Smoking friendly holiday rentals in Milwaukee County

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.

My Rose in the middle of milw 4 singles n couples.

I call it my little Black Barbie home with a touch of Class. I am a color freak. I like to give u a view to look at in each space. Tiny House with a big attitude. SO dont expect a mansion. We have lots of love and a warm spirit to offer our guest so u will feel right at home. It's in the heart of milwaukee so dont let the hood spirit detour u from a great at atmosphere. I love fixing my guest a warm breakfast the last nite of their stay. So Welcome to our humble abode....

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

Cozy Shared Home Haven

Welcome to our warm and inviting shared home, perfect for travelers looking for a comfortable retreat in Milwaukee! Our home is shared with our friendly dog and laid-back cat, who love making new friends. You'll have your own space to relax and unwind, while also enjoying the warmth of our home. Our dog and cat are well-behaved and get along great, so you can expect a peaceful and fun stay with us. We can't wait to share our home with you!

Sublime Subterranean Sanctuary

Welcome to the Lowkey Hideaway! Situated in the trendy Washington Heights, just two blocks from North Avenue and a ten-minute walk from Wauwatosa, very close to the Medical Campus. Experience everything Milwaukee has to offer, all within minutes. Enjoy your stay with a private entry and a lovely shared outdoor space. Nearby Hospitals: • Froedtert Hospital - 5 miles away • Children's Wisconsin - 5.5 miles away

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!

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).

Nautical Captain Room with Whirlpool & Sauna

This is a room in a beautiful home with incredible woodwork, one block from Lake Michigan, bike trails, public pool and more. It's peaceful, and has wood all throughout and this is a new listing in a home for a guest wanting to book one of our two primary rooms (so updated pics to follow as it is being prepared). Sincerely, Mark Anthony

Spacious room blocks from UWM!

This private room is just a couple blocks from UWM Union and also very close to Milwaukee’s Lakefront, lively Eastside, and Downtown! Such a peaceful private home with newer furnishings, & plenty of space for your work/studies and relaxing. There is a balcony for fresh air, and lots of natural Sunlight throughout!