Vacation rentals with outdoor seating in Milwaukee

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Top-rated outdoor seating rentals in Milwaukee

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Guest favorite

Condo in Bay View

4.98 out of 5 average rating, 185 reviews

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.

Guest favorite

Rental unit in Wauwatosa

5 out of 5 average rating, 136 reviews

Bungalow Retreat in the Heart of Wauwatosa

Welcome to the Bungalow Retreat where you will find comfort & style throughout the cozy upper flat with private balconies. 2BR/1BA & updated kitchen, this space is perfect for families, couples, long term stays, business travelers, or weekend getaways. Nestled in the heart of Wauwatosa; grocery, restaurants/bars, shops, & parks within walking distance. Located 10min from Downtown MKE, Lake Michigan, Fiserv Forum, Summerfest; 8min to Brewers Stadium. Parking on site. DM for extended stay info.

Guest favorite

Guest suite in Upper East Side

4.97 out of 5 average rating, 177 reviews

THE JUNGALOW- a Milwaukee Craftsman Treasure!

Welcome to our 1924 Craftsman Bungalow! Marrying Prairie House style with the innovations of the Chicago Craftsman, our brick bungalow is awaiting your stay. You'll enjoy the upper suite, with private entrance, two bedrooms, kitchen, and full bath. Newly redone porcelain marbled floors inspire luxury with each step, along with the new 'Article' sectional, 50" TV with streaming, 100% Cotton bedding and towels, a kitchen full of perks and appliances, and lush greenery to keep the air clean.

Guest favorite

Guesthouse in Riverwest

4.91 out of 5 average rating, 101 reviews

1-bedroom guest house with river & city views

This cottage in the heart of Brewer's Hill is walking distance from Lakefront Brewery, the Milwaukee river, Brady street and lots of other Milwaukee attractions! Looking out on a city park and the Milwaukee river, it's an ideal mix of peaceful retreat and urban stay experience! Our cottage includes a comfy queen sized bed, bathroom with a walk in shower, kitchen with all the necessities for cooking or just making a quick breakfast and a pull out coach in the living room!

Guest favorite

Guest suite in Sussex

4.99 out of 5 average rating, 130 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Guest favorite

Rental unit in Milwaukee

4.91 out of 5 average rating, 170 reviews

Newport House -Walk to UWM- vintage upper+garage

Enjoy this bright upper flat in the treelined Cambridge Woods neighborhood, on Milwaukee's colorful Eastside. Freshly painted and furnished, sleeps 4, with secure garage and 2nd floor deck. 3 blocks to UWM campus, 2 blocks to city bus lines, close to the Milwaukee River, Oak Leaf Trail bike path, and convenient to restaurants, pubs and shops. Magnificent Lake Michigan with its everchanging beauty is nearby. Newport House is smoke free.

Guest favorite

Home in Milwaukee

4.93 out of 5 average rating, 132 reviews

Quiet Bay View Bungalow, Extended Family Stay

Need a quiet getaway? This sunny and peaceful upper of a Bay View bungalow provides you with a relaxing atmosphere! A corner property built in 1924, this diverse neighborhood offers perfect opportunities for a stroll through tree-lined streets and rolling hills. Bike or walk the quiet neighborhood or find a peaceful park just blocks away. We want you to feel at home during your getaway and hope it is as special to you as it is to our family.

Guest favorite

Guest suite in Milwaukee

4.97 out of 5 average rating, 434 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Cozy efficiency studio suite. Gorgeous bathroom with walk-in slate and stone shower. Comfortable queen-size bed, adjustable frame, Nectar memory foam mattress. There is not a full kitchen but there is a small refrigerator, microwave, coffee maker, toaster oven, TV, WIFI. A/C and heat. LGBT-Welcome. ALL are welcome here. Very central location close to all things Milwaukee.

Guest favorite

Loft in Riverwest

4.87 out of 5 average rating, 489 reviews

The Dragonfly Loft

The second floor of this house is a spacious private lofted area that is very open and has high Located in the back of home, Private entrance and close to the city. Near small bars, stores and short walk to buses that can take you into the city. I live on the lower unit, If you have any questions or request before check-in please message. We don't do long term stays.

Superhost

Rental unit in Bay View

4.85 out of 5 average rating, 189 reviews

Cozy Basement Space In Bay View by Lake Michigan

Our cool, relaxing, newly finished basement apt is located in charming Bay View in Milwaukee. Shared entrance to stair case, but WITH IT'S PRIVATE ENTRANCE this space was designed to give you a great place to stay while you visit Milwaukee. Only minutes away from lake and downtown. ✊🏻✊🏼✊🏽✊🏾✊🏿 BIPOC, LGBTQ+ 🏳️‍🌈 friendly. All are welcome

Guest favorite

Home in Brewer's Hill

4.96 out of 5 average rating, 105 reviews

Historical Brewers Hill Single Family Home

Enjoy easy access to everything from this perfectly located home base. Walking distance to Brady Street, Deer District/Fiserv Forum and Downtown Milwaukee. Located in historical Brewers Hill, old world charm with modern comforts. Please pardon the dust as I continue to make improvements to the space, especially the exterior.

Guest favorite

Rental unit in Milwaukee

4.96 out of 5 average rating, 382 reviews

Newly remodeled Chic-Hip apartment-Downtown area

Newly renovated, spacious with modern day gadgets and appliances. Our space is great for a comfortable and safe stay. We have created a space conducive to relaxing. We also support and practice proper sanitizing of the space. After each stay the entire unit is disinfected and sanitized for our guests’ health & safety.