
Holiday rentals with outdoor seating in Milwaukee
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
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.

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.

WeilHaus: A Cozy Urban Retreat
Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.

The Menlo Guesthouse
A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

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.

Tosa Village Studio Apartment
Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Our Cozy Bay View Bungalow Getaway
Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

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 Peacock Place w/ Shared Seasonal Outdoor Pool
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.

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.

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

Cozy Modern Retreat, 5min to DT, Newly Refurbished

Lake Muskego House, Walk to Stores & Restaurants

Blair House 1890

Private Home w/parking. Walk to Brewers/AmFamField

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

The Juniper | 3BR Home Near Brady Street

Large Luxury Home - Perfect for Groups - Downtown

The Foundry Loft | 3BR Walker's Point Home
Apartment rentals with outdoor seating

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

Large 2br Urban Retreat-Minutes To Milwaukee Fun!

Modern, Comfortable and Updated in Shorewood!

East Side Home

Cozy Apartment Nestled Across from Lakefront!

Bay View Upper Parkside Gem
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.

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!

Spacious Bay View Historic Storefront Apartment
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 NZD | $210 NZD | $220 NZD | $229 NZD | $244 NZD | $274 NZD | $293 NZD | $277 NZD | $252 NZD | $252 NZD | $239 NZD | $240 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 |
Quick stats about holiday rentals with outdoor seating in Milwaukee

Total holiday rentals
Explore 680 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 45,340 verified reviews to help you choose

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

Pet-friendly accommodation
Find 260 rentals that welcome pets

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wi-Fi availability
670 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
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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Bradford Beach
- Milwaukee Public Museum
- Sunburst
- Baird Center
- Discovery World
- Blackwolf Run Golf Course
- Riverside Theater
- Little Switzerland Ski Area
- American Family Field
- Marquette University
- Gurnee Mills
- Fiserv Forum
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
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