
Holiday rentals with outdoor seating in Milwaukee
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Milwaukee

Total holiday rentals
Explore 670 holiday rentals in Milwaukee

Nightly prices starting at
Milwaukee holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 45,160 verified reviews to help you choose

Family-friendly holiday rentals
490 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 260 rentals that welcome pets

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wi-Fi availability
660 of Milwaukee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Milwaukee rentals

4.9 Average rating
Milwaukee stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Milwaukee's top spots, include Milwaukee County Zoo, Harley-Davidson Museum, and Milwaukee Art Museum
Top-rated Holiday Houses with Outdoor Seating in Milwaukee
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Modern Home Near Downtown | Rooftop Patio + Garage
Beautiful 2400 sq ft newer construction home located in Milwaukee's Historic Brewer's Hill neighborhood <1 mile from the heart of downtown. Perfect for large groups! -Open floor plan on main level -Large rooftop patio with electric grill -4 bedrooms plus fully finished basement equipped with bunk & pullout sofa -Large master suite -3.5 bathrooms - 1 master shower, 2 tub showers -Attached 2 car garage -FAST WiFi - up to 1 GB -Shuffleboard, arcade game, & board games -High chair & pack 'n play

Clock Tower Loft Close to Key Attractions
This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

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.

Cozy East Side | Sauna |Parking | Near Downtown
Welcome to your cozy Milwaukee getaway! Stay in a charming East Side maple hardwood floors, modern amenities, and a private sauna. Relax on the patio, then walk to dining, nightlife, and coffee shops on North Ave and Brady St. The lakefront with walking & biking paths is minutes away. Includes one off-street parking spot plus street parking. Close to UWM, St. Mary’s Hospital, and free shuttle pickup to American Family Field. Quick rides to Summerfest, Fiserv Forum, the Art Museum & more!

Bright 1.5BR in the Heart of Bay View - w/ Parking
Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Historic East Side Duplex, 3BD. No Cleaning Fee!
Minutes from downtown Milwaukee by car or bus, the whole group will enjoy easy access to the city from this central location less than a mile from the UWM campus. A block from the Urban Ecology Center and Oak Leaf Trail access and easy walking distance to North Avenue's restaurants, bars, and the Oriental Theater, there's no shortage of activities, entertainment, and dining options around this historic and charming East Side abode. Or stay in with our grill and fire pit.

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.

Barclay House in Walker's Point
Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We just recently added a new hot tub!

The Little Gray House
Spring is here and it's time to share what we've been up to! Those of you staying with us after April will be treated to new kitchen counter tops, roof, windows and siding :) It'll still be the LGH, but with a little something more! We'll update the photos as soon as it's completed! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

Near to all Milwaukee favorites/ Free Parking/WiFi
Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Luxe Brady St home, 5 min to Bucks/Marquette!
Walk to restaurants, bars, coffee & the lake! Free shuttle to Brewers & Bucks 1 block away. Fully renovated property w/backyard oasis. 2 parking spots provided Located in lively entertainment district Squeaky clean home with tons of amenities! 5 min to Fiserv Forum, Third Ward, Summer fest, Breweries, Art Museum, Children's Museum, Parks etc. Perfect for friends, families & colleagues!

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. Pets allowed! 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.
Popular amenities for Milwaukee outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozy Modern Retreat, 5min to DT, Newly Refurbished

6BR house, yard, hot tub - 5 min drive downtown

Best stay for Brewers/AmFam private home w/parking

Charming Bayview House, steps from MKE Merriment!

The Juniper Private 3BR Near Brady Street

Stunning Vintage/Modern! Brady St! Tons of Extras

Shorewood house - near shops w/ WiFi & parking

Historic Brewery Tied-House in Bayview (Sleeps 12)
Apartment rentals with outdoor seating

Tosa Village Studio Apartment

Rare Bay View apt with 2 full baths & master suite

Charming home w/ fire pit, walk to Lake Michigan

Spacious & Private 2 bdrm in the heart of Bayview

Spacious 2 Bedroom Flat in Heart of Milwaukee

Great Location, Wauwatosa (upper unit)

Cozy Apartment Nestled Across from Lakefront!

WeilHaus: A Cozy Urban Retreat
Condo rentals with outdoor seating

Private East Side Milwaukee flat with fenced yard

Stylistic Condo Hot Tub Tosa Village 2 blocks away

Lovely 3 bedroom condo with cozy indoor fireplace.

Riverwest 2BR • Outdoor Oasis • King Beds

English Tudor - Upper Flat blocks from the beach

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

Third Ward - High End 1 Bedroom up to 6 + Parking

Downtown Eastside gem near Fiserv Forum Bucks!
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 NZD | $238 NZD | $255 NZD | $230 NZD | $245 NZD | $275 NZD | $294 NZD | $279 NZD | $253 NZD | $253 NZD | $240 NZD | $241 NZD |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Destinations to explore
- Chicago Holiday rentals
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- Rentals with outdoor seating United States
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Riverside Theater
- Discovery World
- Blackwolf Run Golf Course
- Marquette University
- Lake Geneva Public Library
- Gurnee Mills
- American Family Field
- Fiserv Forum
- South Shore Park
- Pabst Mansion
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Geneva Ziplines & Adventures
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory





