Holiday rentals with lake access in Milwaukee County

4.9 out of 5 average rating, 106 reviews

A spacious living area features a large smart TV mounted on the wall, with modern furniture arranged for comfort. A sectional sofa and accent chair provide seating options. Natural light streams through the windows, and artistic touches enhance the welcoming atmosphere.

Apartment in Shorewood

Charming home w/ fire pit, walk to Lake Michigan

Welcome to our home in a quiet neighborhood, a short walk to gorgeous views over Lake Michigan and two blocks to restaurants, shopping, and nightlife. Gather around the fire pit and grill dinner in the back patio. Listen to our vinyl collection or stream your own music while playing board games next to the smart TV. Super-fast internet, a fully equipped kitchen with coffee & tea, and in-unit laundry. Two comfy queen beds + a sleeper sofa. Here with kids? We have toys, a Pack n' Play, & more.

4.98 out of 5 average rating, 43 reviews

A spacious living area is showcased with a modern sectional sofa and a marble-top coffee table. A large flat-screen television is mounted above a decorative fireplace. Natural light filters through multiple windows, illuminating the light-colored walls and warm wood flooring.

Home in Shorewood

4 Mins Walk Lake Michigan Atwater Park Beach. Pets

Discover this spacious property in the heart of Shorewood - peaceful ambiance and prime location. 4 min walk to Lake Michigan. Close to UW-Milwaukee, cafes, parks, and shopping. Perfect for families, business travelers, short, long stays. Enjoy fast Wi-Fi, full kitchen, cozy living spaces, and free 1 closed and 2 driveway parking. Ideal for year round visits with easy access to festivals, outdoor and indoor attractions, dining, and lakefront walks, 2nd and 3rd floors pet friendly family friendly

4.98 out of 5 average rating, 245 reviews

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.

Condo in Milwaukee

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.

An open living area is showcased, featuring a billiards table, a large sectional couch, and a modern dining table. Two ceiling fans hover above, and a flat-screen TV is mounted on the wall. Natural light floods through the windows, enhancing the welcoming environment.

4.88 out of 5 average rating, 166 reviews

Blue Storefront|2ksqft | Arcade,Pooltable,Foosball

Exclusive 2000sqft renovated home that was historically a neighborhood grocery store in the 1950s. Perfect entertainment home 70inch 4K flat screen, Billards Poolt Table foosball table, 9ft dining table & custom arcade with over 1100 different classic games, over 25 gameboard games. Party friendly. Extra Family Room. Quiet family neighborhood. Fully equipped kitchen. Spacious backyard. AC in each bedroom. Free Access to Washer/Dryer. Walking distance from State Fair's ground, Blue Eggs & Gillys

Superhost

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.

Apartment in Milwaukee

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/

A living area is visible, featuring a red sofa adorned with cushions. A wooden coffee table occupies the center space, while a ceiling fan is overhead. A dining area is partially seen, with a table and chairs, and natural light streams through nearby windows.

5 out of 5 average rating, 23 reviews

Hoan Hideout

The Hoan Hideout is the first floor of 2-unit home in the bustling Milwaukee neighborhood of Bayview! 3 of Milwaukee's most popular watering holes are located right on this block, and the South Shore Terrace/Beachside Beer Garden is just 3 blocks east. Super-easy access to the 794 Hoan Bridge freeway puts you minutes from Summerfest, Discovery World, and the rest of all the excitement the downtown Milwaukee area has to offer. This home has a kids room, shared laundry, and TVs in each bedroom.

4.78 out of 5 average rating, 154 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

Make Yourself At Home! Close to Lake & Airport!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

4.89 out of 5 average rating, 105 reviews

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

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!

4.72 out of 5 average rating, 450 reviews

A spacious living area is featured with warm hardwood flooring and rustic wooden beams overhead. A combination of comfortable seating arrangements, including a leather sofa and eclectic coffee table, invite relaxation. Natural light streams through large windows, and decorative wall art adds character to the room.

Loft in Milwaukee

The Castor House. A hip riverside warehouse loft.

The Castor House is nestled above the popular cocktail joint Boone & Crockett and local music venue The Cooperage in the heart of Milwaukee's Harbor District. Walking distance from a diverse offering of bars and restaurants in the neighborhood, and central to various other popular bar districts within the City, our spacious warehouse loft is a perfect home base for taking in all that Milwaukee has to offer. If nightlife, great bites and local entertainment is your jam... you are here.

4.93 out of 5 average rating, 302 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.

A bright living room features a large television mounted on a green wall, complemented by wooden furniture and a comfortable sofa. Natural light enters through the window covered with wooden blinds. A colorful mural of a hand and a round coffee table add character to the space.

4.83 out of 5 average rating, 102 reviews

Bright 3BR w/ Garage in Bayview (The Owl House)

Sunny upper duplex with AC in the heart of Bay View, just blocks from South Shore Park. Enjoy the entire top unit with 3 bedrooms (queen in master, 2 rooms with twin-to-king beds), a spacious living room, fully stocked kitchen, and washer/dryer. One-car garage included. Walk to restaurants, bars, coffee shops, and public transit. Perfect for families, no parties. Not handicap accessible (one flight of stairs).

A modern kitchen features an island with seating for four, complemented by stylish pendant lighting. Dark green cabinetry and stainless-steel appliances enhance the functional space. A classic fireplace is visible, framed by decorative accents, while large windows contribute to a bright atmosphere.