Vacation rentals in Milwaukee

The living area features a stone fireplace and a flat-screen TV mounted above it. Two dark armchairs and a comfortable sofa create a cozy seating arrangement. Natural light enters through multiple windows, highlighting the original woodwork and a vibrant area rug on the hardwood floor.

4.97 out of 5 average rating, 150 reviews

Spacious & Private 2 bdrm in the heart of Bayview

Beautiful 2 bedroom first floor buglalow in trendy Bayview with original details, updated kitchen & updated bathroom. Spacious open floor plans. Perfect to host families, groups of friends or a couple. Access to a private fenced backyard with fire pit, Infrared Sauna and grill. Add'l front seating on the cozy front porch. Perfect for relaxing with morning coffee or quiet dinners staying in. Easy street parking. Laundry in unit. Steps away from public transportation. Walkable restaurants/bars.

4.94 out of 5 average rating, 537 reviews

Loft in Walker's Point

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

The living area features large wood-framed windows dressed with blue curtains, providing ample natural light. Two patterned armchairs are positioned opposite a wooden coffee table. A television is mounted on a side table, and a wooden door adds character to the space.

4.86 out of 5 average rating, 235 reviews

Bay View Historic Home-1/2 block from Lake

This old Victorian home is perfect for an urban experience with the charm of an old home. A 1/2 block from the lake, the location offers lakefront walks in the heart of Milwaukee's trendiest neighborhood. Around the corner is an Italian grocery, Indy music venue, and numerous trendy restaurants. Downtown attractions are 10 minutes away by car & easilyaccessible by bus. Here's a link to a very fast moving video tour of the neighborhood: https://www.visitmilwaukee.org/neighborhoods/bay-view/

4.82 out of 5 average rating, 102 reviews

The living area features large windows allowing natural light, with a mix of comfortable seating options, including a traditional sofa and an armchair. A coffee table holds decorative candles, while a dining area with a table and chairs is visible in the background.

Home in Concordia

Sadie’s Way House

Built in 1892 in downtown Milwaukee. 10ft ceilings, hardwood floors,open concept, Airport 7.0 m Amtrak Station 1.7 m Fiserv Forum 1.6 m Convention Center 1.6 m Marquette University 1.0 m Potowatomi Casino 1.2 m Miller Park 1.5 m Miller Coors Brewery 0.6 m Summer fest 2.7 m Discovery World 2.7 m Art Museum 2.6 m Betty Brim Museum 2.5 m Public Museum 1.4 m Harley Davison Museum 1.8 m Panther Arena 1.6 Bradford Beach 2.8 m State Fair 3.7 m 3rd Ward 2.2 m Milw.Public Market 2.1 m 3 Domes 1.8 m

A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.

4.95 out of 5 average rating, 864 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

5 out of 5 average rating, 118 reviews

A cozy living area features a distinctive two-tone sofa facing a television. Large windows are adorned with flowing curtains, allowing natural light to brighten the space. A wooden bookshelf and a mid-century style chair complement the warm wooden flooring and charming wall decor.

Apartment in Riverwest

WeilHaus: A Cozy Urban Retreat

Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.

4.98 out of 5 average rating, 162 reviews

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.

Condo in Riverside Park

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 spacious back yard overlooks Lake Michigan, featuring a manicured lawn and five comfortable seating options. Sailboats are visible on the water, with a breakwater in the distance. The serene setting is framed by lush greenery, inviting relaxation and enjoyment of the scenic view.

4.86 out of 5 average rating, 299 reviews

Lakeside Beauty

Stunning lower duplex on Lake Michigan in beautiful Bay View WI. Exceptionally large 2 bedroom unit boasts back yard overlooking Lake Michigan with fire pit for cozy evening fires. Unit is a mix of new and classic vintage. Walking distance to South Shore Yacht Club, South Shore Terrace Beer Garden, Award Winning restaurants, a unique European grocery store, and the second largest Farmer's Market in the state. Seven minutes to downtown Milwaukee. Owner lives upstairs. Two bikes available.

Apartment in Walker's Point

4.9 out of 5 average rating, 195 reviews

1BR Historic Loft • Walkable + Free Parking

Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

4.96 out of 5 average rating, 342 reviews

A vibrant yellow wreath adorns a red door, leading into a welcoming space. Inside, a dining area is visible, featuring a round table surrounded by wooden chairs. A circular mirror reflects the textured wall with blue floral patterns, creating a lively and inviting atmosphere.

Bungalow in Bay View

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

A bright living area showcases a cozy blue sofa adorned with patterned cushion covers. A round area rug is centered on the hardwood floor, with a plush orange armchair positioned nearby. Floor-to-ceiling curtains frame the window, creating a warm ambiance.

4.94 out of 5 average rating, 154 reviews

Swan City Cozy Boho in Bay View

Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

4.91 out of 5 average rating, 741 reviews

The exterior of a historical mansion is displayed, featuring intricate architectural details and multiple levels. Large windows and black front doors offer an inviting entrance. A grassy area with small shrubs lines the front, providing a well-maintained appearance against a cloudy sky.

Apartment in Yankee Hill

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

Popular amenities for Milwaukee vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Milwaukee's top sights

American Family Field

299 locals recommend

Milwaukee Mitchell International Airport

49 locals recommend

Milwaukee Art Museum

545 locals recommend

Marquette University

30 locals recommend

Harley-Davidson Museum

515 locals recommend

Lakefront Brewery

303 locals recommend

Milwaukee home rentals

4.89 out of 5 average rating, 108 reviews

Home in Riverside Park

East Side MKE |3BR | Walkable | Sauna | Parking

4.9 out of 5 average rating, 303 reviews

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.

