Vacation rentals with outdoor seating in Milwaukee

Spacious & Private 2 bdrm in the heart of Bayview

Beautiful 2 bedroom first floor buglalow in trendy Bayview with original details, updated kitchen & updated bathroom. Spacious open floor plans. Perfect to host families, groups of friends or a couple. Access to a private fenced backyard with fire pit, Infrared Sauna and grill. Add'l front seating on the cozy front porch. Perfect for relaxing with morning coffee or quiet dinners staying in. Easy street parking. Laundry in unit. Steps away from public transportation. Walkable restaurants/bars.

Historic Home Sleeps 16 in MKEs Best Neighborhood

MAX of 16 guests! This luxury home has been designed especially for groups to gather and connect in-person. The huge second floor has ample space to gather everyone around a chef's kitchen and walk-out patio, while floors 1 & 3 are for sleeping Walk or bike everywhere! Minutes to Downtown, Third Ward, Bay View, Summerfest, and the best restaurants, breweries, trails, and music/sports venues. Just 5 blocks from easy freeway access and 12 minutes from airport! 2 driveway parking spots included

70s City Glamping RV By Lake, Unique Boho Retreat

My 70s GMC Motorhome "Painted Desert" has been renovated to offer my guests a glimpse into the past with a clean, warm, updated bohemian feel with all the amenities of home. There is an ample amount of windows for fresh air, light, and that cozy cabin feel. It is filled games, books, and art! Also a private yard featuring a picnic table, grill, & chiminea fireplace with tons of fresh chopped wood & kindle for you! There is nothing like this in Mke, a truly unique stay as central as it gets!

Large Condo w/Patio/ Old World 3rd next toFiserv

Our 1876 historic building is fully renovated! Located on the first floor is soon to be Sweet Connies bakery and breakfast location opening in 2024! Less than 1 block to the new Fiserv Forum. Enjoy the amazing patio. Lots of fun restaurants & bars on our street that run free shuttles to Brewers games. 1/2 block from the Riverwalk. Anticipate an electric, energetic night life. 1 parking spot behind the building can be rented if available for you stay. We do have a private garage a block away.

Eastside 4BR w 2 Garage Spots

Welcome to Murray Hill in MKE. This 4BR, 1BA unit offers everything for a wonderful fun stay in MKE. Enjoy the L-shaped balcony facing in front + a smaller balcony in rear. Good sized rooms w high ceilings, main BR has desk. Use (at your own risk) grill/fire table. CHILDREN MUST BE SUPERVISED. Bike rental w/in 3 block walk, tour local parks, lakefront, and nightlife on nearby Brady St. A variety of nearby restaurants + coffee shops await your visit. We look forward to hosting your stay!

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

Located right on South Shore Park with views of Lake Michigan. Just a 3 minute walk to South Shore Beach and the Oak Leaf Trail, and just a 6 minute drive to downtown Milwaukee. This two story treetop loft occupies the upper two levels of a large historic house and has a large 400 sqft 2nd story deck overlooking the park and lake with a 4' natural gas fire bowl. Also features indoor bioethanol fireplace and full bar with a wine-chiller. The perfect place to kick back and relax with friends!

Adorn Abode

Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.

Blair House 1890

Amazing location! Beautiful, newly renovated 2BR upper floor of a duplex built in 1890 is your cozy launch pad to explore Milwaukee. Only steps from the many breweries, restaurants and shops on historic Brady St, this house is tucked away on a safe and quiet street with easy street parking. Relax outside under the shaded pergola or enjoy city views from the front porch. The location, great natural light, comfy bedrooms, and stylish decor- sets this house apart!

Mequon Ranch Experience

Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!