Smoking-friendly holiday rentals in Milwaukee County

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.

Renovated Brady St. Classic

Old-world charm meets modern amenities. The whole group will enjoy this renovated flat in the heart of Milwaukee's famed Brady St. neighborhood. Within walking distance of numerous eateries - including the delicious Kompoali taqueria right next door! Accommodates seven guests - and is furnished with a fully equipped kitchen, a washer and dryer, free WiFi, and a cozy outdoor space. Whether your visit is for business or leisure, discover a memorable stay at this amazing flat.

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.

Historic Home in Harambee

Welcome to your charming 1-bedroom retreat in Milwaukee's historic Harambee Neighborhood! Built in 1907, this uniquely designed home offers a cozy living area, full kitchen with cooking essentials, and a lovely patio. Enjoy the large backyard with a firepit, perfect for evenings under the stars. Dogs are welcome, and parking is available in both front and back. Book your stay today and enjoy a perfect blend of historic charm and modern comfort!

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

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).

Secret Garden

The Secret Garden is a pet-friendly 2BR/1BA + Office first-floor apartment with a front porch, fenced in back yard, and raised veggie garden beds. Tucked away on a quiet street on the near east side of Milwaukee, it’s just minutes from all the fun!