Home in Riverside Park

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

4.96 out of 5 average rating, 141 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

4.97 out of 5 average rating, 114 reviews

Home in Murray Hill

Belleview House: Hot Tub, Backyard, Fire Table

The living room features a stylish tan sofa accompanied by a textured throw and decorative pillows. A round mirror hangs on the wall, reflecting the room's layout. A light fixture hangs overhead, and colorful artwork is displayed. A modern coffee table is positioned on a striped rug.

4.91 out of 5 average rating, 128 reviews

Funky 2BR in Prime Bay View - w/ Parking

4.99 out of 5 average rating, 125 reviews

A cozy living room is centered around a modern fireplace framed by built-in shelves filled with decorative items and books. Light-colored sofas surround a glass coffee table atop a patterned rug. A ceiling fan provides airflow while natural light streams through nearby windows.

Home in Walker's Point

Barclay House in Walker's Point

4.94 out of 5 average rating, 266 reviews

Home in West Allis

Near to all Milwaukee favorites/ Free Parking/WiFi

A spacious living area features a blue sectional sofa and an inviting armchair, complemented by an artistic Milwaukee-themed mural on the wall. Bright natural light enters through the windows, which are fitted with blackout blinds, enhancing the room's modern aesthetic.

4.99 out of 5 average rating, 151 reviews

Cozy Bayview Guest House - Walk to entertainment!

Milwaukee boutique hotels

A spacious bedroom features a king bed with crisp white linens, complemented by a modern wooden nightstand and a sleek lamp. A beautifully designed fireplace adds character to the room, while a large window allows natural light to fill the space.

Superior King | Spacious | FP | DT 1 min | Pets OK

A cozy living area features large bay windows that allow natural light to fill the space. A comfortable sofa is positioned against a wall, complemented by an area rug with intricate patterns. Art pieces are displayed on the wall, adding a touch of elegance.

5 out of 5 average rating, 4 reviews

Queen Suite | Queen & Sofabed | DT 1 min | Pets OK

A spacious room features two Queen beds with crisp white bedding, positioned on opposite sides of the room. A decorative fireplace and abstract wall art enhance the decor. Light hardwood flooring extends across the space, while large windows are covered with room-darkening shades.

4.8 out of 5 average rating, 5 reviews

Superior Queens | 2 Queens | DT 1 min | Pets OK

A bright, inviting bedroom is framed by a doorway. A spacious bed is centered, with two windows allowing natural light to fill the room. A wall-mounted television is installed across from the bed, enhancing the cozy atmosphere. Wooden flooring complements the neutral color palette.

4.95 out of 5 average rating, 42 reviews

Milwaukee Suite | King | Downtown 1 min | Pets OK

Hotel room in Yankee Hill

4.95 out of 5 average rating, 365 reviews

The Plaza Hotel and Apartments

A spacious sleeping area features a large bed topped with fluffy white linens, flanked by sleek nightstands with modern lamps. A richly patterned rug lies beneath, while large windows covered by vertical blinds allow natural light to fill the room.

Talossa Room | King | Downtown 1 min | Pets OK

A spacious bedroom features a large platform bed adorned with crisp white linens. Bright natural light filters through multiple windows, complementing the dark accent wall. An area rug adds warmth to the room, while modern side tables with lamps enhance the contemporary design.

4.73 out of 5 average rating, 45 reviews

Classic King | Spacious | Downtown 1 min | Pets OK

Other great vacation rentals in Milwaukee

A stylish living room is highlighted by a large window providing views of the park. Two navy blue armchairs and a matching sofa surround a striped coffee table. Rich red carpets and green plants add warmth to the space, complemented by an elegant chandelier above.

5 out of 5 average rating, 262 reviews

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

4.96 out of 5 average rating, 232 reviews

A spacious sleeping area is furnished with a large bed, complimented by soft white linens. A wooden dresser and a chair provide storage and seating options. Natural light filters through a nearby door, enhancing the welcoming ambiance of the room.

Bungalow in Wauwatosa

Tosa Respite (second floor, private suite)

4.99 out of 5 average rating, 205 reviews

A spacious living area features large windows providing views of Lake Michigan. A light wood dining table is paired with white chairs, and a cozy sectional sofa invites relaxation. Artistic pieces adorn the walls, enhancing the bright and airy atmosphere.

Apartment in Yankee Hill

Lakeview Downtown Milwaukee Condo

4.93 out of 5 average rating, 270 reviews

A spacious living area features a comfortable sectional sofa and a mounted flat-screen TV. Natural light floods through multiple windows, revealing views of the city skyline. A cozy gas fireplace adds warmth, while a dining area can be seen in the background.

Townhouse in Riverwest

Amazing view, Modern Space

Guest suite in Cambridge Heights

A bright sitting room features a comfortable sectional sofa adorned with a colorful throw. Lush greenery is displayed throughout, alongside a vintage-style fireplace and decorative mirrors. The space is complemented by a patterned area rug and various decorative accents, creating a warm and inviting environment.

4.95 out of 5 average rating, 207 reviews

THE JUNGALOW- a Milwaukee Craftsman Treasure!

Condo in Historic Third Ward

An intimate living area features a comfortable sofa adorned with decorative pillows, paired with a wooden dining table. An open kitchen area with sleek cabinetry is visible in the background. Six tall windows allow natural light to brighten the space, with a patterned rug underfoot.

4.93 out of 5 average rating, 196 reviews

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

4.88 out of 5 average rating, 133 reviews

An open-concept kitchen and dining area features a wooden dining table surrounded by stylish black chairs. Exposed wooden beams enhance the high ceiling, while modern appliances, including a gas range and dishwasher, are neatly integrated into the sleek cabinetry. Natural light floods the space through large windows.

Home in Harbor View

The Foundry Loft 3BR Walker's Point Home