in Whitefish Bay

Whitefish Bay Getaway; steps from Starbucks!

FamilyLocationCheck-in

5 out of 5 average rating, 12 reviews

A modern living area features a comfortable seating arrangement with a light gray sofa and a wooden coffee table. The kitchen bar, equipped with three sleek black stools, is visible, showcasing a clean design. A large television is mounted on the wall, and greenery is present nearby.

Home in Fox Point

Fox Point living near the Lake!

LocationFamilyDecor