
Vacation rentals with outdoor seating in Milwaukee
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Milwaukee
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

2BR Sunny Upper in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Bay View MKE Hideaway - with Parking!
Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Private East Side Milwaukee flat with fenced yard
Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

Third Ward - High End 1 Bedroom up to 6 + Parking
This is a top of the line one bedroom 1000+ sq foot condo in the heart of the Artistic and Posh Third Ward. There are only 31 units in the Atelier building. The space is immaculate and decorated with high end furnishings. This place is perfect for solo business executive in town for a short few weeks (or months) or up to a family of 4 to 6 that wants to experience all of what downtown offers. This building is next to local restaurants, The Hop Street Car, and the Public Market.

Bright Eastside MKE cottage w/ FREE Parking
Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

Mid-Century Inspired Upper Duplex in Bay View
Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property.

The Little Gray House
Time to plan your fall and winter getaways! Stay with us and enjoy all the amenities of the Little Gray House including a shed bar with food truck style windows and TV, hot tub, comfortable bedrooms and more! We've also just added a tankless water heater - never run out of hot water! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

Modern, Comfortable and Updated in Shorewood!
Walking distance to bars, restaurants, coffee shops, parks and best of all... Lake Michigan! Extensive contemporary remodel with comfortable furniture and plush beds. If you'll need to get some work done we have a large desk and fast WIFI. Laundry is available for your use, located in the basement of home. Free & convenient street parking available in front of the home, always available!

Brew City Hideaway - Historic Brewers Hill
Built of Cream City brick in 1858, this is truly one of the oldest standing houses in Milwaukee. It’s just one block north of the original Schlitz Brewery and about .8 miles from the Fiserv Forum! The home also has a fenced in yard with a stamped concrete patio which is shared with the other unit on the property. Also, one off-street parking spot.

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

Amazing view, Modern Space
Soak your cares away in a luxurious 7-person hot tub while taking in breathtaking panoramic views of the Milwaukee skyline! This chic two-level condo, nestled on a hill above the Milwaukee River, puts you just a 10-15 minute stroll away from the vibrant energy of North Ave, Brady St, and downtown—where the action is always happening.
Popular amenities for Milwaukee outdoor seating rentals
House rentals with outdoor seating

Guesthouse on Clover - Historic Greendale

The Menlo Guesthouse

This Must Be the Place- Bayview Bohemian Vibes

Charming Bayview House, steps from MKE Merriment!

Charming Pet-Friendly 3-BR Home, Firepit, Backyard

Brewers Hill cottage, newly renovated near FiServ!

Historic cottage with fireplace. Pets Welcome!

The Peacock Place w/ Shared Seasonal Outdoor Pool
Apartment rentals with outdoor seating

Rare Bay View apt with 2 full baths & master suite

Large 2br Urban Retreat-Minutes To Milwaukee Fun!

Stylish Gem With Fun Hidden Room-Centrally Located

BEST Location in Milwaukee, Luxe 3BR, Free Parking

Close to Stadium|Near Attractions|Parking|Sleeps 5

Eastside 4BR w Parking, Treadmill

East Side Home

Comfortable Riverwest apartment
Condo rentals with outdoor seating

Stylistic Condo Hot Tub Tosa Village 2 blocks away

Charming 3BR Off Brady St

Lovely 3 bedroom condo with cozy indoor fireplace.

English Tudor - Upper Flat blocks from the beach

Bay View - Lake View on the Park w/Secret Lounge

Downtown Eastside gem near Fiserv Forum Bucks!

Spacious Bay View Historic Storefront Apartment

Waterfront Rehabbed 2 BR • 10 mins Fiserv/Downtown
Quick stats about vacation rentals with outdoor seating in Milwaukee
Total rentals
670 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
45K reviews
Family-friendly rentals
500 properties are a good fit for families
Pet-friendly rentals
250 properties allow pets
Rentals with a pool
10 properties have a pool
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- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Geneva National Resort & Club
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Grand Geneva Resort & Spa
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- America's Action Territory
- Sunburst
- The Rock Snowpark