Smoking friendly vacation rentals in Milwaukee

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Top-rated smoking friendly rentals in Milwaukee

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Private room in Wauwatosa

New place to stay

Dream Jungle Escape - Room

This home is built on love. If you dont like a certain group of people, or a certain way of life. This home may not be for you BUT, if you like plants, pets, design, art, sun and happiness, & OPENMINDED THINKING then you found what you’ve been looking for. Over 100 plants and windows in every room, this is what “home-away-from-home” really means. Sit in your room or watch tv in the living room. This is your new home for as long as you want. 4:20👍🏿 There is a very well behaved, old man dog

Guest favorite

Home in Shorewood

4.83 out of 5 average rating, 76 reviews

Hot Tub Victorian Garden Home

Be my guest! JACUZZI/Hot Tub, fireplace, a grill and fire pit on the lit up patio and fully fenced in yard. Comfy 5 bedroom, 9 beds including a pull out couch and an air mattress. 3 full bathrooms! Main bedroom en suite. Bring your friends or whole family to enjoy this HUGE house. Excellent location in trendy Shorewood with tons of amenities. 5 minutes from the beach, just steps away from restaurants, bars, coffee shops, Walgreens, and a massive grocery store! Small kitchen fully stocked.

Guest favorite

Home in Wauwatosa

4.91 out of 5 average rating, 93 reviews

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.

Private room in Milwaukee

4.83 out of 5 average rating, 6 reviews

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....

Private room in Milwaukee

4.67 out of 5 average rating, 6 reviews

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.

Condo in Lower East Side

4.66 out of 5 average rating, 44 reviews

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.

Guest favorite

Guest suite in Washington Heights

5 out of 5 average rating, 5 reviews

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

Home in Milwaukee

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!

Guest favorite

Home in Mequon

4.89 out of 5 average rating, 9 reviews

Mequon, WI-- 4BR 2.5Bath

Two story 3000 sq. ft. home with 4 bedrooms, 2 ½ bathrooms, family room, dining room, living room, large eat-in kitchen and deck. Parking for 5 cars. Sleeps 8. Office space available with WiFi, and printer. We can stock and furnish bar and kitchen per your request at cost prior to your arrival. Just 25 minutes to downtown Milwaukee, Miller Park, 20 minutes to Lake Michigan.

Home in Milwaukee

New place to stay

Family-style home—designed

Step into this spacious, family-style home—designed for rest, connection, and ease. Whether you're staying for a night or a few, you'll feel instantly at home in this thoughtfully arranged space that welcomes families, friends, and small groups a like. This is not a big luxury home' it is a nice family style beautiful home that's clean and smells really nice when walking into.

Guest favorite

Apartment in West Allis

5 out of 5 average rating, 6 reviews

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!

Guest favorite

Private room in Cudahy

5 out of 5 average rating, 5 reviews

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