Smoking-friendly holiday rentals in Milwaukee County

Simple & Comfortable 1BR Stay

This simple and spacious one-bedroom apartment is perfect for travelers looking for a clean, comfortable place to stay. Located on a busy street, you’ll have easy access to transport and be right in the center of things. Inside, the apartment offers a quiet escape. Despite the lively location, the building is peaceful, and the neighbors are respectful and quiet—ideal for relaxing after a day out. The space is kept clean and uncluttered, with everything you need for a short or extended stay.

Room with Tropical Vibes with Whirlpool & Sauna!

Serene setting w/t tropical vibes w/t whirlpool & sauna access! Our beautiful room w/t bunk can accommodate up to 3 people, has plenty of space with built in cabinetry w/t restroom access right from room. The kitchen is adjacent, MasterSpa hot-tub right outside window & door & sauna downstairs w/t full laundry access & private fridge space. Walking distance to Lake Michigan, parks w/t bike trails, public pool & tennis courts, bars & restaurants. Location is < 5m from MKE Airport :)

Relax close to everything in Milwaukee

Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

Home Away From Home.

Charming 3-bedroom lower duplex offers a private and relaxing stay. The unit features a welcoming living room and an eat-in kitchen—perfect for unwinding or enjoying a home-cooked meal. You'll find the space to be clean, nicely decorated, and filled with pleasant scents that make it feel just like home. This is a completely private unit—no shared areas. Please note, the upper unit is not part of the rental. House Rules: 🚫 No pets ❌ No drugs 🎉 No gatherings of any kind

Fun Milwaukee Stay

Excellent space for entertaining and getting together with friends. Indoor space has a private entrance, private bathroom, full bedroom, living room with a pull out mattress, and extra airbed available. Indoor space also has a projector screen, TV, dart board, bar cart, mini fridge, sink and dining table. Full access to the backyard, equipped with an outdoor fire pit, patio furniture, outdoor space heater, projector screen, extended WiFi, and cornhole.

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.

Chateau in the City

Located in the heart of the city this 3 bedroom, urban newly constructed home on Milwaukee's northside is 5 minutes from downtown Milwaukee, Harley Museum, Potowatomi Casino, Bucks new Fiserv Arena, Lakefront, festivals, fine dining, and trendy Brady Street and Water Street venues. 10 minutes away from Brewers stadium, malls, shops and more. 15 mins away from Mitchell Airport!

Quaint, Comfortable, Convenient. Long Term too!

Your family will be close to everything when you stay at this centrally-located place in West Allis. Long Term and Short Term stays welcome! Short distance from the Brewer Stadium (American Family Feild), city parks, West Allis Farmers Market, State Fair Park, local shopping with easy access to I94 and only a 7-minute drive from historic downtown Milwaukee and the lakefront!

Walkable Central Location, Lower East Side

On a quiet street, in a very central location, popular areas surround the home in all directions. For a short walk, a quick drive, you will find grocery and drugstores, places to eat and drink, entertainment, parks, downtown, Lake Michigan, popular Brady Street, North Avenue, River West, downtown, concerts in the parks, local events, and Fiserv Forum (1.5 miles away).