Vacation rentals with outdoor seating in Milwaukee County

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Top-rated outdoor seating rentals in Milwaukee County

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Milwaukee

4.97 out of 5 average rating, 184 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

Townhouse in Milwaukee

4.95 out of 5 average rating, 388 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 203 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH U

Superhost

Home in West Allis

4.81 out of 5 average rating, 129 reviews

Designer Cottage with Parking, Patio & Netflix

LOCATION, LOCATION! • Fast Fiber Internet TIME (MIN) 5-10 McCarty Park (Water Park, Trails, B-Ball Court) STATE FAIR TOSA 10-15 Brewers, Bucks Harley, 3rd Ward Breweries, Zoo ATTN MEDICAL Near All Hospitals PRIVATE PATIO & FENCED-BACKYARD • Seating for 4 w/ table • 🐶 can roam • Safe & secure kids play • Space for games & bags SAFE PARKING • Allows 2-4 vehicles inc. trucks & boats • 100FT off street • driveway widens LAUNDRY • W&D • Pods & D-Sheets • Util. Sink • Iron+Board

Guest favorite

Guesthouse in Milwaukee

5 out of 5 average rating, 113 reviews

Cozy Bayview Guest House - Walk to entertainment!

Our Guest House (900 sq ft) is perfect for families & groups seeking a modern space within walking distance to some of the best restaurants, bars, breweries & cafes in Milwaukee's popular Bayview neighborhood. Enjoy your stay in comfort with 2 bedrooms & 5 total beds (1 king, 4 twins). Our Guest House is located directly behind the Main House on the same lot (separate houses). Free street parking is available right outside our house with plenty of spots typically available.

Guest favorite

Guesthouse in Milwaukee

4.93 out of 5 average rating, 122 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

Bungalow in Milwaukee

4.96 out of 5 average rating, 263 reviews

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with fast wifi (300 mbps), 4K TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are coffee shops and charming local bars 2 blocks away. The Bay View Dog Park is 1 block away. We have parking for 2 cars. We follow the 5 Step Enhanced Cleaning protocol, and take sanitization very seriously. We are a 100% smoke free property.

Guest favorite

Rental unit in Milwaukee

4.96 out of 5 average rating, 293 reviews

East Side Home

Upper flat located on Milwaukee's Historic East Side! We hope your stay with us feels like home. Spacious layout for most any kind of group. Stones throw to UWM, Lake Park, and Historic Downer Avenue shopping. Ten minute drive to downtown Milwaukee. We have been so lucky to have great guests, and we are constantly looking to improve your time here. If there is anything you might want for your trip please ask and we will do our best to accommodate.

Guest favorite

Home in Milwaukee

4.97 out of 5 average rating, 142 reviews

The Peacock Place

This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.

Guest favorite

Guest suite in Milwaukee

4.97 out of 5 average rating, 448 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

Home in Milwaukee

4.99 out of 5 average rating, 215 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, coffee brewer, and many more amenities. 5 minutes from UWM and close to lakefront, downtown, I43 and much more. A short ride to Summerfest grounds. Close to many restaurants of many different styles. You will feel at home in our cozy two bedroom flat.

Guest favorite

Home in Greendale

4.99 out of 5 average rating, 197 reviews

Guesthouse on Clover - Historic Greendale

Guesthouse on Clover is located in the Historic Village of Greendale, just a few minute's walk from downtown, which boasts a truly unique shopping and dining experience. Enjoy the friendly village atmosphere as you refresh and revitalize in this well-appointed home decorated like an artist's cottage.